1 15 2 Dublin Core The Dublin Core metadata element set is common to all Omeka records, including items, files, and collections. For more information see, http://dublincore.org/documents/dces/. Title A name given to the resource Alvin L. Young Collection on Agent Orange Description An account of the resource <p style="margin-top: -1em; line-height: 1.2em;">The Alvin L. Young Collection on Agent Orange comprises 120 linear feet and spans the late 1800s to 2005; however, the bulk of the coverage is from the 1960s to the 1980s and there are many undated items. The collection was donated to Special Collections of the National Agricultural Library in 1985 by Dr. Alvin L. Young (1942- ). Dr. Young developed the collection as he conducted extensive research on the military defoliant Agent Orange. The collection is in good condition and includes letters, memoranda, books, reports, press releases, journal and newspaper clippings, field logs and notebooks, newsletters, maps, booklets and pamphlets, photographs, memorabilia, and audiotapes of an interview with Dr. Young.</p> <p>For more about this collection, <a href="/exhibits/speccoll/exhibits/show/alvin-l--young-collection-on-a">view the Agent Orange Exhibit.</a></p> Text A resource consisting primarily of words for reading. Examples include books, letters, dissertations, poems, newspapers, articles, archives of mailing lists. Note that facsimiles or images of texts are still of the genre Text. Box The box containing the original item. 126 Folder The folder containing the original item. 3549 Series The series number of the original item. Series VI Subseries II Dublin Core The Dublin Core metadata element set is common to all Omeka records, including items, files, and collections. For more information see, http://dublincore.org/documents/dces/. Creator An entity primarily responsible for making the resource Van Ness, G.F. J. G. Solch M. L. Taylor T.O. Tiernan Source A related resource from which the described resource is derived Chemosphere Date A point or period of time associated with an event in the lifecycle of the resource 1980 Title A name given to the resource Tetrachlorodibenzo -p- Dioxins in Chemical Wastes, Aqueous Effluents and Soils https://www.nal.usda.gov/exhibits/speccoll/files/original/552428293fc5c8aba9e7f28f331cc4ad.pdf d72ee9e16ea5ed85581403614ff7a742 PDF Text Text Item ID Number: Anther Corporate Author 00055 Hughs, B.M. Chemistry Research Laboratory/LJ, Aerospace Research Laboratory, and Systems Research Laboratories, Inc., Wright-Patterson AFB, Ohio Report/Article Title Analytical Methodology for Herbicide Orange: Vol. I: Determination of Chemical Composition, Final Report, December 1972-December 1974 Journal/Book Title Year 1975 Month/Day May Color ra Number of Images 361 Descripton Notes contract psse-i 5-73-0-4099, ARL TR 75-011 o Friday, November 17, 2000 Page 55 of 57 �ARL TR 75-0110 Volume I Hughes, B. M., et. al. 1975 Analytical Methodology for Herbicide Orange Vol I: termination of Chemical Composition ANALYTICAL METHODOLOGY FOR HERBICIDE ORANGE Volume B. D. M. T. M. C. L. O. I: Determination of Chemical Composition HUGHES. FEE TAYLOR TIERNAN CHEMISTRY RESEARCH LABORATORY/LJ AEROSPACE RESEARCH LABORATORY C. E. HILL, JR. R. L. C. WU SYSTEMS RESEARCH LABORATORIES, INC. DAYTON, OHIO 45440 MAY 1975 FINAL REPORT DECEMBER 1972 - DECEMBER 1974 Approved for public release; distribution unlimited AEROSPACE RESEARCH LABORATORIES Building 450 — Area B Wright-Patterson Air Force Base, Ohio 45433 AIR FORCE SYSTEMS COMMAND United Stales Air Force �NOTICES When Government drawings, specifications, or other data are used for any purpose other than in connection with a definitely related Government procurement operation, the United States Government thereby incurs no responsibility nor any obligation whatsoever; and the fact that the Government may have formulated, furnished, or in any way supplied the said drawings, specifications, or other data, is not to be regarded by implication or otherwise as in any manner licensing the holder or any other person or corporation, or conveying any rights or permission to manufacture, use, or sell any patented invention that may in any way be related thereto. Organizations or individuals receiving reports via Aerospace Research Laboratories automatic mailing lists should refer to the ARL number of the report received when corresponding about change of address or cancellation. Such changes should be directed to the specific laboratory orginating the report. Do not return this copy; retain or destroy. Reports are not stocked by the Aerospace Research Laboratories. Copies may be obtained from: National Technical Information Services Clearinghouse Springfield, VA 22151 This technical report has been reviewed and is approved for publication. FOR THE COMMANDER: ELIZABETH DAY Technical Documents and STINFO Office This report has been reviewed and cleared for open publication and public release by the appropriate Office of Information in accordance with AFR 190-12 and DODD 5230.0. There is no objection to unlimited distribution of this report to the public at large, or by DDC to the National Technical Information Service. A I R FORCE/56780/22 May 1975 — 150 �Unclassified SECURITY CLASSIFICATION OF THIS PAGE flWien Dale Entered) READ INSTRUCTIONS BEFORE COMPLETING FORM REPORT DOCUMENTATION PAGE 1. REPORT NUMBER 2. GOVT ACCESSION NO, 3. RECIPIENT'S CATALOG NUMBER ARL 75-0110, Vol I 4. TITLE (and Subtitle) 5. TYPE OF REPORT 8. PERIOD COVERED Analytical Methodology for Herbicide Orange Vol. I. Determination of Chemical Composition TECHNICAL - FINAL December 1972-December 1974 6. PERFORMING ORG. REPORT NUMBER 8. CONTRACT OR GRANT NUMBER(s) 7. AUTHORfs; B.M. Hughes, D.C. Fee, M.L. Taylor, T.O. Tiernan F33615-73-C-4099 and (ARL), C.E. Hill, Jr., and R.L.C. Wu (SRL) in house 9. PERFORMING ORGANIZATION NAME AND ADDRESS ARL (AFSC) & Systems Research Laboratories Chemistry Research Laboratory (LJ) Wright-Patterson AFB, OH 45433 10. PROGRAM ELEMENT, PROJECT, TASK AREA ft WORK UNIT NUMBERS DOD Element 61102F 70230614 12. REPORT DATE 11. CONTROLLING OFFICE NAME AND ADDRESS ARL (LJ) May 1975 Building 450, Area B Wright-Patterson AFB, OH 45433 MBER OF PAGES 14. MONITORING AGENCY NAME ft ADDRESSfJf different from Controlling Office; Air Force Logistics Command (DS) Wright-Patterson Air Force Base Ohio 45433 IS. ^SECURITY CLASS, (of this report) UNCLASSIFIED 15a. DECLASSIFICATION/ DOWNGRADING SCHEDULE 16. DISTRIBUTION STATEMENT (ol this Report) Approved for public release; distribution unlimited. 17. DISTRIBUTION STATEMENT (of the abstract entered In Block 20, It different from Report) 18. SUPPLEMENTARY NOTES 9. KEY WORDS (Continue on reverse aide If necessary and Identify by block number) Analysis Chlorophenoxy-Type Herbicide Gas Chromatograph-Mass Spectrometer Computerized Data Acquisition Tetrachlorodibenzo-p-dioxin (TCDD) Dioxin Organochlorine Compounds Herbicide Orange 20. ABSTRACT (Continue on reverse side It necessary end Identify by block number) This report describes research performed by ARL at the request of the Air Force Logistics Command to develop and apply analytical methodology to characterize the USAF inventory of Herbicide Orange stocks. A computerized Gas Chromatograph Mass Spectrometer (GC-MS) system was developed which permitted determination of the 15 to 25 major and minor herbicide components which are typically present in the stocks located at Gulfport, Mississippi. For determination of tetrachlorodibenzo-p-dioxin (TCDD), a fully automated GC-Quadrupole MS was developed and used in conjunction with an improved column-chromatography EDITION OF I NOV 65 IS OBSOLETE DD 1 FORM73 JAN SECURITY CLASSIFICATION OF THIS PAGE (When Data Entered) �Unclassified SECURITY CLASSIFICATION OF THIS PAGEQWien Data Entered) Item 20 Continued sample-clean-up technique. The analytical methodology is described in detail Unclassified SECURITY CLASSIFICATION OF THIS PAGEftWien Data Entered) �PREFACE The research and development described in this report were performed inhouse by the Gaseous lonization and Excitation Processes Group of the Chemistry Research Laboratory, Aerospace Research Laboratories (AFSC), Wright Patterson AFB, Ohio. This work was funded by Air Force Logistics Command, Assistant Deputy Chief of Staff/Distribution, Mr. Karl Merrill. Dr. Billy E. Welch, Special Assistant for Environmental Quality, Office of the Secretary of the Air Force, had overall cognizance for this effort which was undertaken to provide analytical chemistry support of USAF efforts to dispose of excess herbicide stocks in accordance with Environmental Protection Agency guidelines. The in-house work force was augmented during these studies via Contract No. F33615-73-C-4099 with Systems Research Laboratories, Inc., Dayton, Ohio 45440. These studies were performed under Project 7023, Task 702306, Work Unit 70230614, "Advanced Mass Spectrometric Analytical and Diagnostic Techniques for Materials and Research Applications." The ARL principal investigator in these studies was Dr. Thomas 0. Tiernan, ARL (LJ), Wright Patterson AFB, Ohio 45433. �TABLE OF CONTENTS SECTION I II PAGE INTRODUCTION 1 ANALYTICAL METHODOLOGY 4 A. B. C. Mass-Spectrometric Techniques Used for Qualitative and Quantitative Identification of Volatile Components 4 Techniques Used for Quantitative Determination of the Free Acid 17 Techniques Used for Quantitative Determination of Tetrachlorodibenzo-p-dioxin 18 1. 2. III Chemistry of Chlorinated Dibenzo-pdioxins 18 Details of the Methodology Developed at ARL 20 RESULTS AND DISCUSSION A. Volatile Constituents Identified in Herbicide Orange 1. 2. B. C. 31 31 Compounds Identified by Comparison with Standards 31 Identification of Unknowns Without Comparison with Standards 43 Quantities of Dichlorophenoxyacetic Acid and Trichlorophenoxyacetic Acid Present in Herbicide Orange 50 Quantity of Tetrachlorodibenzo-p-dioxin(s) (TCDD) Present in Herbicide Orange 54 ill �TABLE OF CONTENTS (continued) SECTION IV PAGE SUMMARY OF RESULTS 67 REFERENCES 80 Appendix A Appendix B Appendix C Appendix D Appendix E Appendix F IV �LIST OF TABLES TABLE I II III IV V VI VII VIII IX PAGE Structures and Nomenclature 5 Normalized Ion Distributions of ChlorineContaining Hydrocarbon Fragments 15 TCDD in Column Eluate 26 Composition of Volatile Constituents in Gulfport Drum #7 32 Composition of Volatile Compounds in Gulfport Drum #59 34 Composition of Volatile Compounds in Gulfport Drum #251 36 Composition of Volatile Compounds in Gulfport Drum #264 38 Retention Times (sec) for Species Identified in Herbicide Orange Samples 40 Results of Analysis of Herbicide-Orange Samples Prepared to Contain Known Amounts of Free Acids , 53 X Quantities of Free Acids Found in Herbicide Orange XI Replicate Analyses of a Single Extract from Dow Drum 249 57 R e s u l t s from Replicate Analyses of Dow D r u m 275 59 Observed and Theoretical Ratios of TCDD Isotopic Peaks 60 Comparison of High-Resolution and LowResolution GC-MS Results 61 Summary of Composition of Herbicide Orange 68 Composition of Various Drums of Herbicide Orange in the Lot Designated Analysis Sequence Number 8 (Hercules Co.) 71 XII XIII XIV XV XVI v �LIST OF TABLES (Continued) PAGE TABLE XVII XVIII XIX Composition of Various Drums of Herbicide Orange in the Lot Designated Analysis Sequence Number 14 (Hercules Co.) 73 Composition of Various Drums of Herbicide Orange in the Lot Designated Analysis Sequence Number 10 (Dow Chemical Co.) 75 Comparison of Various Drums of Herbicide Orange in the Lot Designated Analysis Sequence Number 5 (Thompson Co.) 78 VI �LIST OF ILLUSTRATIONS FIGURE PAGE 1 Distribution of TCDD in Fraction of Column Eluate 24 la Schematic Representation of Automated GC-QMS Sys tem 28 Ib Fragmentation Pathway A 45 2 Fragmentation Pathway B 47 3 Fragmentation Pathway C 48 4 Fragmentation Pathway D 51 5 80 ppb Standard and Replicate Injections for Dow Chemical (ASN-10) Sample 56 Dioxin Distribution in 43 Barrels of Hercules (ASN-14) 62 Dioxin Distribution in 60 Barrels of Thompson (ASN-5) 63 Dioxin Distribution in 80 Barrels of Dow Chemical (ASN-10) 64 Dioxin Distribution in 61 Barrels Labeled Hercules (ASN-8) 65 6 7 8 9 vii �SECTION I INTRODUCTION During the 1960's a herbicide formulation consisting mainly of the n-butyl esters of 2,4-dichlorophenoxyacetic acid (2,4-D) and 2,4,5-trichlorophenoxyacetic acid (2,4,5-T) and designated Herbicide Orange was employed as a defoliant in Southeast Asia. Research performed at Bionetics Laboratories and reported 2 by Courtney et al early in 19701' implicated 2,4,5-T as a teratogenic agent. It was later reported3-5 that the 2,4,5-T formulation employed by Courtney et al contained 30 ^g/g of 2,3,7,8-tetrachlorodibenzo-p-dioxin (2,3,7,8-TCDD)—one 2,3,7,8-tetrachlorodibenzo-p-dioxin of the most toxic and and potent teratogenic substances known. Subsequent to these findings, the Environmental Protection Agency promulgated more stringent rules regulating the domestic use of 2,4,5-T, and the Secretary of Defense ordered that use of these herbicide formulations in South Vietnam be discontinued. The abrupt ban on usage of 2,4,5-T defoliants left the Department of Defense (the Department of the Air Force, in particular) with 2.3 million gallons of such defoliants which are still stored in 55-gal. drums in Gulfport, Mississippi, and Johnston Island in the Pacific Ocean. Several methods for disposing of these herbicide stocks from the inventory are now under consideration. In order to secure required data to support use of selected lots of the herbicide inventory, the Air Force Logistics Command requested the Gaseous Excitation and lonization Processes Group of the Chemistry Research Laboratory at the Aerospace Research Laboratories (Air Force Systems Command) to undertake the development and application of analytical methods for characterizing Air Force herbicide stocks at Gulfport, Mississippi. Prior to the work at ARL �some preliminary analyses had been performed by Dow Chemical Co, and the sample numbering system devised by Dow was retained throughout our studies. An "Analysis Sequence Number" was assigned to each herbicide Transportation Control Number (TCN). The pertinent TCN's, the manufacturer of each batch, and the related Analysis Sequence Numbers are shown below: Manufacturer Thompson Company TCN 94638155X012 Analysis Sequence No. 5 Hercules Company 946481560001 8 27,500 Dow Chemical Company 94638155X052 10 383,680 Hercules Company 94648192001 14 118.360 Total Gallons 573,980 Approximate Market Value @ $40/gallon Gallons on Hand as of 12 Jan 73 44,440 $22,959,200 Representative samples from each of the above TCN's were collected by personnel from Kelly AFB/EHL(K) on 10 July 1973. Individual samples were taken by suspending a 1- or 2-oz. glass bottle from a wire and inserting the bottle ~ 18 in. into the herbicide and swirling the bottle. The bottle was then removed and capped and the exterior was cleaned. Each drum was numbered* and that number was scribed onto the glass bottle. Samples are precisely identified by listing the Analysis Sequence Number and barrel number. The convention adopted is shown here: 7 Hercules 8 » t Barrel# Manufacturer Analysis Sequence Number This report describes the development and application of methodology developed for mass-spectrometric characterization of contaminants present in the herbicide samples at levels > 0.1%, including all volatile compounds and the chlorophenoxyacetic acids. The techniques for determining tetrachlorodibenzo-pdioxin in concentrations >0.02 ppm (0.02 yg/g) are also described, and the analytical results are summarized. �Tables and figures pertinent to the four Gulfport samples characterized are attached as Appendices A through D. Appendix E contains data from analysis of standard reference materials performed during these studies. Appendix F contains data from determination of TCDD in 250 samples of Herbicide Orange. �SECTION II ANALYTICAL METHODOLOGY A. MASS-SPECTROMETRIC TECHNIQUES USED FOR QUALITATIVE AND QUANTITATIVE IDENTIFICATION OF VOLATILE COMPONENTS An unambiguous identification of unknown compounds present in Herbicide-Orange samples, which are primarily butyl esters of dichloro- and trichlorophenoxyacetic acids (XIII and XIV in Table I) can be accomplished easily only by using a gas chromatograph-mass spectrometer (GC-MS) computer system. With such a system, the individual volatile components of the herbicide are separated on the gaschromatographic column, and each component in turn is admitted to the mass spectrometer and its mass spectrum is obtained in order to permit positive identification. An instrument of this type was developed at ARL and includes a DuPont 21-491 double-focusing mass spectrometer coupled through a stainlesssteel Biemann-Watson separator to a Loenco gas chromatograph. This GC-MS system is controlled by a Hewlett-Packard Model 2116C, 24k-core, 16-bit minicomputer with a 2.5-million-word cartridge disc system. The scan rate and frequency response of the system were adjusted to permit mass spectra to be obtained every 9 sec., for scans extending over more than one mass decade (i.e., mass 10-100, mass 30-300, etc.); spectra of all compounds present in excess of 0.1% of the total sample injected were recorded. As the magnetic field of the mass spectrometer is scanned, mass-spectral peaks are measured by the computer, and data from each successive mass spectral scan are stored on the cartridge disc, along with the time elapsed since initial injection of the sample. A total analysis time of approximately 1 hr was required to elute the volatile herbicide constituents and record the data for these. The time required for the computer to rearrange these data in a con- venient form for display was on the order of 15 to 45 min. When this procedure was complete, plots of any mass in the spectrum as a function of retention time were obtained within seconds. In order to determine that the peaks observed in the total-ion chromatograms (for example, see Figure A-3) consisted of a single component, specific masses were displayed as a function of time (for example, see Figure A-8). In �TABLE I STRUCTURES AND NOMENCLATURE C4 H9OH (CH3)2 Butanol Toluene Xylenes C 4 H 9 CI Butyl Chloride Dichlorophenol Trichlorophenol OCH, Butyl Ether of Dichlorophenol Butyl Ether of Trichlorophenol Methyl Ether of Trichlorophenol or Trichloroanisole �TABLE I (continued) OCH2C02C4H9 Dimethoxy-dichlorophenol or Dimethoxy-dichloroanisole OCH2C02C4H9 Butyl Ester of Dichlorophenoxyacetic Acid Ethyl Benzene Butyl Ester of Monochlorophenoxyacetic Acid OCH2C02C4H9 Butyl Ester of Trichlorophenoxyacetic Acid 'SSI OCH2C02C4H9 OCH2C02C8HI7 OCH Butyl Ester of Methoxydichlorophenoxyacetic Acid Octyl Ester of Dichlorophenoxyacetic Acid �TABLE I TW CH3CHC02C8H,7 6 Octyl Ester of Dichlorophenoxypropionic Acid or Octyl Ester of Silvex Butyl Ester of Bis (diehlorophenoxy) Acetic Acid (continued) xvm OCH2C02CQH,7 Octyl Ester of Trichlorophenoxyacetic Acid Butyl Ester of Bis(trichlorophenoxy) Acetic Acid �TABLE I (continued) TxT XXIT OC4H9 /02C4H9 OCH Butyl Ester of (methoxy-dichlorophenoxy-) trichlorophenoxyacetic Acid XXIM l,l-dibutoxy-2-trichlorophenoxyethane XXIV OCH2C02H OCH2C02C8H,7 OCH. CI2 Butyl Ester of Methoxy-dichlorophenoxyacetic Acid XXV Dichlorophenoxyacetic Acid XXVT OCH2C02H CI 3 Trichlorophenoxyacetic Acid Dibenzo-p-dioxin �TABLE I (continued) XXVTT 0 XXVNT Cl Cl Cl 0 Cl 1,2,3,4-Tetrachloro-dibenzo-p-dioxin 2,3,7,8-Tetrachloro-dibenzo-p-dioxin �addition, a high-resolution gas-chromatographic column (8-ft. x 1/8-in. O.D. 10% DC-200 on Gas Chrom Q) was used in a separate gas chromatograph, with flameionization detection (F.I.D.), to confirm that the single chromatographic peaks identified by the GC-MS-computer contained one compound only. These high- resolution chromatographic data were also used to determine relative quantities of the various compounds present in the herbicide samples, upon assuming equal F.I.D. sensitivities (see Figure A-l). Each peak appearing in the total-ion and flame-ionization chromatograms indicates the elution of a specific compound at a particular time, and this chromatographic retention time alone can be used to identify the unknown compound, if a known compound which has the same retention time can be found. In general, while the retention time may be determined very accurately and can be reproducibly obtained for a given compound in a number of different solvents, this time is not a unique identification since many compounds may have identical retention times. A much more positive identification can be made if the mass spectrum of the component is obtained. While the latter is almost an unambiguous identification, uncertainties remain in some cases since strong similarities exist in the mass-spectral fragmentation patterns of various geometrical and chemical isomers. Therefore, a completely unambiguous identification of a compound in question can be obtained only by using both the mass-spectral fragmentation pattern and the retention times as measured on several different chromatographic columns. This statement assumes that standards of the isomer of the compound in question are readily available to permit direct comparison of the retention times and mass spectra of the known and unknown compounds. This is frequently not possible, and,in the present report, it will be indicated whether the standard spectrum was obtained in our laboratory under identical conditions to the unknown or whether the standard spectrum was obtained from the literature. In general, positional isomers were not distinguished since good standards for these species simply are not available. The mass-spectral fragmentation pattern of the butyl ester of dichlorophenoxyacetic acid in itself does not permit one to make a distinction between the 10 �n-butyl, iso-butyl, or tert-butyl isomers nor between 2,3-, 2,4-, 2,5-, 3,4-, or 3,5-dichloro isomers. In principle, these details can be determined, but only after authentic samples of each of these specific isomers are available and can be examined under identical chromatographic conditions. Table I gives the structural chemical formulae of all herbicide constituents identified in the present study, along with their nomenclature. Note that no positional information is implied by these structures. Since in our experience even reference standards identified by a supplier have been observed to contain more than one isomeric species, no attempt will be made in the present report to make a distinction between various structural isomers. The identity of an unknown compound can be determined readily if a mass spectrum which contains at least six to eight mass peaks, including a molecular-ion peak, cab be obtained. The sensitivity of the GC-MS computer system used here is such that only compounds which have concentrations in excess of 0.1% give such a response for a sample volume of 5 to 10 u/E. injected into the chromatograph. However, when one approaches these low levels, a significant problem is encountered in distinguishing mass-spectrometric peaks arising from the unknown compound from those peaks originating from residual material in the instrument (instrument background). Background peaks from the GC-MS itself are often larger than the small peaks that may be associated with the compound of interest. To delineate these two sources of mass-spectral peaks, two sub- routines are incorporated into the software of the computer system. The first is a program which subtracts one mass spectrum from another, normalizes the result to the largest difference found, and prints out all values larger than a specified percentage. Examples of this routine are included in Appendix A and can be seen in Table A-l. Here, Scan 77 is the background spectrum which is subtracted from Scan 85, and the normalized intensities greater than 1% are displayed. Although there was a large abundance peak at Mass 28 in both the background and the unknown scans, the resulting spectrum of interest does not include this background peak. Mass 28 would be reported in the unknown spectrum only if the difference were greater than 1% of the largest peak in the spectrum. Through the use of such normalized intensities*which are corrected for background, identification of unknowns is greatly simplified. 11 �A second method for identification of small peaks which may be associated with an unknown compound is the mass chromatogram. After studying a normalized background-subtracted scan, very small peaks can be associated with the spectrum of interest by plotting the intensity of a certain mass as a function of chromatographic elution time and comparing the observed behavior either with a more intense peak that is known to arise from the unknown compound or with the total ion chromatogram of the unknown in the mixture. An example of the use of this subroutine is given in Appendix D (see Figure D-ll and D-12). Here total-ion chromatograms, the Mass-196 chromatogram, and the Mass-206 chromatogram for Herbicide Sample #264 are displayed as a function of chromatographic retention time. It is evident that Masses 196 and 206 origi- nate not from the same compound but from two different compounds which elute at slightly different times. In this case, the relative amounts are such that this difference can actually be seen as a shoulder which appears at a longer time on the total-ion chromatogram. However, the compound, if present in smaller quantities, could not be observed visually in the total-ion chromatogram. It could be detected only if one of the masses which are associated with the lesser compound were displayed as a function of retention time. This technique greatly facilitates distinction of background mass-spectrometric peaks from small peaks arising from the unknown compound. This markedly simplifies identification of unknowns. Qualitative identification of unknown species can be made by first obtaining a listing of spectra at elution times corresponding to maxima or shoulders in the reconstructed total-ion chromatogram, and then searching for a molecularion identification using the mass-chromatogram displays to distinguish background from authentic peaks. Mass spectra of components are verified by comparison with standard mass-spectrometric tables. Appendix E is a compila- tion of standard spectra taken in this laboratory for compounds that are of interest due to their suspected presence in the herbicide samples or due to their possible interference with low-level tetrachlorodibenzo-p-dioxin analysis. In each table the origin of the standard compound is given, along with the retention time of the compound and the time of the background spectrum. 12 �In addition to comparison of unknown spectra with spectra obtained from the literature or with standard spectra obtained under different conditions, it is often necessary to identify an unknown compound by comparison with the standard spectrum of an analogous compound. This method of identification is exemplified in the identification of an impurity present in each of the four herbicide samples analyzed—the butyl ester of monochlorophenoxyacetic acid (XII). As can be seen from a comparison of the mass spectra in Tables A-9 and A-10 (see Appendix A), similarities between the two spectra include large m/e 57, 41, and 29 peaks, indicating the presence of the C,Hq group. The heaviest mass found that is associated with the molecular ion is 34 amu lower in Spectrum A-9 than in Spectrum A-10. The spectrum of I (Table A-10) has been identified from standard spectra to be the butyl ester of dichlorophenoxyacetic acid and the difference in the molecular-ion mass of 34 units, along with intense butyl ion fragments, indicates that Spectrum H of Gulfport #7 is a butyl ester of monochlorophenoxyacetic acid. In addition, Spectra I and H both have very intense m/e 91, m/e 101, and m/e 114 peaks. These correspond to loss of C H Cl, CO C.H , and CHCO C H , respectively, from the molecular ion. Similar analogies are necessary in cases where the exact compound of interest is not readily available. Two other identification techniques reported here greatly simplify the interpretation of the spectra of unknowns found in the four Gulfport herbicide samples analyzed. These techniques are (1) identification of butyl fragments in the spectrum and (2) the use of the isotope distributions to determine the number of chlorine atoms present in a given fragment. The basis for the butyl- fragment approach is seen in Figure A-6 (Appendix A). It is evident that only those total-ion chromatographic peaks which exhibit Masses 57, 41, and 29 can be associated with a butyl compound. Since the major components of Herbicide Orange are butyl esters, these compounds along with impurities containing butyl groups give rise to these masses. The second technique mentioned above—the chlorine-isotope distribution—was also quite useful in classifying unknown compounds. Since the natural-chlorine isotope distribution of 35Cl:37Cl is approximately 3:1, mass spectra of 13 �chlorine-containing compounds exhibit isotope-distribution patterns character istic of the number of chlorine atoms present within the fragment; Table II gives theoretical distributions calculated for the various masses. In the rationale for identifying the butyl ester of monochlorophenoxyacetic acid (Table A-9 in Appendix A), it can be seen that the ratio of intensities of Mass 242:244 is approximately 3:1. On the other hand, the ratio of intensities of 276:278 in Spectrum I (Table A-10) is on the order of 1:0.6, which is the distribution expected for a Cl~ compound. Spectrum I has been identified as that of the butyl ester of dichlorophenoxyacetic acid. In addition to the molecular ion of Compound H's being 34 amu less than the molecular ion of Compound I, Compound H is also determined to have one less chlorine atom than Compound I, based upon the m:m+2:m+4 distribution; therefore, the identity of Compound H is confirmed. In the GC-MS characterization of Herbicide Orange, the herbicides (all liquids at room temperature) were injected in 1 to 10-^quantities into the GC-MS, and those compounds amenable to gas-chromatographic separation have been determined. Compounds having sufficient thermal and solvolytic stability and chemical inertness to elute from the gas-chromatographic column in detectable quantities are reported herein; inorganic impurities such as metals or nonvolatile forms thereof or chemically reactive species such as organic acids require special techniques. Early in our studies, it became apparent that a single gas-chromatographic column suitable for separation of the broad range of herbicide components would be difficult to develop. It was discovered that by employing a column with a rather polar stationary phase, a relatively rapid and efficient separation of the herbicide components having chromatographic retention times less than the butyl esters of 2,4-D (compounds with comparatively high vapor pressures) could be obtained. sures less Components having vapor pres- than the butyl esters of 2,4,5-T were characterized by using a different column with a less polar stationary phase, thereby obviating the intolerably long retention times obtained for the less volatile species when the more polar column was used. 14 �TABLE II NORMALIZED ION DISTRIBUTIONS OF CHLORINE-CONTAINING HYDROCARBON FRAGMENTS Normalized Intensity Number of Cl Atoms m 1 1.0 2 0.324 m+4 - m+6 - 1.0 0.648 0.105 - 3 1.0 0.972 0.315 0.034 4 0.772 1.0 0.486 0.105 15 m+2 �Conditions for the gas-chromatographic separation of the more volatile compounds were: Chromatographic Column: 10-ft. x 1/4-in. O.D. glass coil packed with 10% OV-225 on Gas Chrom Q Column Temperature: Programmed post-injection from 80 to 160° at 4°/min. Figure D-3 shows a typical total-ion chromatogram (Herbicide Orange from Barrel <f*264) obtained under the above conditions. The lower limit of detect- ability for compounds in this region was 0.1%. Conditions for gas-chromatographic separation of compounds with vapor pressures less than butyl 2,4,5-T were as follows: Chromatographic Column: 10-ft. x 1/4-in. O.D. glass coil packed Column Temperature: with 10% DC-200 on Gas Chrom Q Programmed post-injection from 160 to 240° at 4°/min Even under these Chromatographic conditions, the less volatile compounds exhibited significant tailing which caused the lower limit of detectability for these compounds to be on the order of 0.5 to 1%. Results obtained in the above GC-MS analyses were, in many instances, also compared with results obtained with a conventional gas chromatograph equipped with a flame-ionization detector and 8-ft. x 1/8-in. O.D. glass column. A gas chromatogram obtained for Herbicide Orange from Barrel #264 is shown in Figure D-l (compare with Figure D-3). 16 �B. TECHNIQUES USED FOR QUANTITATIVE DETERMINATION OF THE FREE ACID In addition to the volatile components present in the Herbicide-Orange samples which were determined directly by the GC-MS procedures outlined above, a procedure for quantifying dichlorophenoxyacetic acid (XXIV) and trichlorophenoxyacetic acid (XXV) present in a matrix of esters of these acids was developed. The method entailed extraction of a chloroform solution of the herbicide with a solution of weak base, back extraction of the basic solution with ether, acidification of the basic solution to obtain the free acids, extraction of the acids, and treatment of the extract with acid methanol to obtain the methyl esters. The methyl esters obtained were determined quan- titatively by using flame-ionization gas chromatography. Blanks and standards run through the procedure indicated that a negligible amount of saponification of the herbicide esters occurred during the extraction -process and that recovery of known quantities of dichlorophenoxyacetic acid and trichlorophenoxyacetic acid added to Herbicide Orange is 100%. The detailed procedure is as follows: 1) Weigh accurately 1 g of herbicide in a 50-ml glass-stoppered erlenmeyer flask. 2) Add 1.0 ml CHC1 (Matheson, Coleman, Bell, ACS Quality, Reagent Grade) 3) Add 5.0 ml of 5% aqueous NaHCO and mix by gentle agitation for about 3 min. Pour mixture into separatory funnel and separate layers. Place aqueous layer in clean erlenmeyer flask. 4) Rewash organic layer with fresh 5.0-ml portion of NaHCO . Combine basic layers and extract with two 10-ml portions of diethyl ether. Discard ether. 5) Acidify aqueous layer (pH .1-2) by dropwise addition of concentrated 6) Extract the acidified mixture with 2.0 ml of CHC1 . Place CHC1, extract in polyethylene snap-cap vial containing 100 mg anhydrous 7) Re-extract aqueous layer with 1.0 ml fresh CHC1.. Combine chloroform extracts over Na~SO. . 2 4 17 �8) Transfer 1.0 ml of the dried extract to a clean polyethylene snap-cap vial and add 1.0 ml of methanol (Matheson, Coleman, Bell, ACS Quality, Reagent Grade) containing 0.1% (by volume) H SO,. 9) Permit solution to stand at room temperature (24°C) for 12 hr and the inject 1.0 -yji aliquots of the solution into the gas chroma tograph. 10) Chromatography conditions - Instrument used was a Varian 1520 Gas Chromatograph equipped with flame-ionization detector and 6-ft. x 1/4-in. O.D. glass column (on-column injection was employed) packed with 10% OV-3 on Gas Chrom Q (80/100 mesh). Injector temperature was 220°C, column oven temperature was 220°C, and detector temperature was 260°C. Helium-carrier-gas flow rate was 33 cc/min., air flow rate was 300 cc/min., and hydrogen flow rate was 24 cc/min. Retention times were 511 sec for the methyl dichlorophenoxyacetate and 1059 sec for the methyl trichlorophenoxyacetate. 11) Data acquisition was achieved with an Autolab System IV computing integrator and BurreU. strip-chart recorder. C. TECHNIQUES USED FOR QUANTITATIVE DETERMINATION OF TETRACHLORODIBENZO-p-DIOXIN 1. Chemistry of Chlorinated Dibenzo-p-dioxins The heterocyclic organic molecule dibenzo-p-dioxin (XXVI) is the nucleus which can, by addition of chlorine atoms in Positions 1 through 9, be converted into a chlorinated dibenzo-p-dioxin. As noted previously in this report, N* 2,3,7,8-tetrachlorodibenzo-p-dioxin (2,3,7,8-TCDD) is of particular sig- nificance because of its potent systemic and tertatogenic toxicity, although data obtained from biochemical testing indicate that other chlorinated dibenzo-p-dioxins are also quite toxic. Because of the lack of toxicity data concerning the effects of dioxin upon man, the currently available results of animal testing must be used to gauge this threat which TCDD poses. It is * TCDD is used herein to denote tetrachlorodibenzo-p-dioxin, positions of the chlorine substituents not being specified. Where it is desired to specify the positions of the chlorines, the appropriate numbers are prefixed to the TCDD, for example, 2,3,7,8-TCDD. 18 �widely recognized to be the most toxic small molecule known (LD,-n = 0.6 [J-g/kg in guinea pigs); the threat to man must at this point be assumed to be equally great. Thus, analytical methods for determining TCDD have been sought which can be used to detect and quantify TCDD in such samples as food stuffs, water, —12 and soil at extremely low levels—on the order of 1 x 10 g TCDD/g or 89 1 part-per-trillion. Baughman and Meselson ' have used such a method, and Ryan and Crummett have reported somewhat similar methods. It should be noted at this point that several structural isomers can .quite properly be referred to as tetrachlorodibenzo-p-dioxin; thus, it is possible to encounter not only 2,3,7,8-TCDD but also 1>2,3,4-TCDD, 2,3,6,8-TCDD, 2,3,6, 9-TCDD, etc. sible. Approximately twenty tetrachlorodibenzo-p-dioxins are pos- Any analytical method which does not involve a very sophisticated scheme for separating highly similar compounds prior to mass-spectral determination or which utilizes solely the molecular-ion region of the mass spectrum cannot possibly be used to make a distinction between the respective tetrachlorodibenzo-p-dioxins which may be present in the sample. Furthermore, depending upon the resolution of the mass spectrometer being employed, such techniques cannot be used to differentiate tetrachlorodibenzo-p-dioxin from other tetrachlorinated hydrocarbons having nearly the same mass (or mass fragments) as the TCDD. Specifically, it is not at all certain at this writing 12 whether the TCDD levels in Gulfport Herbicides reported by Dow in 1971 and 13 1972 represent 2,3,7,8-TCDD or a mixture of TCDD's which may be composed, in part, of the 2,3,7,8-TCDD. At worst, the Dow values represent upper limits. The emphasis in the work reported herein was the characterization of herbicide stocks stored at Gulfport, Mississippi; in the case of TCDD, a method which could be used to detect reliably and quantify tetrachlorodibenzo-p-dioxin present in Herbicide Orange at levels greater than 0.1 ppm was needed. The 8-11 methods alluded to above were not suitable for our purposes since the levels of TCDD of concern were 10 techniques referred to above. greater than TCDD levels detectable by the Rather than ultrasensitive methodology, we sought to develop an approach which has adequate sensitivity and specificity 19 �but which, at: the same time, is amenable to "batch-analysis" procedures, i.e., a method which involves minimal sample treatment so that several samples can be analyzed per day. The method which has been developed in our laboratory is summarized in the following 2. DETAILS OF THE METHODOLOGY DEVELOPED AT ARL a. Macro Techniques Silica-Gel Column Chromatography A 50-ml buret (14-mm I.D. x 34 cm long) equipped with glass stopcock was filled with silica gel (100/120 mesh, Matheson, Coleman, Bell, GC Grade) which previously had been allowed to equilibrate with a solvent system consisting of 20% by volume benzene in hexane (both solvents were from Matheson, Coleman, and Bell and were ACS Quality, Analyzed Reagent Grade). The column was vibrated to compact the silica gel, and then the solvent was allowed to flow through the column until about 100 ml had eluted. A 10-ml aliquot of eluate was then collected to be used as a blank. One milliliter of the herbicide diluted with 1 ml of solvent was added to the top of the silica-gel column and the sample eluted with additional solvent. The next 24 ml of eluate was discarded, and finally 50 ml of eluate (containing tetrachlorodibenzo-p-dioxin) was collected. This last fraction was evaporated to a volume of 2 to 3 ml and transferred to a screw cap vial. A stream of dry, oil-free air was then used to remove the solvent, 50 |il of chloroform (MCB, ACS Quality, Analyzed Reagent Grade) was added to dissolve the residue, and aliquots of this solution were analyzed by using flame-ionization gas chromatography and/or gas chromatography-mass spectrometry. For each additional herbicide sample, a new silica-gel column was utilized. Flame-ionization Gas Chromatography A Varian gas chromatograph, Model 144510 equipped with a hydrogen-flame ionization detector (F.I.D.) was employed. The column used was a glass coil, 8-ft. long x 1/8-in. O.D. packed with 10% DC-200 on 60/80-mesh Gas Chrom Q. Conditions for the chromatography were: 20 �Temperatures Column: 240° Injection: 230° Detector: 300° Gases Carrier, helium at 40 cc/min (60 psig) F.I.D. Air, 300 cc/min at 20 psig F.I.D. Hydrogen, 30 cc/min at 10 psig. The data were acquired on a Brown Instruments analog potentiometric recorder (1 mV) and simultaneously on an Autolab System IV computing integrator. Gas Chromatography-Mass Spectrometry A DuPont 21-491 double-focusing mass spectrometer coupled to a Loenco Model 160 gas chromatograph through a stainless steel Watson-Biemann separator was employed. Parameters for the gas chromatography are as follows: Column: 8-ft. x 1/4-in. O.D. glass coil packed with 10% DC-200 on Gas Chrom Q. Carrier Gas: Helium (incoming flow rate, 20 cc/min.) Temperatures: Column, 220 Injection port (glass lined), 285° Separator, 310 ° Transfer line connecting gas chromatograph and mass spectrometer, 320° Mass-spectrometer parameters were as follows: Ionizing voltage - 70 eV Source Temperature - 300° Single-ion monitoring was used; the mass spectrometer was tuned on m/e 320 (corresponding to the molecular ion) or m/e 322. The mass-spectrometer multiplier output was routed through the amplifier section of a Bell and Howell 21 �oscillographic recorder (time constant set at 0.3 Hz) to a Hewlett-Packard Model 680 strip-chart recorder. Signal attenuation was accomplished by varying the span on the recorder. Peak heights of standards and unknowns were compared to obtain quantitative data. b. Micro Techniques In later studies, it was determined that the macro procedures outlined above were subject to sizable errors because of dioxin losses which occur in the concentration step. Also, it was discovered that some dioxin carryover can occur in sequential analysis runs if the glassware used is not subjected to rigorous cleaning procedures (hot chromic acid treatment for several hours). It was decided, therefore, to develop micro-level procedures which could be carried out with smaller, disposable columns. After considerable research, a procedure which completely eliminates the interfering compounds which complicate the TCDD analysis was developed. These compounds were found to be a significant factor, especially in the Dow herbicide samples, even when using single-ion-monitoring mass-spectrometric techniques. The identity of the interfering substances has not been precisely defined, but their chemical structure must be very similar to that of TCDD. With the new column procedure outlined below, the column is discarded after one use. Concurrent with the development of the micro-column chromatography procedures, a new GC-MS instrument having markedly greater sensitivity and the capability for rapid multiple ion monitoring was constructed in our laboratory. This instrument has much superior detection capabilities for TCDD over the Dupont 21-491 apparatus described above and was used for quantitation of all dioxin levels in the latter portion of this study. This apparatus is described further below. Micro-Column Chromatography Procedures Initial efforts to develop a micro-scale column chromatographic method for separating dioxin from the Herbicide-Orange matrix were directed toward use of columns made from 5 3/4-in. disposable glass transfer pipettes (Matheson Scientific) packed with either silica gel (Matheson Coleman and Bell) or alumina (Fisher A540). Solvents employed were hexahe, 20% benzene in hexane, carbon tetrachloride, and 22 �methylene chloride. Although nearly quantitative recoveries were achieved with both the alumina and silica gel columns, when standard solutions of TCDD were analyzed these simple columns were found to be inadequate for removing impurities present in the Dow Herbicide Orange which ihterferred with the QGC-MS determination of TCDD. However, the results obtained in these preliminary studies did suggest that use of a column containing both silica gel and alumina might be effective. For studies with alumina-silica gel, glass columns were made from 10-mm-O.D. Pyrex tubing which varied in length from 30 to 60 cm. In each case the columns were pulled down to ~ 2 mm O.D. on one end to restrict flow. One-gram samples of Herbicide Orange (Diamond ASN 18) known to contain on the order of 14 ppm TCDD were chromatographed,and successive fractions of the eluate were collected and analyzed to determine the distribution of the TCDD in the column eluate. Figure 1 shows the results of such a study. The column employed in this case consisted of a 10-mm-O.D. glass tube packed with 19 cm of alumina and 21 cm of silica gel. As can be seen, the TCDD is distributed in 6-ml of column eluate. The recovery of TCDD in this series of experiments was acceptable, although less than 100% (45-88% was achieved); however, the time consumed to run a single 1-g sample was entirely too long (~ 45 min.). In subsequent experiments, shorter versions of the silica gel-alumina column were investigated as well as high liquid chromatography. High-pressure liquid chromatography (HPLC) was also investigated as a means of accelerating the chromatographic separation of Dioxin from Herbicide Orange. Here again, recoveries of TCDD were quite acceptable (90-100%); however, in our cursory examination of this procedure, we found that a number of impurities present in the Dow herbicide eluted concurrently with TCDD, thus making a prolonged gas chromatographic separation necessary. Since the additional time consumed in the QGC-MS determination negated any time gained with HPLC, this approach was abandoned. Efforts to determine the optimum liquid-chromatography column length—that which permitted quantitative recovery of TCDD in a reasonable period and yet which separated nearly all of the other components which complicate the QGC-MS determination of the TCDD in the column eluate—resulted in our finding a length 23 �12.5 13.5 14 14.5 15 15.5 16 16.5 17 TOTAL VOLUME OF COLUMN ELUATE Figure i. Distribution of TCDD in Fraction of Column Eluate 17.5 18 18.5 19 19.5 20 �of 30 cm packed with 4 g each of silica gel and alumina to be acceptable. Exten- sive studies with this column demonstrated that the TCDD elutes with the solvent front—the first 5 ml corresponding to the void volume of the column can be discarded— and that the next 6.0 ml contain 100% of the TCDD. These conclusions are based upon a series of experiments with 275 Dow 10 in which 1-g aliquots (including some with added TCDD) of this herbicide were analyzed and the concentrations of TCDD in various fractions of the eluate were determined. These results are given in Table III. It is noteworthy that the overall reproducibility of these inde- pendent runs is quite good (on the order of 20%) but the relative amounts of TCDD in the various fractions is somewhat variable. Thus, collection of a "narrow cut" of the column eluate is precluded because of the somewhat irregular distribution of TCDD within subfractions of the total 6 ml. The final procedure used to perform the bulk of the TCDD analyses is described in detail in the following: Micro-Column Chromatography Procedure 1) Prepare 30 cm glass column using 10 mm O.D. Pyrex (pull down one end of glass tube to 2 mm O.D.). 2) Insert a plug of silanized glass wool into column; add 4 g of silica gel (Matheson, Coleman and Bell, GC Grade, 100-200 mesh) followed by 4 g of alumina (Fisher A540, 80-200 mesh, activated for 12 hrs at 120°C). 3) Moisten column with 20% benzene (Mallinckrodt Nanograde) in hexane (Matheson, Coleman and Bell, Pesticide Quality). 4) Dilute 1 g of Herbicide Orange with 0.5 ml of 20% benzene in hexane and transfer this solution to the top of the moistened silica-gel column. Wash vessel with an additional 0.3 ml of benzene-hexane solvent and add the wash to the top of the column. 5) Allow the herbicide solution to percolate into the alumina at the top of the column and then elute with 20% benzene in hexane. 6) Collect and discard the first 5 ml of eluate. 7) Retain the next 6 ml of eluate for analysis. 25 �TABLE III TCDD IN COLUMN ELUATE yg TCDD Found 275K 275E 275F 275G 275J Next 1 ml of eluate 0.034 0.013 0.007 0.004 0.20 Next 1 ml of eluate 0.240 0.058 0.065 0.048 0.32 Next 4 ml of eluate 0.32 0.148 0.116 0.138 0.04 0.59 0.221 0.188 0.19 0.59 First 4 ml of eluate Next 1 ml of eluate TOTAL FOUND Spiked with an additional 0.33 yg TCDD/g 26 �High-Sensitivity Gas Chromatograph-Mass Spectrometer System In order to determine quantitatively TCDD at sub-parts-per-million concentrations in the presence of other similar compounds, a unique automated multiple-ion-monitoring gas chromatograph-mass spectrometer system was designed and fabricated at ARL. The system, shown schematically in Figure la, consists principally of a Varian Model 2740 Gas Chromatograph and automatic sample injector coupled directly (no helium separator is used) to an Extranuclear Quadrupole Mass Spectrometer (QMS), and, for both control and data acquisition, both devices are coupled to an Autolab System IV Computing Integrator. The gas chromatograph was modified to include a sophisticated system of high-temperature switching valves (Valco Co.) and Granville-Phillips molecular leak valves arranged so that the effluent from the gas chromatographic column can be split into any desired ratio. One of the two sample streams can then be routed to the flame-ionization detector of the chromatograph, while the other passes into the source region of the quadrupole mass spectrometer. In addition, the switching manifold includes provision for closed-loop measurement of flow (a Matheson Linear Mass Flowmeter is employed) and pressure with only momentary interruption in operation. The pneumatic system is designed to minimize sample contact with metal surfaces; 1/8-in. O.D. glass columns are used in the chromatograph, and all transfer lines in contact with the sample are 1/8-in. glass-lined stainless steel (Alltech Associates). No sample enrichment device (helium separator) is required since the use of a high-speed pumping system on the source vacuum envelope permits introduction of all of the GC column effluent (column flows of 15-30 cc/min were used) directly into the mass spectrometer source. The Extra- nuclear Quadrupole Mass Spectrometer has a maximum mass resolution of 1000; but, for these studies, mass resolution on the order of 200 at m/e 320 was used. In the automated mode, the GC-QMS system functions sequentially as follows: 1) Automatic sample injector purges syringe, loads sample syringes makes 2) injection, and activates integrator. Integrator begins data acquisition and, after a programmable delay, activates solenoid vent valve. This valve automatically switches the GC effluent into the QMS after the solvent has eluted, allowing all effluent to enter the ionization source. 27 �IONIZATION DETECTOR AUTOMATIC SAMPLE INJECTOR QUADRUPOLE MASS SPECTROMETER AUTOLAB COMPUTING SOURCE ro oo (SOLVENT VENT VALVE) | ANALYZER I GAS CHROMATOGRAPH 300°C TRANSFER LINE GC-QMS ELECTRONICS Figure ia. SCHEMATIC REPRESENTATION OF AUTOMATED GC-QMS SYSTEM INTEGRATOR TTY �3) After another programmable time delay, the integrator closes solvent vent valve, computes areas, and yields printout and punch paper tape records of data. 4) After a preselected time corresponding to the duration of the above process, the automatic sampler starts the above process. The system as described above has sufficient reliability to operate unattended for as much as 24 consecutive hours. acquired via a teletype are As indicated in'Figure la, the data simultaneously punched on paper tape. In addition, a strip-chart recording of all mass chromatograms is obtained. Data reduction is greatly simplified by use of a Hewlett-Packard 2116C Minicomputer with punch paper tape reader and Versatec High-Speed Line Printer. The computer is programmed to read the paper tape and calculate—on the basis of areas obtained for TCDD standards which are run in conjunction with the unknowns—the quantity of TCDD in the unknown Herbicide-Orange specimens. Multiple copies of the tabulated analyses are rapidly obtained via the Versatec. Specific operating parameters for the gas chromatograph and mass spectrometer are as follows: Gas Chromatograph: Column: 6-ft. x 1/8-in. O.D. glass coiled column packed with 10% OV-17 on Chromosorb W/HP Carrier Gas: Helium at 30 cc/min Temperatures: Injector -240° Column - 230° FID detector - 240° Transfer line into mass spectrometer - 310° Mass Spectrometer: Ionizing voltage 23 eV Multiplier voltage - 3500 V -4 Envelope pressure - 2.3 x 10 torr Analyzer pressure - 3.5 x 10 torr 29 �Using the GC-QMS system in the configuration described above, we were able routinely to detect and quantify 80 picograms injected into the chromatograph with a standard deviation of less than 20%, This corresponds to a level of ~ 8 ppb in the unconcentrated liquid chromatography effluent, or approximately 50 ppb in the original formulation. Our limit of detectability, defined as a S/N ratio of 2, on the other hand, is on the order of 40 picograms injected into the chromatograph or 20 ppb in the Herbicide Orange. At levels between 20 ppb and 50 ppb in the formulation, the Autolab integrator cannot be relied upon, and peak heights yield standard deviations on the order of 50-100% at these levels. The 1,2,3,4-TCDD and 2,3,7,8-TCDD were observed to exhibit the same retention times with the techniques used so that the TCDD levels reported are upper limits for 2,3,7,8-TCDD. 30 �SECTION III RESULTS AND DISCUSSION A. VOLATILE CONSTITUENTS IDENTIFIED IN HERBICIDE ORANGE Tables IV through VII are lists of the components we have determined to be present in the four representative samples of Gulfport Herbicide Orange. The actual mass-spectral and gas-chromatographic data obtained for each of the four herbicide specimens have been consolidated and included in the report in Appendices A-D. In establishing the identity of components in each of the four herbicide samples, it was also helpful to compare the analytical data from the four samples; in fact, in a qualitative sense these four specimens were found to be very similar. Table VIII contains gas-chromatographic retention times obtained in "fingerprinting" the four Herbicide-Orange specimens (this "fingerprinting" technique is described in detail in Vol. II of this report) 14 along with the identities of the chromatographic peaks assigned following our GC-MS studies. four samples are The similarities of the apparent in Table VIII. A detailed discussion of the rationale employed in interpreting the large volume of data contained in Appendices A-D is outlined below in two parts : (1) identification of volatile unknowns in Herbicide Orange based upon direct comparison of mass spectra of unknowns with standard mass spectra and (2) identification of volatile unknowns based solely upon mass spectral data obtained for the unknown without confirmation by direct comparison with a standard spectrum. 1. COMPOUNDS IDENTIFIED BY COMPARISON WITH STANDARDS Butyl Esters of Dichlorophenoxyacetic Acid (XIII) and Trichlorophenpxyacetic Acid (XIV) The gas chromatograms and total-ion chromatograms obtained for each of the four Herbicide-Orange samples (Figures A-l, A-2, B-l, B-2, C-l, C-2, D-l, and D-2) indicate that each of the four samples 31 �TABLE IV COMPOSITION OF VOLATILE CONSTITUENTS IN GULFPORT DRUM //71 PEAK LETTER^ RELATIVE AMOUNT3 PEAK IDENTIFICATION4 METHOD OF IDENTIFICATION^ A 0.81 Butanol (I) a,b,c,d,e B 1.3 Toluene (II) a,b,c,d,e C 0.11 Butyl chloride (IV) a,b,c D <0.1 — E 0.19 Dichlorophenol (V) F 0.41 Trichlorophenol (VI) G <0.1 c,d,e c,d,e — H 0.49 Butyl ester of monochlorophenoxyacetic acid (XII) f I 0.78 Butyl ester of dichlorophenoxyacetic acid (XIII) b,c,d,e Butyl ester of dichlorophenoxyacetic acid (XIII) b,d,c,e Butyl ester of trichlorophenoxyacetic acid (XIV) f Butyl ester of trichlorophenoxyacetic acid (XIV) b,c,d,e e J K 42.4 .92 L 39.0 M 6.1 Butyl ester of methoxy-dichlorophenoxyacetic acid (XV) N 3.2 Octyl ester of dichlorophenoxyacetic acid (XVI) b,c,d,e 0 0.3 Octyl ester of dichlorophenoxypropionic acid (XVII) b,c,d,e P 2.0 Octyl ester of trichlorophenoxyacetic acid (XVIII) b,c,d,e Oo37 Octyl ester of methoxy-dichlorophenoxyacetic acid (XXIII) 32 �TABLE IV (continued) o PEAK LETTER! , .REJ4TIVE AMOUNT"3 ' PEAK IDENTIFICATION4 METHOD OF IDENTIFICATION5 R 0.41 Butyl ester of bis- dichlorophenoxyacetic acid(XIX) f s 0.95 Butyl ester of bis- trichlorophenoxyacetic acid (XX) f T 0.16 Butyl ester of trichlorophenoxy-(methoxy-dichlorophenoxy)-acetic acid(XXI) f 1. Drunri #7 is one of 500 drums obtained from Hercules Company (TCN 9464 8156 0001) 2. Refer to peak lettering in figures A-l, A-2, A-3, A-4, and A-5 in Appendix A. 3. Based upon flame ionization detector response, assuming equal sensitivities. 4. Table I 5. gives structures of compounds referenced by roman numerals in parentheses. The following methods were used in making positive identification of constituents in the herbicide mixture: a. Complete M<,S<,, compared with literature M.So b0 Complete M.S., compared with spectrum obtained at ARL. c. Mass chromatograms of major peaks. d. Retention time agrees with authentic compound run under identical conditions on M.S. e. Retention time agrees with authentic compound run under identical conditions on F.I.D. f. Mass spectral cracking pattern agrees with analogous compounds run at ARL or reported in the literature. 33 �TABLE V COMPOSITION OF VOLATILE COMPOUNDS IN GULFPORT DRUM //591 PEAK LETTER2 RELATIVE AMOUNT3 . PEAK IDENTIFICATION4 nciinuu ur IDENTIFICATION^ A 0.75 Butanol (I) a,b,c,d,e B 2.2 Toluene (II) a,b,c,d,e C 0.16 Butyl Chloride (IV) a,b,c D < 0.1 E 0.26 Dichlorophenol (V) b,c,d,e 0.67 Trichlorophenol (VI) b,c,d,e 1.16 Butyl ester of monochlorophenoxyacetic acid (XII) f ., „ 44.2 Butyl ester of dichloro, . ,j . ,. phenoxyacetic acid /v (XIII) , , b.c.d.e '' ' F G H I J M .70 Butyl ester of trichloro- phenoxyacetic acid (XIV) N 42.1 Butyl ester of trichlorophenoxyacetic acid (XIV) 0 5.4 Butyl ester of methoxy-dichloro phenoxyacetic acid (XV) P 0.58 Butyl ester of bis- dichlorophenoxyacetic acid (XIX) f Q 1.8 Butyl ester of bis- trichlorophenoxyacetic acid (XX) f R 0.21 Butyl ester of trichlorophenoxy(methoxy-dichlorophenoxy)-acetic acid (XXI) f 34 b,c,d,e e �Table V (continued) 1. Drum #59 is one of 2152 drums obtained from Hercules Company (TCN 9464 8192 001), 2. Refer to peak lettering in figures B-l, B-2, B-3 and B-4 in Appendix B. 3. Based upon flame ionization detector response, assuming equal sensitivities. 4. Table I gives structures of compounds referenced by Roman numerals in parentheses. 5. The following methods were used in making positive identification of constituents in the herbicide mixture: a. Complete M.S., compared with literature M.S. -I b. Complete M.S., compared with spectrum obtained at ARL. c. Mass chromatograms of major peaks. d. Retention time agrees with authentic compound run under identical conditions on M.S. e. Retention time agrees with authentic compound run under identical conditions on F.I.D. f. Mass spectral cracking pattern agrees with analogous compounds run at ARL or reported in the literature. 35 �TABLE VI COMPOSITION OF VOLATILE COMPOUNDS IN GULFPORT DRUM 2 PEAK LETTER , RELATIVE AMOUNT3 A 0.28 B riiiinuLi OF IDENTIFICATION PEAK IDENTIFICATION <.l C .14 D 0.22 F a,b,c,d,e — Butyl chloride (IV) a,b,c Butyl ether of dichlorophenol(VII) f 1.2 E Butanol (I) <.l — G <.l H <.l .31 1} — — Butyl ether of trichlorophenol (VIII) f K 1.6 Butyl ester of monochlorophenoxyacetic acid (XII) f L 4.2 Butyl ester of dichlorophenoxyacetic acid (XIII) b,c M 43.3 Butyl ester of dichlorophenoxy acetic acid (XIII) b,c,d,e Butyl ester of trichlorophenoxy acetic acid (XIV) c,f N 0.96 0 44.1 Butyl ester of trichlorophenoxyacetic acid (XIV) b,c,d,e P 1.9 Butyl ester of methoxy-dichlorophenoxyacetic acid (XV) f Q <0.25 R 0.36 S <0.13 T 0.47 Butyl ester of bis- dichlorophenoxy f acetic acid (XIX) 0.19 Butyl ester of bis- trichlorophenoxy acetic acid(XX) — l,l-Dibutoxy-2-trichlorophenoxy ethane XXII f — 36 �TABLE VI (continued) 1. Drum #251 is one of 6976 drums obtained from Dow Chemical Company (TCN 9463 8155 X052) 2. Refer to peak lettering in C-l, C-2, C-3, C-4, and C-5 in Appendix C. 3. Based upon flame ionization detector response, assuming equal sensitivities. 4. Table I gives structures of compounds referenced by Roman numerals in parentheses. 5. The following methods of identification were used in making positive identification of constituents in the herbicide mixture. a. Complete M.S., compared with literature M.S. b. Complete M.S., compared with spectrum obtained at ARL. c. Mass chromatograms of major peaks. d. Retention time agrees with authentic compound run under identical conditions on M.S. e. Retention time agrees with authentic compound run under identical condition on F.I.D. f. Mass spectral cracking pattern agrees with analogous compounds run at ARL or reported in the literature. 37 �TABLE VII DRUM #264.1 COMPOSITION OF VOLATILE COMPOUNDS IN GULFPORT PEAK LETTER2 , RELATIVE AMOUNT3 JXUiTHUL) UF IDENTIFICATION PEAK IDENTIFICATION A 1.13 Butanol (I) a,b,c,d,e B 0.51 Toluene (II) a,b,c,d,e C 2.6 Xylenes (III) or ethyl benzene (XI) a,b,c,d,e D <.l — E 0.28 Dichlorophenol (V) b,c,d,e F 0.75 Trichloroanisolfi(IX) a,b,c G 3.6 Trichlorophenol (VI) b,c,d,e H. 0.18 Dichloro-methoxyanisole (X) a,b,c I 0.31 Dichloro-methoxyanisole (X) a,b,c J K H} N 0 <0.1 — 0.78 Butyl ester of monochlorophenoxyacetic acid (XII) f 1.0 Butyl ester of dichlorophenoxy acetic acid(XIII) b,c 44.9 Butyl ester of dichlorophenoxy acetic acid (XIII) b,c,d,e Butyl ester of trichlorophenoxyacetic acid e 0.44 P 40.1 Butyl ester of trichlorophenoxyacetic acid (XIV) b,c,d,e Q 2.5 Butyl ester of methoxy-dichlorophenoxyaeefiio. acid (XV) e R 0.27 Butyl ester of bis- dichlorophenoxyacetic acid (XIX) f S 0.53 Butyl ester of bis- trichloro- f phenoxyacetic 38 acid (XX) �TABLE VII (continued) 1. Drum #264 is one of 808 drums obtained from Thompson Company (TCN 9463 8155 X012) 2. Refer to peak lettering in D-l, D-2, D-3, and D-4 in Appendix D. 3. Based upon flame ionization detector response, assuming equal sensitivities. 4. Table I gives structures of compounds referenced by Roman numerals in parentheses. 5. The following methods of identification were used in making positive identification of constituents in the herbicide mixture: a. Complete M.S., compared with literature M.S. b. Complete M.S., compared with spectrum obtained at ARL c. Mass chromatograms of major peaks d. Retention time agrees with authentic compound run under identical conditions on M.S. e. Retention time agrees with authentic compound run under identical conditions on F.I.D. f. Mass spectral cracking pattern agrees with analogous compounds run at ARL or reported in the literature. 39 �TABLE VIII 3 RETENTION TIMES (SEC) FOR SPECIES IDENTIFIED IN HERBICIDE ORANGE SAMPLES b GULFPORT DRUM NUMBER COMPOUND Z 59 251 264 26 27 Butanol (I) 27 27 Toluene (II) 43 43 -° Xylenes (III), Ethylbenzene(XI) — - Butyl Chloride (IV) 136 132 126 Dichlorophenol (V) 255 261 252 Peak D(#251) - - 390 Trichlorophenol (VI) 493 Trichloroanisole (IX) - Dichloro-Methoxyanisole (X) - Dichloro-Methoxyanisole (X) - Butoxydichlorophenol - - - - 68,76 257 - 757 990 -(VII) Butoxytrichlorophenol (Vlir) 506 - 43 . - - 507 - 629 - 713 761 Butyl-monochlorophenoxyacetate (XII) 1052 1075 1054 1062 Butyl-dichlorophenoxyacetate (XIII) 1262 - 1265 1140,1205 Butyl-dichloropherioxyacetate (XIII) 1357 1373 1390 1406 Butyl-trichlorophenoxyacetate (XIV) 1462 1482 1464 1470 Butyl-trichlorophenoxyacetate (XIV) 1614 1620 1618 1626 Butyl-methoxy-dichlorophenoxyacetate (XV) 1650 1671 1646 1657 Octyl-dichlorophenoxyacetate(XVI) 1768 - Octylt-dichlorophenoxypropionate(XVII) 1869 - Octy3-trichlorophenoxyacetate(XVIII) 1931 l,l-dibutoxy-2-trichlorophenoxyethane (XXII) - _ Octyl-methoxy-dichlorophenoxyacetate (XXIII) 1966 ~ Butyl-bis-dichlorophenoxyacetate(XIX) 2711 2691 1974 2665 2663 a. See chromatograms in Figures A-l, B-l, C-l and D-l of the appendix. C h r o m a t o g r a p h i c p a r a m e t e r s are as f o l l o w s : 8 ft x 1/8" O . D . glass column p a c k e d w i t h 10% DC-200 on Gas Chrom Q. Column t e m p e r a t u r e p r o g r a m m e d f r o m 110° to 2 4 0 ° C at 4 ° C / m i n . Data a c q u i s i t i o n : A u t o l a b System IV computing i n t e g r a t o r and 1-mV s t r i p - c h a r t r e c o r d e r . b. Drum #7 is one of 500 drums o b t a i n e d f r o m Hercules Company (TCN 9 4 6 4 8156 0 0 0 ) , Drum #59 is one of 2152 d r u m s o b t a i n e d f r o m Hercules Chemical Company (TCN 9 4 6 4 8192 001), Drum #251 is one of 6 9 7 6 drums o b t a i n e d f r o m Dow Chemical Company ( T C N 9 4 6 3 8155 X 0 5 2 ) , Drum # 2 6 4 is one of 808 drums o b t a i n e d f r o m Thompson Company (TCN 9463 8155 X 0 1 2 ) , c. D e n o t e s none d e t e c t e d at levels g r e a t e r than 0 . 1 % . 40 �contains primarily two compounds. This is as expected since specifi- cations for Herbicide Orange [AFPID 6840-1 (Amended 11 April 1968)] stipulate that: the herbicide will contain 50% (by volume) each of n~butyl 2,4-dichlorophenoxyacetate and n-butyl 2 ,4 ,5-trichlorophenoxy-acetate. A comparison of the mass spectrum obtained for EPA-primary~ standard butyl 2,4-dichlorophenoxyacetate (Appendix Table E-19) and mass-spectral data in Tables A-l, B-ll, C-l, and D-13 reveals that the more volatile major component is a butyl ester of dichlorophenoxyacetic acid. The second major component, n-butyl 2,4,5-tri- chlorophenoxyacetate, was not available as an EPA primary standard; therefore, mass spectral data obtained for the second component (see either Table A-2 or C-2) was utilized as the standard spectrum for butyl trichlorophenoxyacetate. In addition to the major peaks in the gas chromatograms and totalion chromatograms of each of the four herbicide samples, the small peak obtained just prior to each of the major peaks was identified as a structural isomer of the butyl ester it precedes (c.f., Component I, Gulfport #7, Table A-10; Component K, Gulfport #59, Table B-10, Figure B-12; Component L, Gulfport #251, Table C-14, Figure C-19; and Components L and M, Tables D-ll and D-12, Figures D-15 and D-16). The identification of the small peak preceding the second major component, butyl trichlorophenoxyacetate (see F.I.D. chromatograms in Figures A-l, B-l, C-l, and D-l), was not possible since this component was not present in sufficient quantity to permit complete mass spectra to be obtained (interference from major components was encountered). Using the mass-chromatogram subroutines of the data-acquisition system, the most prominent peaks in the mass spectrum of butyl trichlorophenoxyacetate (m/e 196, 198, 209, and 219) were displayed, as shown in Figure C-20. Based upon the presence of these four masses in the mass spectrum of Component M in Gulfport #251 (see Table C-2), this component was identified as an isomer of the butyl ester of trichlorophenoxyacetic acid. This same butyl trichlorophenoxyacetate was found in the other herbicide samples, as indicated by a comparison of gas-chromatographic retentiontime data (see TableVIIj). 41 �ButJ 5 2, L (I)» Toluene (II). Xylenes (III), E t hylmBe nzene (XI) ^ . and" Ba'tyi' Chloride (IV) Butanol was found to be an impurity in each of the four herbicide samples. In the GC-MS studies, only chromatographic resolution of these two components could be achieved (see Figure A-8) , even when the gas-chromatographic column was operated at 60°. Therefore, the mass spectra obtained (Tables A-3, A-4, B-l, C-3, and D-l) for these components are actually combinations of the spectra of the two compounds. Note the slightly different retention times (indicating a partial resolution) of m/e 31 from butanol and m/e 91 from toluene. Xylenes or ethyl benzene (which have identical mass spectra) were found only in Gulfport #264. The xylenes/ethyl benzene peak was well separated from the butanol/toluene peak (see Table D-2 and Figure D-7). Butyl chloride was found in Samples #7, #59, and #251 in quantities approaching the lower limit of detectability (0.1%); however, the major fragment ions of this compound were prominent enough to permit an identification to be made (see Figures A-9, A-10, B-7, B-8, and C-8). Dichlorophenol (V), Trichlorophenol (VI) , and Trichloroanisole (IX) Dichlorophenol and trichlorophenol were detected in Samples #7, #59, and #264; however, because of the quantities present, complete spectra could not be obtained for Sample #7. These are shown in Tables B-4, B-7, D-4, and D-6 and in Figures D-9 and D-ll and can be compared with standard spectra of these compounds in Tables E-20 and E-21. Trichloroanisole was identified in #264 as compound F, and its spectrum (Table D-5, Figure D-10) can be compared with the standard spectra (Table E-23) for this compound. Cctyl Esters of Dichlorophenoxyacetic Acid (XVII), of Trichlorophenoxyacetic Acid (XVIII), and of Dichlorophenoxypropionic acid (XVII) The highest molecular weight compounds that were found in the Gulfport samples for which standard spectra could be obtained were the octyl 42 �esters of dichlorophenoxyacetic acid, trichlorophenoxyacetic acid, and dichlorophenoxypropionic acid. These were identified only in Gulfport #7 in quantities greater than 0.1% of the total volatile samples. Mass-spectral data in Tables A-ll through A-13 and Figures A-12 through A-14 can be compared with standard spectra given in Tables E-l through E-18. 2. IDENTIFICATION OF UNKNOWNS WITHOUT COMPARISON WITH STANDARDS In order to identify the remaining components in the four Gulfport samples, analogies with existing spectra shown largely in Appendix E, along with molecular ion and fragmentation patterns, were relied upon heavily. All components present in quantities larger than 0.1% * in the pre-butyl ester of dichlorophenoxyacetic acid region and larger than 0.3% in the post-butyl ester of trichlorophenoxyacetic acid region were identified,except compounds D and J in Gulfport #251. However, the lack of success in making an unambiguous identification of these two compounds is not due to lack of sensitivity of the instrument, but inability to determine the molecular ion and important fragmentation that would unambiguously identify the unknown. This will be discussed in more detail in a later portion of this section. Butyl Esters of Monochlorophenoxyacetic Acid and Methoxydichlorophenoxyacetic Acid Two large impurities that are present in all four herbicide samples have been identified as the butyl esters of monochlorophenoxyacetic acid (XII) and methoxy-dichlorophenoxyacetic acid (XV). In Gulfport #7, these compounds appear as peaks H and M (see Table A-9); in Gulfport #59, Pre-butyl ester = components eluting from the chromatographic column prior to this ester. Post-butyl ester= components eluting from the chromatographic column after butyl trichlorophenoxyacetate. 43 �they are J and 0 (see Table B-9 and Figure B-ll); in Gulfport #251, they are K and P (see Table C-13 and Figure C-18; Table C-19 and Figure C-24); and in Gulfport #264, they are K and Q (see Table D-10 and Figure D-14). A complete spectrum of the butyl ester of methoxy- dichlorophenoxyacetic acid superimposed upon the ester of trichlorophenoxyacetic acid was obtained only from #251 (Table C-19), and the other three samples were concluded to have this same contaminant, based upon F.I.D. retention time (see Table VIII). If the spectra of the two butyl esters are compared with those of the butyl esters of dichlorophenoxyacetic acid and trichlorophenoxyacetic acid (Tables E-19 and A-2, respectively), it is apparent that prominent peaks which correspond to the molecular ion and to the molecular ion minus C,H g , C.HgCl, CO^C.Hg, HCCC^C.Hg, and OCH-CC^C.Ho (Fragmentation Pathway A outlined, Figure Ib) are present. Based upon these features of the mass spectra, the unknowns are shown to be butyl esters of chlorinated phenoxyacetic acids. The isotope distribution of the molecular ion and the corresponding fragments confirm that these compounds are the monochloro- and dichloro-substituted phenoxyacetic acids. Compounds D and J in Gulfport #251 Two compounds could not be identified conclusively in Gulfport #251. Compound D is 1.2% of the total, and Compound J is on the order of 0.1%. Data in Tables C-6 and C-ll and Figures C-9 and C-17 indicate that these compounds are very similar. Both compounds give rise to large butyl fragments along with m/e 31 (CH.O ), m/e 61, and m/e 116, but the isotope distributions of these major fragments do not indicate the presence of chlorine. These unknowns are possibly some type of butyl ether or ester of an unchlorinated acid, or alcohol. Any further identification would be completely speculative due to the lack of positive identification of a molecular ion in the mass spectra and the absence of reference spectra among the 12,000 standard mass spectra catalogued in the General Electric mass spectral Search Routine computer library. 44 �0 X= 1,2,3 y = 0,1,2 (OCH3 )y s R 0 (R-CH 2 -C-OC 4 H 9 ) + 56 OCH 2 C0 2 H\ OCH3)y 91 X-l (R-CH 2 101 (R.QH) -OCH2C02C4H9 OCH3)y 131 Cl Figure Ib. Fragmentation Pathway A 45 �Butyl Ethers of jDichlorophenol and Trichlorophenol In Gulfport #251, Peaks E and I appear to be very similar to dichlorophenol and trichlorophenol, respectively, except for their retention times. It can be seen from Tables C-7 and C-l that the mass spectrum of Component E is very similar to that of dichlorophenol (Table E-20), and the spectrum of Component I appears very similar to that of trichlorophenol (Table E-21). One difference in the fragmentation is the occurrence of large butyl ion fragmentation (see Figure C-6) and the occurrence of a molecular ion which is 56 mass units above the molecular ion of dichlorophenol and trichlorophenol. Fragmentation patterns obtained for these unknowns are very similar to those obtained for the butyl ether of phenol where one obtains a large signal for the butyl fragment and the base peak is the phenol ion (see Fragmentation Pathway B, Figure 2). Based upon these analogies Components E and I are assumed to be the butyl ethers of di- and tri-chlorinated phenol. Dichloro-methoxybenzene Two components in Gulfport #264 have been identified to be dichloro- methoxybenzene (X). The spectra of H and I (Tables D-7 and D-8 and Figure D-12) can be seen to be analogous to the standard spectra of dichloroanisole and trichloroanisole (Tables E-22 and E-23). molecular ions (M-15) and (M-COCH-) The are the prominent ions in all these spectra, and the isotope distributions confirm the identity of these peaks (see Fragmentation Pathway C, Figure 3). The difference in retention times may be due to differences in position of substituents on the benzene ring. Since these are undoubtedly by-products of the methoxylation of tetrachlorobenzene, a mixture of positional isomers might be expected. 46 �C) C4 H9 C4 H9 CI- €4 H7 X=0,2,3 C2 OH J Chlorophenol Fragments Figure 2. Fragmentation Pathway B 47 �OCH. 0 OCH3)y -CH 15 cix X= 2,3 Y= 0,1 43 Figure 3. Fragmentation Pathway C 48 OCH3 )y �O c t y l E s t e r of Methoxy-dichlorophenoxyacetic Acid _(XXIII_} and l!!l-Dibutoxy-2-Trichlorophenoxyethane (XXII) A major impurity found in each of the four herbicide samples was determined to be the butyl ester of methoxy-dichlorophenoxyacetic acid. Such a compound could arise if one of the chlorines in trichlorophenoxyacetic acid is replaced by a methoxy group. Such an impurity in the trichlorophenoxyacetic acid would, when the acids are esterified with butanol or octanol, be converted to the corresponding ester during the synthesis of the herbicide. In Gulfport #7 — in addition to the octyl esters of the dichloro- and trichlorophenoxyacetic acids — the octyl ester of methoxy- dichlorophenoxyacetic acid was identified as Compound Q but was not identified in any of the other samples. Table A-14 gives a complete spectrum,and Figure A-15 shows it to elute after the analogous trichlorophenoxyacetic acid ester. Mass spectrometrically a very similar compound to the octyl ester of methoxy-dichlorophenoxyacetic acid is the 1,l-dibutoxy-2-trichlorophenoxyethane. Gulfport #251. This compound was identified as Compound R in Its identity is based upon the spectrum shown in Table C-18 and mass chromatograms displayed in Figure C-23. The retention times for this compound and the octyl ester of methoxydichlorophenoxyacetic acid are very similar; the major differences are: octyl-ion fragmentation is present in the octyl ester but absent in the dibutoxy compound; only di- and monochlorinated fragments are present in the octyl ester, but prominent trichlorophenol and molecular ions indicating a Cl, species are present in the dibutoxy spectrum. The identification of these compounds is not based upon a complete mass spectrum; however, their most probable identities are the octyl ester of methoxy-dichlorophenoxyacetic and 1,1-dibutoxy-trichlorophenoxy-ethane, respectively. 49 acid �Esters of Bis - ( chl o r o p h en o xy ) a c e 1 1 c Acids The Herbicide-Orange samples were found to contain the butyl esters of bis- (chlorophenoxy)acetic acids. These compounds can be produced during the synthesis of the herbicide by reaction of the corresponding chlorinated phenol with possible impurities in the 2-chloroacetic acid such as 2 , 2-dichloracetic acid. The three impurities found were the butyl esters of bis- (dichlorophenoxy)acetic acid, bis(trichlorophenoxy)acetic acid, and methoxy-dichlorophenoxy- trichlorophenoxyacetic acid. The last product is due to the methoxy- dichlorophenol impurity in the trichlorophenol , as discussed in the previous section. Each of the four herbicide samples was shown to contain at least two of these bis-compounds . In #7 and #59, all three products were present in levels greater than 0.1%. In addition to the butyl fragments, fragments very similar to the dichlorophenoxy- , trichlorophenoxy- , and methoxy-dichlorophenoxyacetic esters are seen. However, the lack of molecular ions corresponding to the mono-substituted chlorinated phenoxyacetic acid esters and the occurrence of this mass less 1 show the likelihood of a bis- substituted chlorinated phenoxyacetic ester. In addition, (m-101) ions with proper chlorine distributions were identified for Species R in #7 (see Table A-15) , for Species P in #59 (see Table B-14) , for Species T in #251 (see Table C-16) , and Species R in #264 (see Table D-14) . The loss of 100 mass units from the radical ion (m/e 275 for the bis-dichlorophenoxyacetic ester and m/e 309 for the bis-trichlorophenoxyacetic ester) was also seen to involve a rearrangement to yield C00 and C.H0 as neutral products. / 4 o Fragmentation Pathway D is illustrated in Figure 4. B. Probable QUANTITIES OF DICHLOROPHENOXYACETIC ACID AND TRICHLQROPHENQXYACETIC ACID PRESENT IN HERBICIDE ORANGE Using the procedure for analysis described previously , we determined the amount of di- and tr ichlorophenoxyace tic acids in the four Gulfpbrt samples. For calibration of the gas chromatograph , chloroform solutions of EPA/FDA-primary-standard 50 methyl dichloro- and methyl �,C02C4H9 0 C \ X H 0 0 C6 H5.x OCI ci ci X=2,3 C02 * C 4 H 9 + OCH< C02 + C4 H8 F i g u r e 4. F r a g m e n t a t i o n Pa-thway D 51 �trichlorophenoxy-acetate were prepared,and calibration curves for the two esters were obtained; these showed the response of the flame-ionization detector to be linear over the range of interest (0.1 - 6 yg injected). A mixture of n-butyl 2,4-dichlorophenoxyacetate and n-butyl 2,4,5-trichlorophenoxyacetate (obtained from Hercules Co.) was prepared and washed with dilute base to obtain Herbicide Orange suitable for use as a blank. Analysis of the base-washed Herbicide Orange indicated less than 100 ppm of each of the free acids either to be present in the blank or to arise during the extraction process as a result of saponification. In any case, such levels were insignificant in view of the fact that tenths-of-percent levels of the free acids are present in the herbicide samples. Two samples of the base-washed Hercules Herbicide Orange were prepared to contain known amounts of the EPA/FDA-primary-standard 2 ,4-dichlorophenoxyacetic acid. acid and 2 ,4,5-trichlorophenoxyacetic The samples were analyzed by the procedure outlined previously ,and the percent recovery was determined by comparing the peak areas from the methyl dichlorophenoxyacetate and 2,4,5trichlorophenoxyacetate esters in the standard herbicide samples with the methyl ester calibration curve. Correction for the slight difference in the molecular weight was also taken into account since, according to the following equation, the molecular weight increases during the analysis. OCH 2 C0 2 H CH.OH HCI o X=2,3 Table IX shows the results of the recovery study 52 H20 �TABLE IX RESULTS OF ANALYSIS OF HERBICIDE-ORANGE SAMPLES PREPARED TO CONTAIN KNOWN AMOUNTS OF FREE ACIDS Theoretical/Found (yg/ml)% Sample methyl 2,4-D 93-B methyl 2.4.5-T 5.19/4.90 2,4-P 2.4,5-T 106 93-B 93-C % Recovered 4.26/4.43 3.65/3.15 96 116 93-C 2.62/2.77 53 95 �The prepared samples were employed as standards for determining the concentrations of free acids in the unknowns. Based upon the weight of free acids added, an average response/weight was determined, and this factor was utilized in calculating the amounts of free acids in the Gulfport herbicides, which are tabulated in Table X. C. QUANTITY OF TETRACHLORODIBENZO-p-DIOXIN(S) (TCDD) PRESENT IN HERBICIDE ORANGE In the initial phase of the work to determine tetrachlorodibenzop-dioxin (TCDD) in Herbicide Orange, the herbicide samples were analyzed by the macro clean-up method, followed by determination of TCDD by either flame-ionization gas chromatography or gas chromatography-mass spectrometry, as described previously in this report. As already noted, however, subsequent analyses led us to question the validity of this early data because the precision and reproducibility of the data were very poor. The weaknesses of the early method stemmed from the lengthy procedure,which was inherently difficult to reproduce. In particular, those steps which involved concentration of sample and several transfers were subject to considerable variations. These procedures were elimi- nated in the new micro-scale technique which is described in Sect. II (p.22) of this report. The dioxin analytical data reported here were all obtained by using the new methodology, that is, microscale clean-up of the herbicide samples followed by specific-ion monitoring GC-QMS. Typical mass chromatograms obtained with the new GC-QMS are given in Figure 5,which shows the results of injecting 9 y& of a standard solution containing 80 ng TCDD/m£, followed by duplicate injections of 9 y& of an extract obtained from a Dow 10 specimen which contains 0.11 yg TCDD/g. The precision of the GC-QMS method of analysis is given in Table XI, which lists the results from six replicate analyses of a single extract from a Herbicide-Orange specimen, 249 Dow 10. Of interest also is the overall precision of the methodology, which is an indication of 54 �TABLE x QUANTITIES OF FREE ACIDS FOUND IN HERBICIDE ORANGE Free Acid Found (by weight) Sample 2.4.5-T 2.4-D Gulfport #7 0.78 0.84 Gulfport #59 0.65 0.78 Gulfport: #251 0.19 0.13 Gulfport: #264 0.66 0.80 55 �d= EVENT MARKER FOR INJECTION AND START INTEGRATOR b= EVENT MARKER FOR STOP INTEGRATOR AND PRINT OUT RESULTS c* GC EFFLUENT OPEN TO MASS SPECTROMETER ION SOURCE d* GC EFFLUENT CLOSED TO MASS SPECTROMETER ION SOURCE TCDD STANDARD LL! CO 1 £3 a: SAMPLE UJ 1 LJ o: 0 Figure 5. TOOD 0 TCDD 0 TCDD TIME 80 ppb STANDARD AND REPLICATE INJECTIONS FOR DOW CHEMICAL(ASN-IO)SAMPLE �TABLE XI REPLICATE ANALYSES OF A SINGLE EXTRACT FROM DOW DRUM 249 ANALYSIS NO. y g / g FOUND (ppm) 1 0.135 2 0.134 3 0.133 4 0.131 5 0.138 6 0.148 X = 0.137 x = 0.006 %s - 4.4 where X = Arithmetic mean s = Standard deviation %s = •§ x 100 X 57 �the repeatability of the entire procedure, including weighing, column chromatography, and GC-QMS quantification. The results pre- sented in Table XIi demonstrate the overall precision of the method to be 12.5%. Of considerable importance is the ratio of the isotopic peaks in the region of the molecular ion, m/e 320. Table XIII shows the results obtained by scanning the m/e 315-330 region during elution of the chromatographic peak from injection of a TCDD standard and several replicates of 275 Dow 10. These data verify that the compound eluting at the retention time for TCDD has the expected ratio of isotopic peaks. Confirmatory studies which involve the new double-beam MS-30 mass spectrometer recently purchased by ARL have also been instituted. In these studies, samples were analyzed by GC-MS with the MS-30 tuned on m/e 320 at a resolution of 3000. A comparison of the low resolution GC-QMS results with the high resolution MS-30 results is given in Table XIV. The methodology described above has been implemented to determine the TCDD content of approximately 250 specimens of Herbicide Orange. These results are summarized in bar-graph form in Figures 6-9. Tabulations of individual analytical results from which the bar graphs were constructed accompany this report as Appendix F. The rationale for analyzing 60 samples from each of the 4 ASN batches,which, on the basis of preliminary analyses by Dow Chemical Co., were identified as "low dioxin" batches, is of necessity founded upon a non-parametric statistical approach; i.e., nothing is assumed about the distribution of the population. described by Guenther, Such an approach has been who has discussed a method for calculating "distribution free upper tolerance levels" using the following equation: n Pr(W > 3) - where 3 =! 2 (k)(l k=i - 3)k Bn"k = E(i; n, 1 - $) > y , ( D tolerance interval, W = observed value, and Pr = proba- bility. 58 �TABLE XII RESULTS FROM REPLICATE ANALYSES OF DOW DRUM 275 SPECIMEN NO. yg/g FOUND (ppm) 1 0.22 2 0.18 3 0.20 4 0.25 5 0.25 X = 0.22 s = 0.0276 %s =12.5 59 �TABLE XIII OBSERVED AND THEORETICAL RATIOS OF TCDD ISOTOPIC PEAKS I SAMPLE 320/I322 0.84, 0.87 80 ppm Std. 275 V 0.86 275 F 0.78, 0.74 275 G 0.74 275 L 0.80 Theoretical 0.77 60 �TABLE XIV COMPARISON OF HIGH-RESOLUTION AND LOW-RESOLUTION GC-MS RESULTS SAMPLE yg/g FOUND (ppm) GO-QMS GC-MS-30 436 Dow 10 0.07 0.07 436 Dow 10 0.07 0.05 414 Dow 10 0.53 0.31 0.38 414 Dow 10 413 Dow 10 0.14 0.11 413 Dow 10 17 Hercules 14 0.11 < 0.02 61 0.01 �100 to UJ o cc UJ Q. 50 <.02 .02-.05 PARTS PER MILLION Figure 6. DIOXIN DISTRIBUTION IN 43 BARRELS OF HERCULES (ASN-14) �4O UJ o cc p i 30 UJ Q. 20 10 <0.l Figure 7. 0.10-0.11 .I2-.I3 .I4-.I5 777% .16-. 17 .I8-.I9 PARTS PER MILLION DIOXIN DISTRIBUTION IN 60 BARRELS OF THOMPSON (ASN-5) �30 20 LJ O IT IU O. 10 < O.I F i g u r e 8. 0.1-0.15 .I6-.20 .2I-.25 .26-30 .31-35 .36-40 .4I-.5O .5I-.6O .6I-.70 PARTS PER MILLION DIOXIN DISTRIBUTION IN 80 BARRELS OF DOW CHEMICAL (ASN- 10) �iOO IUl Ui <.02 14-16 PARTS PER MILLION Figure 9. DIOXIN DISTRIBUTION IN 61 BARRELS LABELED HERCULES(ASN-S) �If one specifies Pr(W > 0.90) > 0.95 Pr(W > 0.99) > but 0.05 and solves Eq. (1) (by using the Binomial Tables), then a sample size of 52 is determined to be necessary. According to this treat- ment, regardless of the population size, if 52 samples are analyzed, one can have 95% confidence that 90% of the values obtained will fall be1ow the third from the largest value. 66 �SECTION IV SUMMARY OF RESULTS Table XV summarizes the results of the qualitative and quantitative analysis of selected samples of Herbicide Orange. Volatile con- stituents (with boiling points below 300°C at 1 atm) and the chlorophenoxyacetic acids are the main components in the Herbicide-Orange samples. The absolute response of the flame ionization detector (FID) was determined for the butyl ester of 2,4,-D and the butyl ester of 2,4,5-T through use of the EPA standards. Assuming that all components of the herbicide mixture gave an equal response on the flame ionization detector, we detected an average of 96 +10% of the total herbicide sample injected onto the gas chromatographic column by FID. Thus, the relative amounts of volatile components listed in Tables IV through VII (pp.32-39) XV and summarized in Table (p. 68 ) represent the absolute composition of the sample in percent by weight (within the limits of the assumption of equal detector response). This report describes the in-depth GC-MS qualitative and quantitative analysis of representative samples from four separate drums in Gulfport, Mississippi, which were taken as representative samples of four lots of Herbicide Orange identified on the basis of preliminary Dow Chemical Co. Analyses as "low dioxin herbicide." In addition to the in-depth GC-MS characterization of the four representative samples, a concurrent study described in Vol. II of this report was undertaken in which the homogeneity of the major and minor constituents in the drums representing each of the four HerbicideOrange batches was examined by suing flame-ionization gas chromatography (FID-GC). By correlating the retention times measured for the various components in the FID-GC study (see Vol. II) with those measured in the present detailed GC-MS identification study, it is possible to derive qualitative data for the components of the several barrels of each herbicide lot analyzed. These results are summarized in Tables �TABLE XV SUMMARY OF C O M P O S I T I O N OH? H E R B I C I D E ORANGE GULFPORT DRUM NUMBER 3 COMPOUND Z 0.81 Butanol (I) J>1 0.75 251 0.28 b 264 1.13 Toluene (II) 1.3 2.2 — 0.51 Xylenes (III), Ethylbenzene(XI) Butyl Chloride (IV) — 0.11 — 0.16 — 0.14 2 6 Dichlorophenol (V) 0.19 0.26 — 0.28 ' 1 2 Peak D(#251) — — ' Trichlorophenol (VI) 0.41 0.67 — 3.6 Trichloroanisole (IX) — — — °-75 Dichloro-Methoxyanisole (X) — — — 0.18 Dichloro-Methoxyanisole (X) — — — 0.31 Butoxydlchlorophenol (VII) — — 0.22 Butoxytrichlorophenol (VIII) — — 0.31 Butyl-monochlorophenoxyacetate (XII) 0.49 1.16 1.6 0.78 Butyl-dichlorophenoxyacetate (XIII) 0.78 — 4.2 1.0 Butyl-dichlorophenoxyacetate (XIII) 42.4 44.2 43.3 44.9 Butyl-trichlorophenoxyacetate (XIV) Butyl-trichlorophenoxyacetate (XIV) °'92 39.0 °-70 42.1 °'96 44.1 °'44 40.1 1 2 5 Butyl-methoxy-dichlorophenoxyacetate (XV) 6>1 Octyl-dichlorophenoxyacetate(XVI) 3.2 Octyli-dichlorophenoxypropionate(XVII) Octylr-trichlorophenoxyacetate (XVIII) • *9 ' ^.3 2> 5 4 ^ l,l-dibutoxy-2-trichlorophenoxyethane (XXII) — — °' 3 6 °-58 1.8 °'47 0.19 °'27 0.53 0.21 0.65 0.19 0.66 0.78 0.13 0.80 0.07 0.38 0.18 Octyl-methoxy-dlchlorophenoxyacetate (XXIII) 0 . 3 7 Bufyl-bis-dichlorophenoxyacetate(XIX) °' 4 1 Butyl ester of bis Trichlorophen0.95 o x y a c e t l c a c i d (XX) B u t y l e s t e r of T r i c h l o r o p h e n o x y 0.16 2 , 4 - D i c h l o r o p h e n o x y a c e t l c acid ( f r e e 0 . 7 8 acid) 2 , 4 , 5 - T r i c h l o r o p h e n o x y a c e t i c acid 0.84 ( f r e e acid) Tetrachlorodibenzo-p-dioxin ( y g / g ) c < 0 . 05 68 �TABLE XV (continued) a. Drum #7 is one of 500 drums obtained from Hercules Company (TCN 9464 8156 000); Drum #59 Is one of 2152 drums obtained from Hercules Chemical Company (TCN 9464 8192 001); Drum #251 is one of 6976 drums obtained from Dow Chemical Company (TCN 9463 8155 X052)J Drum #264 is one of 808 drums obtained from Thompson Company (TCN 9463 8155 X012). b. Denotes none detected at levels greater than c. Niafea nwe'M. 'thfrt the tetrachlorodibenzo-p-dioxin content is listed in yg/g (ppm); all other values are listed as relative percent (calculation of relative percent: peak area of component total area of all volatile components 69 0.1%. �XVI, XVII, XVIII, XIX and suggest that each lot is generally quite homogeneous. Furthermore, the feasibility of using the "fingerprint" of major and minor constituents to ascertain the manufacturer of an unidentified specimen of Herbicide Orange was conclusively demonstrated. The homogeneity of each of the four batches of Herbicide Orange with respect to TCDD concentration is of utmost concern. Our data as shown in bar-graph form (Figures 6-9) lead one to the conclusion that only Thompson Co. ASN 5 (44,440 gallons in storage) and Hercules ASN 14 (118,360 gallons in storage) are sufficiently uniform in TCDD content and other constituents to be considered homogeneous throughout. Hercules ASN 8 (27,500 gallons in storage) is inhomogeneous in TCDD content — 8% of the drums sampled were found to contain inordinately high levels of TCDD. It may well be that these "high dioxin specimens" or the drums from which they were obtained are actually mislabeled. This can be determined by the methodology described in Vol. II of this report. The DOW ASN 10 (383,680 gallons in storage) batch appears quite heterogeneous. The data shown in the bar graph (Figure 8) suggest the presence of two or more sub-groups , each with average TCDD content of well over 0.1 It should be noted that the distribution of dioxin levels in Figure 7 is sufficiently narrow (95% of the values obtained were within 20% of the mean value of 0.125 ppm) that it is a measure not only of the actual dioxin-level distribution but also of the precision of the analytical methodology (as discussed in an earlier section, the overall precision of the analysis is 12.5%). For the Dow ASN 10 samples, however, the distribution of dioxin levels is much broader and clearly is indicative of the actual spread of values in the batch itself. Again, the Dow material is certainly very inhomogeneous 70 �TABLE XVI COMPOSITION OF VARIOUS DRUMS OF HERBICIDE ORANGE IN THE LOT DESIGNATED ANALYSIS SEQUENCE NUMBER 8 (HERCULES CO.)1" Compound Drum Number £ Average 11B 1.36 25 0.96 26 Butanol (b) 0.71 (c) 26 7. 0.81 27 Toluene 1.47 43 1.32 43 1.75 41 1.51 42 Butyl Chloride 0.07 134 0.11 136 0.11 137 0.10 136 Dichlorophenol 0.25 265 0.19 255 0.26 256 0.23 259 Trichlorophenol 0.43 511 0.41 493 0.42 497 0.42 500 Butyl monochlorophenoxyacetate 0.59 1075 0.49 1052 0.58 1057 0.55 1061 Butyl dichlorophenoxyacetate (d) 0.78 1262 0.37 1267 0.58 1265 Butyl dichlorophenoxyacetate 42.8 1382 42.5 1357 39.8 1367 41.7 1369 Butyl trichlorophenoxyacetate 0.90 1486 0.92 1462 0.85 1467 0.89 1472 Butyl trichlorophenoxyacetate 39.3 1608 39.0 1583 38.6 1593 38.9 1595 Butyl methoxydichlorophenoxyacetate 5.87 ate 1673 5.40 1650 6.00 1656 5.76 1660 Octyl dichlorophenoxyacetate 3.32 1793 3.21 1768 3.46 1777 3.33 1779 Octyl dichlorophenoxypropionate 0.32 1894 0.32 1869 0.35 1878 0.33 1880 Octyl trichlorophenoxyacetate 2.29 1957 2.05 1931 2.33 1941 2.22 1943 ate Octyl methoxydichlorophenoxyacetate 0.38 2002 0.37 1986 0.37 1976 0.37 1988 71 (a) �TABLE XVI (continued) Compound Drum Numb e r Butyl (bis-dichlorophenoxy)acetate 0.34 2691 0.41 2700 __ Average 0.38 2717 Butyl (bls-trichlorophenoxy ) acetate (e) 1.8 (e) 0.21 (e) <0.05 <0.05 <0.05 0.38 2703 (e) Butyl (methoxydichlorophenoxy) tri-chlorophenoxyacetate (a) Tetrachlorodibenzo-p-dioxin ( y g / g ) f <0.05 This lot obtained f r o m Hercules Company (TCN 9464 8156 0001) contains 500 d r u m s . (a)Average relative percent and retention time for the respective compounds found in these samples. Table shows two values for each volatile compound. Relative amount (%) of the compound (c) Gas chromatographic retention time of the compound (sec.) Present in chromatogram but no numerical value obtained. Quantity present appears to be similar to amount found in other samples. The average was determined by dividing the sum of the values obtained by the number of actual observations. (e) Analyses not performed. (f)Additional TCDD analyses are summarized in Figure 9, p. 65. 72 �TABLE XVII COMPOSITION OF VARIOUS DRUMS OF HERBICIDE ORANGE IN THE LOT DESIGNATED ANALYSIS SEQUENCE NUMBER 14 (HERCULES COMPANY)* Compound 17. Butanol (b) (c) Toluene Butyl Chloride Dichlorophenol Trichlorophenol Butyl monochlorophenoxyacetate Butyl dichlorophenoxyacetate Butyl dichlorophenoxyacetate Butyl trichlorophenoxyacetate Butyl trichlorophenoxyacetate Drum Number 2 ! 42. 1. 2 0.79 0.67 25 27 2.57 2.31 43 39 0.17 0.17 122 129 0.34 0.32 249 257 0.75 0.55 492 487 1.42 1.39 1063 1063 1.03 1.09 1274 1273 43.1 42.6 1380 1380 2.51 2.02 1473 1471 40.6 41.2 1606 1607 5.62 5.71 1665 1662 0.45 0,46 2687 2706 (e) (e) Butyl methoxydichlorophenoxyacetate Butyl (bis-dichlorophenoxy)acetate Butyl (bis-trichlorophenoxy)acetate Butyl (methoxydichlorophenoxy)- (e) (e) trichlorophenoxyacetate <0.05 <0.05 Tetrachlorodibenzo-p-dioxin (Pg/g) Average (a) ,50 59. 0.75 27 2.24 43 0.16 132 0.26 261 0.67 506 1.16 1075 (d) 0.87 26 2.75 42 0.17 126 0.33 250 0.77 498 1.44 1051 0.79 1260 42.3 1361 1.82 1461 40.3 1588 6.16 1653 0.53 2670 (e) 0.77 27 2.40 43 0.15 130 0.30 258 0.71 501 1.28 1068 0.92 1278 42.7 1385 1.79 1476 41.1 1612 5.70 1666 0.39 2704 (e) 0.82 31 2.85 49 0.14 147 0.30 287 0.76 543 1.34 1125 0.65 1338 43.4 1434 1.65 1538 40.4 1662 6.69 1731 0.38 2814 (e) 44.4 1393 0.70 1482 42.1 1620 5.44 1671 0.58 2711 1.8 (e) (e) (e) 0.21 0.08 0.06 0.07 0.07 This lot obtained from Hercules Company (TCN 9464 8192 001) contains 2152 drums. (a)Average relative percent and retention time for the respective compounds found in these samples. Table shows two values for each volatile compound. 73 0.78 27 2.52 43 0.16 131 0.31 260 0.70 505 1.34 1074 0.90 1285 43.2 1389 1.75 1484 41.0 1616 5.89 1675 0.47 2715 (f) �TABLE XVII (continued) Relative amount (%) of the compound. (c)Gas chromatographic retention time (sec). Present in chromatogram but no numerical value obtained. Quantity present appears to be similar to amount found in other samples. In this case the average value was calculated by dividing the sum of the values obtained by the number of actual observations. (e) Analyses not performed. (f)Additional TCDD analyses are summarized in Figure 6, p. 62. 74 �TABLE XVIII COMPOSITION OF VARIOUS DRUMS OF HERBICIDE ORANGE IN THE LOT DESIGNATED ANALYSIS SEQUENCE NUMBER 10 (DOW CHEMICAL CO.) Compound 0.25 27 Drum Number 254 253 255 0.61 0.24 0.25 27 26 27 * 0.15 42 0.61 42 * * * * * * * 0.10 42 0.04 75 * * 0.08 75 * * * * * * * 0.03 76 * * 0.14 126 * * * * * * 0.17 128 0.14 128 * 0.05 127 Dichlorophenol 0.11 261 0.10 255 0.10 252 0.10 261 0.24 257 0.10 257 0.10 252 0.10 254 0.13 254 0.14 256 0.10 255 0.10 258 0.12 256 Peak D 0.23 403 0.28 392 1.24 390 0.23 404 0.22 398 0.33 397 0.33 389 0.33 393 0.40 392 1.52 389 1.26 393 0.33 398 0.57 395 Trichlorphenol 0.38 492 0.48 492 0.15 478 0.39 492 0.24 487 0.12 486 0.12 477 0.12 483 0.17 481 0.21 480 0.21 482 0.11 487 0.23 485 Butoxydichlorobenzene 0.10 772 0.13 760 0.22 757 0.11 773 0.04 791 0.14 768 0.14 756 0.13 764 0.14 761 0.28 753 0.31 761 0.13 768 0.16 765 Butoxy trlchlorobenzene 0.10 1029 0.13 1014 0.40 1012 0.16 1030 0.10 1024 0.09 1025 0.08 1011 0.08 1021 0.12 1015 0.20 1009 0.37 1017 0.07 1025 0.16 1019 Butyl monochloro1phenoxy acetate 1.08 1069 1.42 1054 1.59 1054 1.08 1070 1.01 1062 1.25 1066 1.27 1052 1.25 1062 1.55 1056 2.24 1049 1.59 1060 1.26 1066 1.38 1060 Butyl dichlorophenoxy acetate 2.15 1282 2.69 1268 3.07 1265 1.87 1280 0.92 1274 2.85 1280 2.79 1266 2.70 1277 4.26 1270 4.15 1260 2.99 1272 2.78 1280 2.77 1273 249 250 Butanol (b) 0.29 (c) 27 0.30 27 Toluene 0.17 43 0.23 42 Xylenes, Ethylbenzene 0.08 77 Butyl Chloride 251 0.28 26 252 Average 256 258 275 0.23 26 257 0.30 26 0.35 27 0.30 27 276 0.23 27 0.30 27 (d) �TABLE XVIII (continued) Compound Butyl dichlorophenoxy acetate 249 43.2 1404 250 43.8 1358 251 43.3 1390 252 43.8 1406 253 44.3 1370 Butyl trichlorophenoxy acetate 1.23 1482 2.23 1464 0..96 1464 1.45 1484 Butyl trichlorophenoxy acetate 43.2 1632 40.9 1582 44.1 1618 Butyl methoxydichloro- 3.48 1662 phenoxy acetate 3.70 1642 Octyl dichloro-^ phenoxy acetate 0.40 1726 Octyl trichlorophenoxy acetate * * Drum Number 254 255 Average (a) 44.7 1403 44.4 1389 256 45.5 1403 0.83 1471 0.82 1478 0.85 1464 0.85 1475 1.32 1465 1.46 1454 0.99 1470 0.85 1479 1.22 1471 42.8 1635 41.9 1596 45.6 1633 45.6 1619 44.8 1631 42.1 1589 41.1 1577 43.6 1625 44.5 1635 43.4 1614 1.97 1646 1.80 1663 3.34 1652 2.18 1662 2.21 1648 2.19 1659 3.73 1646 3.33 1632 1.99 1654 2.19 1663 2.68 1652 0.70 1708 0.25 1717 0.37 1728 0.27 1723 0.15 1731 0.18 1717 0.19 1728 0.27 1718 0.30 1706 0.21 1724 0.18 1732 0.29 1722 1.19 1826 * * 1.40 1830 1.64 1822 0.12 1819 0.12 1804 0.15 1816 0.18 1801 * 0.07 1812 0.14 1819 0.42 1817 l.l-dibutoxy-2-trichlorophenoxy ethane 0.24 1990 * 0.36 1974 0.27 1995 0.65 1986 0.29 1990 0.29 1974 0.29 1987 0.40 1976 0.46 1966 0.36 1982 0.29 1990 0.33 1983 Butyl (bis-dichlorophenoxy) acetate 0.42 2682 * 0.47 0.44 0.85 0.29 0.40 0.29 0.55 0.56 0.33 0.39 0.42 2665 2735 2694 2679 2652 2680 2682 2674 2677 2680 2682 Tetrachlorodibenzo-pdioxln (yg/g) 0.13 0.20 0.38 0.17 0.11 0.22 0.22 0.30 0.21 0.41 0.22 0.29 t This lot obtained from Dow Chemical Co 257 44.1 1363 258 42.2 1353 275 44.2 1398 276 45.7 1408 44.1 1387 (TCN 9463 8155 X052) contains 6976 drums. Average relative percent and retention time for the respective compounds found in these samples Table shows two values for each volatile compound (b).The relative amount (%) of the compound. (c)Gas chromatographic retention time (sec). (e) �TABLE XVIII (continued) (d) In the cases where a compound was detected in only a few of the samples and not in others, the average was calculated bv dividing the sum of the values by 12. (e) 'Additional TCDD analyses are summarized in Figure 8, p. 64. *None detected. ** Tentative identification based solely on gas chromatographic retention time. Drums 249, 250, 251, and 252 contain an unidentified component at an average retention time of 790 sec and average relative percent concentration of 0.14; Drums 251, 254, 255, 256, 257, 258, 275, and 276 contained another unidentified component with retention time of 888 sec and 0.07 retention time and average relative percent concentration. Also, Drum 253 exhibited an unidentified component at 291 sec, relative intensity, 0.13% and Drum 252 was found to contain a component with a retention time of 1502 sec and relative intensity of 1.78%. �TABLE XIX COMPOSITION OF VARIOUS DRUMS OF HERBICIDE ORANGE IN THE LOT DESIGNATED ANALYSIS SEQUENCE NUMBER 5 (THOMPSON C0.)t Compound Drum Number Average 262 Butanol 263 264 274 (b) 2.1 (c) 26 1.6 27 1.1 27 1.8 27 (a) Toluene 0.78 42 Xylenes, ethyl benzene 0.68 42 0.51 43 0.62 43 1.7 27 0.65 43 3.8 71 3.5 71 2.6 72 3.5 72 3.4 72 Butyl chloride 0.15 104 0.14 103 0.10 104 0.14 105 0.13 104 Dichlorophenol 0.38 257 0.35 254 0.28 257 0.36 259 0.34 257 Unknown 0.15 291 0.14 287 0.11 289 0.14 293 0.14 290 4.7 506 4.3 501 3.6 507 4.3 510 4.2 506 Dichloromethoxyanlsole 0.17 599 0.16 594 0.13 601 0.16 603 0.16 599 Trichloroanisole 0.99 629 0.90 625 0.75 629 0.91 634 0.89 629 Dichloromethoxyanisole 0.23 712 0.21 708 0.18 713 0.21 717 0.21 713 Dichloromethoxyanisole 0.45 760 0.42 756 0.31 761 0.42 766 0.40 761 Butyl monochlorophenoxyacetate 1.1 1060 0.96 1057 0.78 1062 0.97 1066 0.95 1061 Butyl dichlorophenoxyacetate 0.36 1148 Trichlorophenol 0.28 1200, 1212 Butyl dichlorophenoxyacetate 0.11 1238 Unknown 78 0.16(d) 1147 0.29 1145 0.40 1236 0.16 1205 0.30 1209, 1220 0.19 1209 0.39 1245 0.23 1240 �TABLE XIX (continued) Compound Average (a) Drum Number 262 263 264 274 Butyl dichlorophenoxyacetate 0.21 1267 0.54 1264 0.53 1268 0.52 1276 0.45 1269 Butyl dichlorophenoxyacetate 42.1 1389 41.2 1387 44.9 1406 41.3 1397 42.4 1395 Butyl trichlorophenoxyacetate 0.37 1465 0.36 1464 0.44 1470 0.36 1473 0.38 1468 Butyl trichlorophenoxyacetate 41.1 1605 38.4 1605 40.1 1626 38.3 1619 39.5 1614 e Butyl methoxydichlorophenoxyacetate 4.6 1649 2.5 1657 4.6 1659 2.9(d) 1655 Unknown 0.33 2296 0.1 2296 0.03 2379 0.12 2379 Unknown 0.38 2689 Butyl-bis-dichlorophenoxyacetate (e) Tetrachlorodibenzo-p-dioxin (e) 0.18 0.16 2676 0.27 2663 (e) (e) (yg/g) t This lot obtained from Thompson Company (TCN 9463 8155 contains 808 drums. X012) (a)Average relative percent and retention time for the respective compounds found in these samples. Table shows two values for each volatile compound. Relative amount (%) of the compound. Gas chromatographic retention time of the compound (sec). (d) In the case where a compound was detected in only a few of the samples and not in others, the average was calculated by dividing the sum of the values by 4. (e)Additional TCDD analyses are summarized in Figure 7, p. 63, 79 �REFERENCES 1. K. D. Courtney, D. W. Gaylor, M. D. Hogan, H. F. Falk, R. R. Bates, and I. Mitchell, Science 168, 864 ( 9 0 . 17) 2. K. D. Courtney and J. A. Moore, Toxicology and Applied Pharmacology .20, 396 ( 9 1 . 17) 3. J. L. Emerson, D. J. Thompson, C. G. Gerbig, and V. B. Robinson, Toxicology and Applied Pharmacology 17, 317 ( 9 0 . 17) 4. G. L. Sparschu, F. L. Dunn, and V. K. Rowe, Food Cosmet. Toxicol. 9^, 405 (1971). 5. B. A. Schwetz, J. M. Norris, G. L. Sparschu, V. K. Rowe, P. J. Gehring, J. L. Emerson, and C. C. Gerbig in Chlorodioxins—Origin and Fate, American Chemical Society Advances in Chemistry Series 120 (E. H. Blair, ed) (Washington, D. C., American Chemical Society, 1974), p. 55. 6. A. Poland and E. Glover in Environmental Health Perspectives Experimental Issue No. 5 (Washington, D. C., U. S. Department of Health, Education, and Welfare, September 1973), p. 245. 7. D. Firestone, ibid, p. 59. 8. R. Baughman and M. Meselson in Chlorodioxins-—Origin and Fate, American Chemical Society Advances in Chemistry Series 120 (E. H. Blair, ed.) (Washington, D. C., American Chemical Society, 1974), p. 92. 9. R. Baughman and M. Meselson in Environmental Health Perspectives Experimental Issue No. 5 (Washington, D. C., U. S. Department of Health, Education, and Welfare, September 1973), p.27. 10. J. F. Ryan, F. J. Biros, and R. L. Harless, Paper C-2 presented at the 22nd Annual Conference on Mass Spectrometry and Allied Topics, 20 May 1974, Philadelphia, Pa. 11. W. B. Crummett and R. H. Stehl in Environmental Health Perspectives Experimental Issue No. 5 (Washington, D. C., U. S. Department of Health, Education, and Welfare, September 1973), p. 15 12. Dow Chemical Co. Report No. IAS-43 issued to SAAMA/PIMM, Kelly AFB, Texas, 7 September 1971. 13. Dow Chemical Co. Report No. IAS-246 issued to SAAMA/SFQT, Kelly AFB, Texas, 26 December 1972. 80 �14. W. C. Guenther, "Tolerance Intervals for Univariate Distributions", Naval Research Logistics Quarterly 19, 309 (1972) 15. D. C. Fee, B. M. Hughes, T. 0. Tiernan, C. E. Hill, and M. L. Taylor, "Analytical Methodology for Herbicide Orange, Vol II: Determination of Origin of USAF Stocks", ARL 75- 0110, Vol II, Aerospace Research Laboratories, WrightPatterson AF Base, Ohio, May 81 1975. ��APPENDIX A PRESENTATION OF DATA ON GULFPORT #7 SAMPLES 83 �L M N 8 7 Hercules 8 CO Ul > H R A UJ oc. \J 300 I 600 900 1200 ELUTION I 1500 1800 TIME (SEC) FIGURE A-l. F.I.D. Chromatograms of Gulfport #7 2100 2400 2700 �o 0 FIGURE A-2. IJ.QO 80 0 i -- 1-r 1200 1600 £000 TIME IN SECONDS 1 24-00 TOTAL ION CHROMftTOSRftM OF MAJOR CONSTITUENTS OF QULFPORT it 20 80 1 I 30 20 �<Cf o FIGURE A-3. 14.00 800 1200 1600 £000 TIME IN SECONDS TOTftL ION CHROMftTQSRPiM OF MINOR CONSTITUENTS OF SULFPQRT # ELUTING BEFORE THE N-BUTYL-ESTER OF 2, M--DICHLORO fiCID 2800 2M-OQ 7 3200 �900 FIGURE A-4. 1000 11 00 1200 TOTAL ION CHROMftTOGRflM OF #7 1300 TIME IN SECONDS 1500 IBOO 1700 �h!—I tfi "Z. LU. I—• LU LU CC o 1100 FIGURE A-5. I 1900 ~" I 1500 f 1700 TOTAL ION CHROMftTOGRftM OF #7 f "" 1900 l 2100 TIME IN SECONDS 2300 I 20 50 2700 �00 £00 FIGURE A-6. eoo 1000 14-00 1800 20 20 20 60 TIME IN SECONDS TOTAL ION CHROMATOSRAM AND SELECTED MASS CHROMATOGRAMS OF #7 I = MASS 57 X = MASS 29 0 = MASS H-l 30 00 �TABLE A-l. FILi.3~l 0.4 HASS 2.7. 0 29. 0 30. 0 31. @ 39. 0 0 41. 42. 0 43. 0 44. 0 55. 0 56. 0 57. 0 63. 0 73. 0 74. 0 75. 0 85. 0 97. 0 169. 0 1 1 'J . 0 1 J.2. e 133. 0 135. 8 145. 0 147. 0 149. 0 161. 0 162. 0 163. @ 164. 0 166. 0 175. 0 177. 0 185. 0 186. 0 220. 0 ?.?.?:. 0 276. 0 277. 0 276. 9 Normalized Spectrum of Compound J. Butyl ester of dichlorophenoxyacetic acid (XIII) MICROLITER SCAN 85 5487. 30134. 794. 912. 3162. 30658. 5782. 5587. 715. 4620. 2792. 64322. 3885. 2592. K928. 4730. 1053. 782. 58SS. 7268. 1964. 3 1 14 . 2186. 8036. 6761. 1926. £851. 14288. £629. 9227. 1456. GULFPORTtt? SCAN 10-450 CD491 77 144. 1366. 17495. 11063.18035. 1861. 5882. 3385. 12804. 1 7 17 . 8189. SCAN 85 CONTAINED 49 PEAKS AND NORMALIZED "/, PRINTED FOR VALUES GREATER THAN 90 DIPT. 5407. 30134. 794. 912. 3102. 30658. 5782. 5443. 715. 4620. 2792. 64322. 3885. 2592. 2928. 4738. 1853. 782. 5882. 7260. 1984. 3114. 740. 8036. 6761. 1926. 2851. 14288. 2629. 9227. 1456. 17495. 11863. 18835. 1861. 5882. 3385. 12804. 1 7 17 . 8189. 1. 0*. 17 DEC NORM. DIFF 8.41 46 .85 1 . 23 1 .42 4. 82 47 .66 8. 99 8. 46 1 . 11 7. 18 4.34 100 . 08 6. 04 4. 03 4.55 7. 35 1 . 64 1 .22 9. 14 11 .29 2. 96 4.84 1 . 15 12 . 49 10 .51 2 . 99 4. 43 22 . 21 4.09 14 .35 2.26 27 .29 17 .29 28 .04 2 .89 9. 14 5.26 19 .91 2. 67 12 . 73 �TABLE A-2 . Normalized Spectrum of Compound L Butyl ester of trichlorophenoxyacetic acid FIL13-1 0.4 MICROLITER Mft SS 2? . 0 23 . 0 30 . 0 35) . 0 41 . 0 42 . 0 43 . 0 55 . 0 56 . 0 57 . 0 50 . e 73 . 0 74 . 0 97 . e 183 , 0 143 . 8 144 . 0 145 . 0 146 . e 147 . 0 179 . 0 181 . 0 183 . 0 135 . 8 136 . 0 197 . 0 130 . 0 280 . 0 £83 . 8 211 . 0 219 . 0 221 . 0 256 . 0 310 . 0 311 . 0 312 . 0 3 i 3. 0 3 1 4. 0 SCAN 30;? 4672. 23499. 7BG. 2 S3 2. 3P3::i; 5. 5 3:;, 6. S4!:-4. 4667. 3147. 72233. 3207. 1475. 2732. 2734. 2 9:-.' 2. 2596. 1S44. 3716. 3104. 1877. 4511. 470B. 1922. 311. 7 0 14. 1 4 11. 6676. 2095. 7438. 7111. 9974. 6370. 3845. 7250. 1 137. 7 IBS. 1 2 i8 . 2325. SCAN J02 CONTAINED NORMALIZED * PRIHTt (XIV) GULFPORTtt7 10-450 CB491 17 DEC SCAN 95 1083. 448. 2217. 272. 402. Ii IFF. 4572. 23416. 786. 2432. 38335. 5356. 5844. 4667. 3147. 7001.6. 3287. 1475. 2732. 2794. 2392. 2596. 1844. 3444. 3164. 1475. 4511. 4708. 1922. 911 . 7014. 1 4 n. . 6676. 2995. 7498. 7111. 9974. 6379. 3345. 7250. 1197. 710S. 1 21 6 . 2325. 51 PEAKS AND FOR VALUES GREATER THAN 91 NORM. DIFF 6. 53 48 . 59 1 . 01 •;; . 47 43 . 33 7. 65 7. 20 6. 67 4. 49 100 . 00 4. 58 2. 1 1 3 . 98 3 . 99 4. 27 3. 71 2. S3 4. 92 4. 43 2. 11 6. 44 6. 72 2. . 75 1 . 30 10 . 02 2 . 02 9 . 53 2. . 99 10 . 71 10 . 16 14 .25 9. 1@ 5.49 10 . 35 1. 71 10 . 15 1 . 73 3. 32 �TABLE A-3. Normalized Spectrum of Compound A. Butanol ( I ) F I L 0 3 - 2 10 M I C R Q L I T E R 100>; GUI..FPORT#7 £5-380 CD 491 MASS 27. 0 28. 0 29. 0 32. 8 36. e 39. 0 40. 0 41. 0 42. 0 43. 0 44. 0 55. 0 56. 0 57. 0 70. 0 71. 0 38. 0 135. 0 156. e SCAN 969. 13392. 1178. 1471 . 289. 829. 219. 2898. 1695. 4747. 829. 1016. 2018. 4270. 958. 1750. 331. 905. 436. SCAN 290. 11385. 264. 1413. 119. 638. SCAN 3 CONTAINED 19 PEAKS AND NOR MALI ZED '/. PRINTED FOR VALUES GREATER THAN 92 DIFF. 619. 2907. 914. 58. 289. 820. 100. 2260. 1685. 4747. 829. 1016. 2018. 4270. 958. 1750. 331. 905. 486. 1. 0*. 13 DEC HORN. DIFF 13 . 04 42 . 28 19 . 25 1 . 22 6. 09 17 . 27 2. 11 47 .61 33 . 81 180 . 00 17 . 46 21 . 40 42 .51 89 .95 20 . 18 36 . 87 6.97 19 . 96 10 . 24 �TABLE A-4; Normalized Spectrum of Compounds A and B. Butanol (I) Toluene (II) FIL03-2 IS MICROLIT'ER 108^ GULFPORTtt? 25-300 CD 491 MASS 28 . 0 29 . 0 31,. 0 , 33, 0 37, 8 , 38. 0 39. 0 40. 0 0 41. 42. 0 43. 0 44. 0 45. 0 46. 0 50. 0 51. 0 52. 0 53. 0 55. 0 56. 0 57. 0 61. 0 62. 0 63. 0 64. 0 65. 0 66. 0 70. 0 71. 0 73. 0 74. 0 85. 0 89. 0 90. 0 0 91. 92. 0 SCAN 15S2J. . 14514. 48488. 3735. 1568, 33S7. 1.8703. 34:37. 43785. SCAN 37U8S. 2979. 6891. 2056. 4669. 7165. 2061. 1 734. 8748. 46577. 9172. 1602. 2973. 69913. 1751. 16749'. 1228. 1183. 1165. 1396. I) IFF. 4236. 14250. 48408. 3735. 1568. 3367. 18703. 3368. 43867. 1 8 1 1 1. 37886. 2979. 6891. 2056. 4669. 7165. 2061. 1734. 8748. 46577. 9172. 1602. 2973. 6990. 1751. 10749. 1228. 1183. 1165. 1396. 1011. 1011. 859. 3150. 1963. 8531,2. 56H52. 859. 3150. 1963. 85312. 56052. 4190. 264. 638. ism. SCAN 5 CONTAINED 53 PEAKS AND NORMALIZED "; PRINTED FOR VALUES GREATER THAN 93 i. 0;-:. 18 DEC NORM. DIFF 4. 97 16. 79 56. 74 4. 38 1. 84 3. 95 21. 92 3. 95 50. 48 21. 23 44. 41 3. 49 8. 08 2. 41. 5. 47 8. 40 2. 42 2. 03 10. 25 54. 60 10. 75 1 . 88 3. 48 8. 19 2. @5 12. 69 1. 44 1. 39 1.37 1. 64 1. 19 1. 91 3. 69 2. 30 100. 00 65. 70 4. 91 �01 "Z. LiJ L±J VO CT _J UJ cc n 0 200 n 4-00 n n n n eoo n n n n 900 TIME IN n n i ooo SECONDS 1200 FIGURE A-7. TOTftL ION CHROMRTOSROM PiND SELECTED MftSS CHROMfiTOSRCiMS OF #7 1 ~ MftSS 91 X = MftSS 56 0 = MftSS 92 V = MftSS Si 1M-00 �Lrt CO "Z. _, UJ CL _J LU cc o 0 200 4-00 800 900 1000 TIME IN SECONDS FIGURE A-8. MPSS CHROMftTOBRflMS FOR BULFPORT #7 + = MftSS 91 * = MASS 91 10 FT. DC200 COLUMN 1200 14-00 ieoo �TABLE A-5; Normalized Mass Spectrum of Compound C. Butyl chloride (IV) FIL.03-2 10 MICROLITER 100": GULFPORT*? 25-360 CD 491 MA SS 28 . 8 29 . 0 31 . 0 39 . 0 41 . 0 42 . 0 43 . 0 44 . 0 45 . © 49 . 0 51 . 0 55 . 0 56 . 0 57 . e 70 . 0 71 . 0 73 . 0 77 . 0 79 . 0 83 . P 91 . ? SCAN 21 12153. 3140. 2479. 1746. 9774. 1376. 4165. 991. 1189. 1309. 577. 2136. 8672. 18542. 1215. 540. 80S. 3044. 940. 373. V'56. . SCAN 1 11385. 2C4. 638. SCftH 21 CONTAINED 24 PEAKS AND NORMAL IZEJ1 'A PRINTED FOR VALUES GREATER THAN 96 DIFF. 773. 8H7S. 2479. 1746. 9136. 1376. 4165. 991. 1189. 1309. 577. 2136. 8672. 18542. 1215. 540. 80S. 3844. 940. 373. 756. 48 1 . 1 Pi 1 3 . 1 18 DEC NORM. DIFF 7. 33 84. 28 23. 52 16. 56 86. 66 .1. 3 .05 39. 51 9. 48 18. 52 12. 42 5. 47 28. 26 82. 26 188. 88 11. 53 5. 12 7. 66 28. 87 8. 92 3. 54 ... 17 •3 . 00 9. 61 �vo n n n / Vi n .. A V 200 FIGURE A-9. 300 '4-00 500 800 700 TIME IN SECONDS 800 TOTAL ION CHROMATOSRfiM AND SELECTED MASS CHROMATOSRAMS OF I = MASS 57 X = MASS 4-9 0 = MASS 70 V = MASS 51 1000 �80 0 o 600 IN TIME SECONDS TOTAL ION CHRQMftTDBRPW AND SELECTED MASS CHROMftTOSRflMS OF 0 = MASS 31 " - Mdfts 79 = MASS 57 X = MASS 77 90 0 1000 �TABLE A-6; Normalized Mass Spectrum of Compound D. FIL03-2 10 MICROLITER 100*: GULFPORTtt? 25-389 CD 491 MASS 28. 0 29. 8 31. 0 36. 0 39,@ 41.0 43. 0 44. 0 55.0 56. 0 57. 0 58.0 70. 0 75. 8 135. 0 168. 0 197. 0 SCAN 27 11627. 3954. 752. 334. 747. 3276. 1386. 739. 1230. 1566. 6911. 340. 2355. 580. 1024. 638. 591. SCAN 1 11385. 264. 638. DIFF. 242. 3690. 752. 334. 747. 2638. 1386. 739. 1230. 1566. 6911. 340. 2355. 1024. 630. 591. SCAN 27 CONTAINED 19 PEAKS AND NORMALIZED '/. PRINTED FOR VALUES GREATER THAN 99 18 DEC NORM.DIFF. 3. 50 53. 39 10. 88 4. 83 10.81 38. 17 20.05 10.69 17.80 22.66 160.00 4.92 34.08 8. 39 14. 82 9. 12 8. 55 �TABLE A-7. Normalized Mass Spectrum of Compound E. Dichlorophenol (V) FIL03-2 10 MICROLITER 100* GULFPORT#7 25-300 CD 491 MASS 28.0 29.0 31.0 38.0 ; 39.0, 41.0' 43.0; 44.0; 45.0! 56.0, 57.0: 98.B| 162.0 SCAN 60 11715. 3890. 231. 193. 604. 3189. 475. 802. 118. 1141. 5513. 392. • 665. SCAN 48 11106. 529. . 116. 293. 812. 377. 641. . . . 843. . . SCAN 60 CONTAINED 16 PEAKS AND NORMALIZED '/. PRINTED FOR VALUES GREATER THAN 100 DIFF. 609. 3361. 231. 77. 311. 2368. 98. 161. 118. 1141. 4670. 392. 665. 1.0";. 18 DEC NORM.DIFF. 13.04 71.97 4.95 1.65 6.66 50.71 2.10 3.45 2.53 24.43 100.00 8.39 14.24 �TABLE A-8. Normalized Chromatogram of Compound G. FIL03-2 IS MICROLITER MASS 23.0 39.0 41.0 43.0 44.0 45.0 57.0 61.0 73.8 89.0 133.8 135.0 168.0 197.0 249.0 253.0 100* GULFPORT#7 25-309 CD 491 S C A N 121 1170. 342. 1223. 384. 742. 144. 1627. 657. 622. 765. 361. 1262. 696. 567. 326. 626. SCAN 113 363. . 703. 168. 703. . . . . . . 1099. . . . . - SCAN 121 CONTAINED 18 PEAKS AND NORMALIZED '/. PRINTED FOR VALUES GREATER THAN 101 18 DEC DIFF. NORM.DIFF. 807. 342. 52©. 216. 39. 144. 1627. 657. 622. 765. 361. 163. 696. 567. 326. 626. 49.60 21.02 31.96 13.28 2.40 8.85 100.08 40.38 38.23 47.62 22.19 10.02 42.78 34.85 20.04 38.48 . 55i. �M O NJ T T T T T T T T T T T T T T T n n n n n n n n n n n n n n n n T T_ 1 FIGURE A-ll. BOO 1000 14-00 T T T . T T T 1 n n.. n n n n n n n n n n 1 200 I 1800 1 T 20 20 20 60 TIME IN SECONDS TOTAL ION C-HROMftTOSRfiM flND SELECTED MASS CHROMfiTOSRAMS OF #7 I = MASS 81 0 = MASS 89 3000 S4-00 �TABLE A-9. Normalized Mass Spectrum of Compound H. Butyl ester of monochlorophenoxyacetic acid (XII) FIL83-2 10 MICROLITER 108* GULFPORTtt? 25-309 CD 491 MASS 28. 0 29. 0 31. 0 38. 0 39. 8 40. 0 41. 8 42. 0 43. 0 44. 0 50. 0 51. 0 53. 8 55. 0 56. 0 57. 0 58. 0 63. 0 64. 8 73. 0 74. 0 75. 0 77. 0 93. 0 99. 0 111. 0 113. 0 127. 8 128. 0 130. 0 141. 0 143. 0 151. 0 156. 0 136. 0 197. 8 242. 0 244. 0 SCAN 144 12418. 9491. 349. 423. 1652. 289. 8085. 1426. 1831. 668. 876. 868. 275. 1129. 662. 10685. 431. 963. 595. 1294. 423. 2646. 1788. 448. 1022. 3600. 2514. 378. 3184. 941. 6293. 2081. 6765. 569. 984. 643. 2446. 817. SCAN 132 11885. 246. DIFF. 18 DEC NORM. DIFF 2514. 378. 3184. 941. 6293. 29S 1. 6765. 569. 984. 643. 2446. 817. 777. 168. 151. 483. 753. 5. 15 98 . 62 3.42 4. 15 16 . 19 2. 85 71 .63 13 . 98 16 . 38 6. 47 8.59 8.51 2. 70 9. 59 6. 49 188 .00 4. 22 9.44 5. 83 5. 38 4. 15 25 . 94 17 . 45 4. 39 10 . 02 35 . 29 24 . 64 3 . 71 31 .21 61 .68 20 .40 66 . 31 5. 58 9. 65 6. 38 23 . 98 8. 01 525. 9245. 349. 423. 1652. 289. 7388. 1426. 1671. 6613. 876. 868. 275. 978. 662. 10202. 431. 963. 595. 541. 423. 2646. 1788. 448. 1022. 3600. SCAN 144 CONTAINED 42 PEAKS AND NORMALIZED 'A PRINTED FOR VALUES GREATER THAN 103 1.0*. 9. 22 �TABLE A-10; Normalized Mass Spectrum of Compound I. Butyl ester of dichlorophenoxyacetic acid (XIII) FIL03-2 10 M I C R O L I T E R 100* GULFPORTtt? £5-369 CD 431 MASS 28. 0 29. 0 31. 0 39. 0 41. 0 42. 0 43. 0 44. 0 45. 0 51. 0 55. 0 56. 0 57. 0 58. 0 59. 0 63. 0 73. 0 74. 0 75. 0 93. 0 109. 0 111. 0 1,12. 0 126. 0 128. 0 133. 0 135. 0 145. 0 147. 0 149. 0 162. 0 164. 0 166. 0 168. 0 175. 0 176. 0 177. 0 185. 0 186. 0 187. 0 189. 0 197. 0 241. 0 276. 0 278. 0 SCAN 187 13252. 12704. 483. 1428. 10386. 2464. 2456. 745. 338. 429. 1658. 1371. 16877. 787. 211. 1542. 1646. 783. 1734. 547. 1526. 2261. 677. 290. 275. 1171. 1436. 1502. 1324. 593. 4448. 3221. 578. 598. 4158. 953. SCAN 166 10441. 939. 1207. 361. 1133. 1381. 1024. DIFF. 2811. 11715. 483. 1428. 9179. 2464. 2095. 745. 338. 429. 1658. 1371. 15744. 787. 211. 1542. 265. 783. 1734. 547. 1526. 2261. 677. 298. 275. 1171. 412. 1502. 1324. 593. 4448. 3221. 578. 598. 4158. 959. 2671. 69/S. 826. 2684. 257. 685. 869. 881 . 2671. 6976. 826. 2684. 257. 685. 869. 881. 624. 624. SCAN 187 CONTAINED 49 PEAKS AND NORMALIZED "4 PRINTED FOR VALUES GREATER THAN 104 1. 18 DEC NORM. DIFF 17 . 85 74 . 41 3. 07 9. 07 58 .38 15 . 65 13 . 31 4. 73 2. 15 2.72 10 . 53 8. 71 100 . 00 5 . 00 I . 34 9. 79 1 . 68 4. 97 11 . 01 3. 47 9. 69 14 .36 4. 30 1 .84 1 . 75 7.44 2. 62 9 .54 8.41 3. 77 28 .25 20 .46 3.67 3.80 26 . 41 &. 89 16 .97 44 .31 5. 25 17 .05 1 .63 4. 35 5.52 5. 60 3.96 �TABLE A-11. FIL23-2 MASS 27. 0 29. 0 41. 0 42. 0 43. 0 55. 0 56. 0 57. 0 69. 0 70. 0 71. 0 S3. 0 147. 0 162. 0 175. 0 177. 0 220. 0 222. 0 332. 0 CD492 Normalized Mass Spectrum of Compound N. Octyl ester of dichlorophenoxyacetic acid (XVI) 2 MICROLITERS #7 SCAN 21=5 707. 2.1.52. 2768. 653. 5905. 1754. 675. 7609. 482. 2185. 3611. 670. '705. 584. S65. 548. 1681. 1134. 494. 108V. 900 SEC DELAY IS MARCH SCAN 19 276. 1254. 1049. 196. 386. 213. 148. 47. 141. 262. 54. 95. 63. DIFF. 431. 898. 1719. NORM. DIF 5 . 66 11 . 80 22 . 59 457. 4619. 1541. 527. 6 . 01 60 . 70 20 . 25 6. 93 7609. 435. 2185. 3470. 670. 443. 538. 770. 485. 1681. 1134. 100 . 00 494. SCAN 25 CONTAINED 116 PEAKS AND NORMALIZED "'. PRINTED FOR VALUES GREATER THAN 105 5. 0*. 5. 72 28 .72 45 .63 S. 81 5.32 6.97 10 . 12 6. 37 22 .09 14 .90 6.49 �900 FIGURE A-12 1000 1100 T 1200 i 1300 l 14-00 TIME IN SECONDS l 1500 TOTftL ION CHRQMATOSRAM AND SELECTED ION CHROMATQ6RAMS OF #7 ft = TOTAL ION X = MftSS 2 0 2 I = MASS 222 V = MftSS 332 0 = MftSS 33M- 1600 1700 �TABLE A-12; FIL23-2 MASS 26. 0 28. 0 40. 0 43. 0 45. 0 53. 0 55. 0 56. 0 57. 0 58. 0 69. 0 71. 0 73. 0 80. 0 95. 0 113. 0 147. 0 149. 0 169. 0 196. 0 197. 0 198. 0 200. 0 202. 0 207. 0 208. 0 221. 0 223. 0 225. 0 227. 0 281. 0 282 0 295. , 0 325,, 0 380. . 0 431, 0 , Normalized Mass Spectrum of Compound 0. Octyl ester of dichlorophenoxypropionic acid (XVII) CD492 2 MICRQLITERS #7 SCAN 3 22. 2190. 41. 629. 38. 22. 249. 161. 1353. 69. 154. 654. 995. 30. 38. 45. 337. 53. 32. 223. 47. 242. 64. 23. 227. 49. 206. 133. 159. 39. 237. 41. 32. 20. 48. 24. 100X SCAN 900 SEC DELAY 18 MARCH 33 2091. 532. 157. 83. 1097. 42. 92. 368. 683. 294. 61. 75. 35. 186. 167. SCAN 38 CONTAINED 65 PEAKS AND NORMALIZED * PRINTED FOR VALUES GREATER THAN 107 DIFF. 22. 99. 41. 97. 38. 22. 92. 78. 256. 27. 62. 286. 312. 30. 38. 45. 43. 53. 32. 162. 47. 167. 29. 23. 41. 49. 236. 133. 159. 39. 70. 41. 32. 20. 48. 24. 5.0*. NORM. DIFF 7. 05 31. 73 13. 14 31. 09 12. 18 7. 05 29. 49 25. 09 82. 05 8. 65 19. 87 91. 67 100. 00 9. 62 12. 18 14. 42 13. 78 16. 99 10. 26 51. 92 15.06 53. 53 9. 29 7. 37 13. 14 15. 71 66. 03 42.63 50.96 12.50 22.44 13. 14 10. 26 6. 41 15. 38 7. 69 �01 LU : h- z: i—i LU 3 LU cc OQQQQQQPQ 1 T T l n n n ViUU n 1000 n A H \ n 1100 *n n. 1200 n 1300 n n 1M-00 n n 1500 TIME IN SECONDS FIGURE A-13. TOTftL ION CHROMAT09RAM AND SELECTED ION CHROMfiTOSRftMS OF #7 ft = TOTftL ION X = MASS 196 I = MflSS 193 0 a MftSS 225 n n n 1800 n n n 1700 �TABLE A-13. FIL23-2 MASS 27. 0 28. 0 29. 0 41 .0 42. 0 43. 0 55. 0 56. 0 57. 0 38. 0 69. 0 70. 0 71.0 83. 0 196. 0 209.0 211. 0 254. 0 256. 0 258. 0 366. 0 368. 0 Normalized Mass Spectrum of Compound P. Octyl ester of trichlorophenoxyacetic acid (XVIII) CD492 2 MICROLITERS SCAN 44 463. 2204. 1478. 2022. 502. 4177. 1564. 747. 6641. 296. 419 . 2220. 3323. 680. 406. 396. 357. 1066. 995. 335. 346. 349. ft? 100* 989 SEC DELAY SCAN 34 133. 1920. 421. 547. 76. 511. 220. 122. 1115. 82. 213. 307. 65. 54. 55. 21. SCAN 44 CONTAINED 110 PEAKS AND NORMALIZED ": PRINTED FOR VALUES GREATER THAN 109 DIFF. 330. 284. 1057. 1475. 426. 3666. 1344. 625. 5526. 296. 337. 2007. 3016. 535. 352. 341. 357. 1045. 995. 335. 346. 349. 5.0*. 18 MARCH NORM. DIFF 5.97 5. 14 19 . 13 26 . 69 7. 71 66 . 34 24 .32 11 .31 100 . 09 5. 36 6. 10 36 . 32 54 .58 9. 68 € .37 6. 17 6.46 18 .91 18 . 01 6. 06 6.26 6. 32 �Q 1000 FIGURE A-14. 1100 1200 1SOO m-00 TIME IN SECONDS ISOO TQTftL ION CHROMATOSRPM fiND SELECTED ION CHROMflTOGRftMS OF #7 ft = TOTAL ION X = MftSS 25MI = MASS 2 8 5 V = MfiSS 25S 1700 �TABLE A-14. FIL23-2 Normalized Mass Spectrum of Compound Q Octyl ester of methoxy-dichlorophenoxyacetic acid (XXIII) CD492 MASS 27. 0 29. 0 31. 0 39. 8 40. 0 41.0 42. 0 43.0 44. 0 55. 0 56. 0 57. 0 58. 0 63. 0 64. 8 65.0 69. 8 70. 0 71. 0 72. 0 79. 0 83. 0 84. 0 85. 8 97. 8 98. 0 109. 0 117. @ 131. 0 145. 0 149. 8 155. 0 162. 8 164. 0 175. 8 179. 0 181. @ 191. 8 192. 9 193. 0 194. 0 196. 0 198. 0 207. 0 203. 0 209.0 . 210. 0 211. 0 219.0 223. 0 250. a 252. a 254. 0 256. 0 2 MICROLITERS #7 SCAN 54 160. 386. 34. 45. 35. 457. 150. 726. 344. 262. 158. 1371. 67. 59. 28. 22. 89. 246. 560. 43. 46. 97. 22. 46. 63. 38. 60. 99. 35. 25. 26. 36. 48. 31. 43. 41. 57. 60. 60. 45. 64. 94. 73. 378. 94. 127. 16. 45. 40. 38. 76. 43. 108. 83. 100* SCAN 76 151. 164. 34. 131. 298. 55. 325. 900 SEC DELAY 18 MARCH BIFF. 160. 235. 34. 45. 35. 293. 116. 595. 46. 287. 158. 1046. 67. 19, 27. 38. 89, 30. 30. 18. 43. 31. 33. 46. 322. 45. 111 22. 62. 208. 471. 43. 16. 97. 22. 46. 33. 38. 60. 99. 35. 25. 26. 36. 48. 31. 43. 41. 39. 17. 60. 14. 64. 61. 27. 56. 94. 82. 16. 45. 40. 38. 76. 43. 188. 83. NORM.DIFF. 15.30 22.47 3. 25 4. 30 3. 35 28.81 11.89 56.88 4. 48 19. 79 15. 11 100.00 6.41 3. 82 2. 1© 5. 93 19.89 45. 93 4. 11 1. 53 9. 27 2. 10 4. 48 3. 15 3. 63 5. 74 9. 46 3.35 2. 39 2. 49 3. 44 3.82 2. 96 4. 11 3. 92 3. 73 1.63 5. 74 1. 34 6. 12 5. 83 2.58 5. 35 8. 99 7. 84 1.53 4.30 3. 82 3. 63 7.27 4. 11 10. 33 7. 93 �232.0 357.8 362.8 3€3.0 430.8 67. 78. 79. -26. 91. ' . 43. . . 70. SCAN 54 CONTAINED 76 PEAKS AND NORMALIZED V. PRINTED FOR VALUES GREATER THAN 112 67. 27. 78. 26. 21. 1.0V.. 6.41 2. 53 6.69 2.49 2.01 �TABLE A-15. Normalized Mass Spectrum of Compound R. Butyl ester of bis- dichlorophenoxyacetic acid <XIX) FIL09-3 18 MICRQLITER MASS 27. 6 29. 0 41. 0 35. 0 57. 8 63. 0 74. 0 75. 0 109. 0 110.0 111.0 127. 8 145. 0 147. 0 162. 0 163. 8 164. 0 165. 0 173. 0 175. 8 176. 0 177.0 179. 0 191.0 193. 0 201. 0 203. 0 219. 0 275.0 276. 0 277. 0 335. 0 337. 0 339. 0 100* GULFPORT#7 SCAN 55 223. 1368. 974. 326. 2162. 254. 123. 145. 174. 96. 197. 107. 265. 241. 307. 306. 241. 261. 143. 25-450 SCAN 44 71. 182. 186. 44. 350. DIFF. 152. 1186. 788. 282. 1812. 254. 123. 145. 174. 96. 160. 107. 265. 161. 307. 306. 37. 80. 41. 1458: 66. 115. 1011. 149. 287. 138. 201. 119. 123. 611. 94. 397. 112. 126. 1 17 . 34. IS. • . 200. 261. 143. • 1392. 115. 977. 149. 287. 138. 201. 119. 107. 611. 94. 397. 112. 12S. 117. SCAN 55 CONTAINED 81 PEAKS AND NORMALIZED '/. PRINTED FOR VALUES GREATER THAN 113 CB492 5. 22MAR NORM. BIFF 8. 39 65 .45 43 . 49 15 .56 100 . 80 14 .02 6 . 79 B .30 9.€6 5 . 30 8. 83 5 . 91 14 .62 8.89 16 . 94 16 . 89 11 .04 14 . 40 7. 89 76 .82 6. 35 53 . 92 8. 22 15 . 84 7.62 11 .99 6.57 5.91 33 . 72 5 . 19 21 . 31 6. 18 6. 95 6. 46 �Qja o QQ.fla.fl flaaaflflaaaflflfiaflflfisflQ V \f v \i' .Ai,,m,,,^-.,.^,r-n^..^-T-n^^,..U..-,,.,,,,,-..m—M,m.,,—— r 900 FIGURE A-15. 1000 i i oo 1200 1300 14-00 1500 TIME IN SECONDS TOTAL ION CHRQMftTOSRPtM fiND SELECTED ION CHROMATOSRftMS OF #7 A = TOTftL ION X = MflSS £50 I = MfiSS 252 1600 1700 �l/i I— I cn 2 I—! UJ t— CE _J UJ cc CM" y \ T O I 1100 FIGURE A-16 T 1300 T 1 1500 T A AlftAT T 1700 A T T T T T ~" 1900 T T T . . . T T T y y y y y y y T A T I £100 TIME IN SECONDS £300 TOTAL IOH CHROMflTOSRftM ftND SELECTED MASS CHROMfiTOSRftMS OF X = MASS 175 D = MASS 177 V = MASS £75 I = MASS £77 £500 £700 y y y �TABLE A-16. Normalized Mass Spectrum of Compound S. Butyl ester of bis- trichlorophenoxyacetic acid (XX) FIL09-3 IB MICROLITER 109": GULFPQRT#7 MASS 27. 0 29. 0 41. 0 55. 0 57. 0 58. 0 97. 0 109. 0 162. 0 164. 0 179. 0 196. 0 197. 0 198. 0 199. 0 209. 0 211. 0 213. 0 235. 0 237. 0 309. 0 311. 0 SCAN 189 307. 2341. 1472. 762. 4507. 220. 250. 227. 287. 220. 292. 249. 353. 287. 279. 1628. 1785. 25-458 SCAN 173 115. 71. 33. 176. 23. 42. 600. 367. 432. 636. 681. SCAN 189 CONTAINED 96 PEAKS AND NORMALIZED "4 PRINTED FOR VALUES GREATER THAN 116 CD492 DIFF. 307. 2226. 1481. 729. 4331. 220. 250. 227. 287. 220. 269. 249. 353. 287. 279. 1586. 1785. 600. 367. 432. 636. 601. 5. 05!. 22MAR NORM. DIFF 7. 09 51. 49 32. 35 16. 83 100. 00 5.08 5. 77 5. 24 6.63 5.S8 6. 21 5.75 8. 15 6.63 6.44 36.62 41.21 13.85 8. 47 9.97 14. 68 13. 88 �CO !-• "Z. I—i UJ I—tf.fi CE UJ CC n v nA v v o 1100 FIGURE A-17. n v n n n n n v v v v v 1 1300 i 1500 v v v 1 1700 v v v i 1900 v v i 2100 TIME IN SECONDS 2300 TOTftL ION CHROMPTOSRftM ftND SELECTED MfiSS CHROMftTOSRflMS OF X = MftSS 209 D = MftSS 211 V = MfiSS 309 I = MftSS 311 20 50 I 20 70 �TABLE A-17. Normalized Mass Spectrum of Compound T. Butyl ester of trichlorophenoxy-(methoxy-dichlorophenoxy)-acetic acid (XXI) FIL09-3 18 MICROLITER MASS 27. 8 29. 0 36. 0 38. 0 39. 0 41.0 42. 0 43. 0 55. 0 56. 0 57. 0 63. 0 69. 0 71. 0 74. 0 87. 0 97. 0 111.0 132. 0 144. 0 145. 0 147. 0 148. 0 162. 0 163. 0 164. 0 167. 0 169. 0 175. 0 177. 0 179. 0 181. 0 193. 0 196. 0 197. 0 198. 0 205. 0 207. 0 209. 0 211.0 219.0 221. 0 225.0 231.9 235.0 282. 9 305. 9 309. @ 311. 0 SCAN 217 60. 392. 62. 43. 51. 253. 34. 95. 199. 29. 1021. 48. 78. 41. 35. 48. 35. 39. 35. 38. 38. 102, 15. 89. 30. 44. 27. 29. 83. 73. 37. 48. 64. 68. 50. 64. 125. 218. 219. 98. 71. 86. 32. 28. 69. 27. 39, 32. 38. GULFPORTtt? 25-450 SCAN 173 115. 38. 71. 52. 33. 176. 61, 23. 195. 42. 42, SCAN 217 CONTAINED 56 PEAKS AND NORMALIZED "4 PRINTED FOR VALUES GREATER THAN 118 CD492 DIFF. 60. 277. 24. 43. 51. 182. 34. 43. 166. 29. 845. 48. 78. 41. 35. 48. 35. 39. 35. 38. 38. 41. 15. 89. 30. 44. 27. 29. 83. 73. 14 . 48. 64. 68. 50. 64. 125. 23. 177. 98. 71. 44. 32. 28. 69. 27. 30. 32. 1. 22HAR NORM. DIFF 7. 10 32.78 2.84 5. 09 €. 94 21. 54 4. 02 5.09 19. 64 3. 43 100. 00 5.68 9. 23 4. 85 4. 14 5. 68 4. 14 4. 62 4. 14 4. 50 4. 50 4. 85 1. 78 10. 53 3. 55 S. 21 3. 20 3. 43 9.82 8. 64 1. 66 5.68 7. 57 8. 05 5. 92 7.57 14. 79 2. 72 20.95 11. 60 8.40 5.21 3.79 3.31 8. 17 3. 26 3. 55 3. 79 4. 50 �T T T T T T T T 800 FIGURE A- T....T T T T T T T T T T T T . J T 1200 1600 T T T T £000 T T T T 24-00 T T T 20 80 TIME IN SECONDS 3200 TOTftL ION CHROMflTOGRftM ftND SELECTED ION CHROMftTOSRfiMS OF #7 ft = TOTftL ION X = MASS 205 I = MASS 305 30 60 �O 90 0 FIGURE A-a9. 1000 1100 1200 1 S'OO 114-00 TIME IN SECONDS TOTAL ION CHROMAT08RAM AND SELECTED ION CHROMftTOSRAMS OF #7 A = TOTAL ION X = MASS 57 I = MASS 117 �APPENDIX B PRESENTATION OF DATA ON GULFPORT #59 SAMPLES 121 �N ,B 0 59 Hercules 14 to NJ CO 5 U4 QC 11 1 \J I 300 600 900 I 1200 r 1500 J 1800 2100 ELUTION TIME (SEC) FIGURE B-l. F.I.D. Chromatogram of Gultport #59, 2400 2700 �AJB 1200 FIGUR1 B-3. 1600 2000 TIME IN SECONDS 24-00 TOTfiL ION CHROMftTOSRftM OF #59 CTh'O DIFFERENT SENSITIVITIES! 2800 �•"V-.. o FIGURE B-3. y-oo T 900 1200 i 1600 l 2000 TIME IN SECONDS 1 £4-00 TOTflL ION CHROMftTOGRflM OF #59 [TWO DIFFERENT SENSITIVITIES] 2800 �I— !—I tn "z. LJJ. to 01 cc _j LU CC 1100 1300 1500 1700 1900 £100 TIME IN SECONDS FIGURE 8-4* TOTftL ION CHROMftTOSRftM OF #59 2300 £500 2700 �0 FIGURE B-5. y-oo 800 1200 1600 2000 TIME IN SECONDS TOTAL ION CHROMftTOSRAM AND BUTYL FRAGMENT OF S5S I = MASS 57 0 = MASS 4-1 X = MASS 29 24-00 CHROMATOSRAMS 3200 �TABLE B-l. Normalized Mass Spectrum of Compounds A and B. Butanol (I) Toluene (II) FIL04-2 18 MICROLITER 100* GULFPORT#59 25-300 CD491 29 DEC MASS 29. @ 7,3. 0 41.0 42. 0 43. 0 43.0 51 0 56. 0 63. 6 65. 0 91. 0 92. 0 SCAN 6 18759. 64119. 48354. 58503. 23007. 85432. 21359. 21311. 72410. 19611. 34525. 291183. 186809. SCAN 2 273. 344. 756. 170. 1434. DIFF. 18436. 64119. 48010. 57747. 23007. 85262. 21353. 21311. 72410. 19611. 34525. 289675. 186809. SCAN 6 CONTAINED 73 PEAKS AND NORMALIZED '/. PRINTED FOR VALUES GREATER THAN 127 5. NORM. DIFF € .38 22 . 13 16 . 57 19 .94 7.94 29 .43 7. 37 7.36 25 .00 6.77 11 . 92 100 .00 64 . 49 �. £i n n n o n n n n n n ...n. n n n V V eOO FIGURE B-6. V V y V V _V V &00 w V 1000 TIME IN SECONDS 1200 TOTftL ION CHROMftTOSRftM OND SELECTED MASS CHROMflTOSRftMS OF #59 I = MftSS &1 X = MftSS 58 0 = MASS 92 V = MASS 31 �CJ 200 FIGURE B-8. U-OO 600 800 1000 1200 TIME IN SECONDS 1U-00 TOTRL ION CHROMfiTOSRftM flND SELECTED MfiSS CHROMftTOSRAMS OF I = MASS 57 X = MftSS 29 0 = MftSS �LO O y y y 7 y y y y y / ^""^(. )i y v y •»• v v v y\ VNV v-vA v \t v 7 7 7 7 7 7/1 7 7 7 7 _Z Tv/l 7\ 7 A 7 7 7 FIGURE B-7. 14-00 800 1000 1200 TIME IN SECONDS 14-00 TOTfiL ION CHROMfiTOSRftM ftND SELECTED MfiSS CHROMfiTOSRftMS OF I = MASS SB X = MASS 79 •V = MASS M-9 0 = MASS 77 Z = MASS 51 7; i I 200 7 1600 1800 �TABLE B-3. Normalized Mass Spectrum of Compound D. FIL84-2 10 M I C R O L I T E R MASS 28. 0 29. 0 3 1. 8 32. 0 38. 0 39. 0 41. 0 42. 0 43. 0 44. 0 43. 0 58. 0 55. 0 56. 0 57. 0 59. 0 77. 0 78. 0 79. e 83. 0 111. 0 126. 0 137. 0 141. 0 156. 0 162 0 168. 0 177. 0 183. e 388. 0 100* GULFPORTtt59 25-380 CD491. 20 DEC SCAN 24 28932. 8658. 1545. 1946. 238. 15S1 . 920S. 945. 1846. 1189. 284. 284. 1524. 5093. 12403. 447. 871. 543. 373. 1127. 396. 177. 277. 447. 1288. 132. 1439. 388. -!8f:i. 5 £4 . SCAN 15 27365. 833. 692. 1760. 777. 1703. 1283. 698. 1019. 1054. DIFF. 1567. 7825. 853. 186. 238. 774. 7502. 945. 563. 41 1 . 284. 284. 1524. 4076. 11349. 447. 871. 543. 373. 1127. 396. 177. 277. 447. 1288. 132. 1439. 388. 400. 5(14. SCAN 24 CONTAINED 45 PEAKS AND PRINTED FOR NORMALIZED GREATER THAN 131 1.0*. NORM. DIFF 13. 81 68. 95 7. 52 1. 64 2. 10 6. 82 66. 10 8. 33 4. 96 3. 62 2. 56 2. 50 13. 43 35. 92 100. 00 3. 94 7. 67 4. 78 3. 29 9. 93 3. 49 1. 56 2. 44 3. 94 11. 35 1. 16 12. b'3 3. 42 3 .52 4. 97 �U) to O 200 FIGURE B-8. 4-00 eoo I 80 0 I 1000 I 1200 ! m-00 TIME IN SECONDS TOTftL ION CHROMflTOSftftM flND SELECTED MfiSS CHROMATOSRftMS OF #59 I = MftSS 57 X = MASS 29 0 = MRSS M-l leoo 1800 �TABLE B-4. Normalized Mass Spectrum of Compound E. Dichlorophenol (V) FIL84-2 19 MICROLITER 100* GULFPORT#59 25-308 CD491 28 DEC MASS 31. 0 37. 0 38. 0 39. 0 45. 0 49. 0 50. 0 62. 0 63. 0 73. 0 74. 0 75. 0 78. 0 79. 0 93. 0 95. 0 97. 0 98. 0 99. 0 119. 0 126. 0 127. 0 128. 0 133. 0 153. 0 162. 0 163. 0 164. 0 165. 0 166. 0 187. 0 199. 0 209. 0 218. 0 219. 0 SCAN 52 526. 411. 553. 696. 313. 667. 562. 819. 4237. 1769. 429. 574. 399. 266. 948. 363. 213. 2940. SCAN 316 366 204 888 409 DIFF. 210. 411. 553. 330. 109. 667. 562. 819. 4237. 872. 429. 165. 399. 2<?6. 948. 363. 213. 2940. 1100. 1100. 492. 1072. 422. 545. 714 . 225. 7974. 682. 5119. 495. 909. 1911. 466. 214. 450. 703. 492. 1072. 422. 545. 714. 225. 7974. 682. 5119. 495. 909. 239. 466. 214. 450. 703. 1672 SCAN 52 CONTAINED 52 PEAKS AND NORMALIZED 'A PRINTED FOR VALUES GREATER THAN 133 1. NORM. DIFF 2.63 5. 15 6. 94 4. 14 1 . 37 8.36 7. 05 10 . 27 53 . 14 10 . 94 5. 38 2. 07 5. 00 3 . 34 11 .89 4. 55 2.67 36 . 87 13 .79 6. 17 13 . 44 5 .29 6.83 3.95 2. 82 100 .00 8.55 64 .20 6.21 11 . 40 3.00 5. 84 2. 68 5. 64 8. 82 �O 20 0 FIGURE B-9. U.QG BOG SOu 1000 1200 14-00 TIME IN SECONDS TOTAL ION CHRGMATOSRAM AND SELECTED MASS CHRQMATG8RAMS OF #59 I = MASS 162 X = MPSS F?3 V = MASS 98 0 = MASS 16UZ = MASS 99 1800 �TABLE B-5. Normalized Mass Spectrum of Compound F. FIL04-2 18 MICRO-LITER 180"; GULFPQRT#59 25~ MASS 29. 0 31. 0 36. 0 37. 0 39. 0 41. 0 44. 0 45. 0 49. 0 53. 0 57. 0 63. 0 73. 0 79. 0 91. 0 93. 0 98. 0 103. 0 105. 0 109. 0 133. 0 141. 13 162. 0 164. 0 165. 0 166. 0 168. 0 195. 0 159. 0 280, 0 283. 0 207. 0 258. 0 251. 0 SCAN 56 765. 428. 306. 231. 496. 1479. 766. 345. 401. 269. 1736. 2228. 1055. 179. 1652. 412 . 1643. 153. 254. 222. 631. 454. 3560. 2296. 351. 414, 1328. 637. 737. 289. 269. 435. 416 . :l 9 1 . SCAN 46 656. 316. 256. 366. 1055. 711. 204. 998. 888. 1500. 1223. 598. SCAN 56 CONTAINED 49 PEAKS AND NORMALIZED X PRINTED FOR VALUES GREATER THAN 135 CB431 28 DEC DIFF. 109. 112. 50. 231. 13S. 424. 55. 141. 401. 269. 738. 2228. 167. 179. 152. 412. 1643. 153. 254. 222. 631. 454. 3560. 2296. 351. 414. 105. 39. 737. 289. 269. 435. 416. 191. NORM. DIFF 3. 06 3. 15 1. 40 6. 49 3. 65 11. 91 1. 54 3. 96 11. 26 7. 56 20. 73 62. 58 4. 69 5. 03 4. 27 11. 57 46. 15 4. 30 7. 13 6. 24 17. 72 12. 75 100. 00 64. 49 9. 86 11. 63 2. 95 1. 10 20. 70 8. 12 7. 56 12. 22 11. 69 5. 37 �TABLE B-6. Normalized Mass Spectrum of Compound G. FIL04-2 10 MICROLITER MASS 29. 8 31 . 0 38. 3 39. 0 41. 0 43. 8 47. 9 56. 9 57. 0 58. @ 63. 8 65. 0 73. 8 75. 8 . 92. 8 103. 0 128. 0 159. 0 165. 6 168. 0 187. 8 193. 0 199. 0 216.9 249. 0 258. 0 253. 0 255. 6 77 2111. GULFPQRT#59 25-380 CD491 £0 DEC >CAN 71 527. 279. 5S2. 2413. 411. 888. 489. 12339. 436. 871. 228. 1232. 556. 647. 953. 426. 1713. 242. 788. 253. 1404. 1826. 321. 443. 519. 427. 410. 1862. 723. 1182. 1754. 1697. SCAN 77 CONTAINED 45 PEAKS AND NORMALIZED '/. PRINTED FOR VALUES GREATER THAN 136 BIFF. 1584. 122. 226. 171. 1525. NORM. DIFF 13 . 44 1 . 04 1 . 92 1 . 45 12 . 94 O' . y -i 4 . i-ii-j oti 273. 604. 11783. 496. 224. 228. 279. 430. 426. 1713. 242. 788. 253. 222. 72. 321. 443. 519. 427. 410. 165. 723. 2. 32 5. 13 .5*. 100 . 00 4. 21 1 . 90 1 . 93 2. 37 3. 65 3. 62 14 . 54 2.05 6. 69 2. 15 1 . 88 . 61 2. 72 3.76 4. 40 3. 62 3. 48 1 . 40 6. 14 �O 200 4-00 800 1000 ISOO TIME IN SECONDS 14-00 FIGURE B-10. TOTAL ION CHROMfiTOSRfiM flND SELECTED MASS CHROMftTQSRftMS OF I = MftSS 57 0 - MftSS 108 �TABLE B-7. Normalized Spectrum of Compound H. Trichlorophenol (VI) F I L 8 4 - 2 18 M I C R O L I T E R MASS 29. 0 31. 0 32. 0 36. 0 38. S 39. 0 48. 0 41. 8 43. 0 44. 0 45. 0 48. 0 49. 0 51. 0 55. 0 57. 0 62. 0 S3. 0 65. 8 73. 0 74. 8 75. 0 77. 0 81. 0 93. 0 95. 8 97. 8 98. 0 99. 8 103. 8 126. 8 133. 8 135. 0 147. 8 149. 8 156. 8 162. 8 164. 0 168.0 195.0 196.0 198. @ 217. 0 253. 0 254. 0 255. 8 257. 8 SCAN GULFPQRTtt59 25-386 CD491 26 DEC 85 632. 315. 1908. 332. 285. 478. 398. 1229. 570. 843. 413. 322. 389. 313. 256. 1735. 585. 1071. 252. 1965. 427. 576. 482. 472. SCAN 70 549. 273. 1821. 274. 434. 3 S3. 921. 419. 765. 249. 688. 1884. 2047. 804. 1072. 1849. 759. 247. 276. 786. 1597. 435. 484. 1103. 16S5. 988. 627. 174. 1283. 1825. 1235. . 1184. 488. 2385. 2194. 529. 2199. 524. 1182. 371. 1541. 334. SCAN 85 CONTAINED 54 PEAKS AND NORMALIZED '/. PRINTED FOR VALUES GREATER THAN 138 DIFF. 83. 42. 87. 58. 285. 44. 45. 308. 151. 78. 164. 322. 309. 313. 256. 1735. ,585. 391. 252. 831. 427. 576. 482. 472. 2847. 804. 1872. 422. 759. 73. 276. 786. 314. 435. 484. 78. 458. 988. 1184. 488. 2305. 2194. 529. 658. 524. 768. 371. 1. 0V.. NORM. DIFF 3. 60 1.82 3. 77 2. 52 8. 89 1. 91 1.95 13. 36 6. 55 3. 38 7. 11 13. 97 13. 41 13. 58 11.11 75. 27 25. 38 16. 96 18.93 38. 22 18. 52 24.99 28.91 28. 48 88. 81 34. 88 46. 51 18.31 32. 93 3. 17 11.97 34. 18 13. 62 18.87 17. 53 3.38 19.-52 42.86 51.37 21. 17 1 0 0 0 . 0 95. 18 22.95 28. 55 22. 73 33.32 16. 18 �TABLE B-8; Normalized Spectrum of Compound I. FIL.04-2 10 MICROLITER 100'; GULFPORT#59 25-380 CD491 20 DEC MASS 28. 0 29. 0 31. 0 38. 0 39. 0 40. 0 4 1. 0 42. 0 43. 0 44. 0 45. 0 56. 0 57. 0 60. 0 61.0 62. @ 69. 0 89. 8 93. @ 98. S 103. S 119.0 121. @ 133. 0 156. @ 162. 0 172. 0 197. 0 252. 0 255. 0 SCAN 116 26487. 1178. 290. 175. SCAN 108 26043. 392. 248. 394. 1587. 247. 429. 733. 236. 1398. 1929. 334. 869. 410. 601. 485. 287. 118. 1051. 525. 467. 445. 393. 319. 617. 1241. 485. 209. 816. 14 1. 275. 739. 475. 500. SCAN 116 CONTAINED 45 PEAKS AND NORMALIZED '/. PRINTED FOR VALUES GREATER THAN 139 DIFF. 786. 42. 175. 404. 60. 718. 247. 19. 132. 236. 1398. 1444. 483. 850. 287. 118. 1031. 525. 22. 148. 303. 310. 617. 966. 485. 77. 141. 25. 1.0*. NORM.DIFF. 38. 75 54. 43 2. 91 12.12 27. 98 4. 16 49. 72 17. 11 1. 32 9. 14 16. 34 96.81 33. 45 58. 86 19. 88 8. 17 72. 78 36. 36 1.52 18. 25 20.98 21. 47 42.73 66.90 33.59 14. 47 5.33 9. 76 1. 73 �TABLE B-9. Normalized Mass Spectrum of Compound J. Butyl ester of raonochlorophenoxyacetic acid (XII) FIL84-2 10 MICROLITER MASS 23. 0 29. 0 33. 0 41. 0 42. 0 43. 0 58. 0 51. 0 55. 0 56. 0 57. 0 63. 0 75. 0 77. 0 99. 0 111. 0 113. 0 115. 0 123. 0 130. 6 141. 0 142. 0 143. 3 144. 0 151. 0 152. 0 186. 0 242. p 244. c SCAN 137 277S3. 33367. 4615. 26444. 5028. 6032. 2747. 2645. 4982. 2616. 42195. 2629. 1 8 1 17 . 7088. 3664. 14936. 10692. 2S96. 15961. 5002. 28394. 6284. 9090. 2252. 38516. 3285. 5354. 12838. 4491. GULFPORT859 25-380 CM31 28 DEC SCAN 128 24564. 333. 299. 645. 240. 546. 447. 434. SCAN 137 CONTAINED 87 PEAKS AND NORMAI..1 ZED '/. PRINTED FOR VALUES GREATER THAN 140 DIFF. 321.9. 33034. 4316. 25799. 5028. 5792. 2747. 2645. 4082. 2616. 41649. 2629. 9670. 7080. 3664. 14936. 10692. 2096. 15961. 5002. 27960. 6284. 9090. 2252. 38516. 3285. 5354. 12838. 4491. 5.0*. NORM. DIFI 7. 73 79. 32 10. 36 61. 94 12. 05 13. 91 6. 60 6. 35 9. 8@ 6. 28 100. 00 6. 31 23. 22 17. 00 B. 86 35. 86 25. 67 5. 03 38. 32 12. 01 67. 13 15. 09 21. 83 5. 41 92. 48 7. 89 12. 86 38. 82 1 0 .78 �-_rf_-x__l^_ T T T T T V V V V V !-^__j T V 1 O 1500 1 TOO i 2100 l 2300 l 2500 TIME IN SECONDS ! 2700 FIGURE B-ll. TOTftL ION CHROMATQSftAM AND SELECTED MASS CHROMfiTOSRfiMS OF £59 I = MASS 151 Y, = MASS 2M-2 0 = MASS 1M-1 V = MASS 24-U. r i 2SOO 9100 �TABLE B-10. Normalized Mass Spectrum of Compound K. Butyl ester of dichlorophenoxyacetic acid (XIII) FIL04-2 1® MICROLITER 1005; GULFPQRTtt59 £5-386 CD491 28 DEC MASS 28. 0 29. 0 39. 0 41. 0 42. 8 43. 0 55. 8 56. 0 57. 0 63. 0 75. 0 109. 0 111. 8 133. 0 145. e 147. 0 151. 0 162. 0 164. 0 175. 0 176. © 177. e 185. 0 186. 0 187. 0 241. 0 276. 0 278. 0 SCAN 180 27339. 22320. 2195. 19206. 4133. 4745. 3340. 2882. 37649. 2399. 3236. 2870. 5029. 2448. 3277. 3125. 1881. 12522. 7796. 11083. 2452. 7162. 20430. 2643. 8197. 2280. 2672. 1866. SCAN 128 24564. 333. 299. 645. 240. 546. 447. 579. 275. . SCAN 188 CONTAINED 97 PEAKS AND NORMALIZED "/. PRINTED FOR VALUES GREATER THAN 142 DIFF. 2775. 21987. 1896. 18561. 4133. 4595. 3340. 2882. 37103. 2399. 2789. 2878. 5029. 1869. 3277. 2850. 1881. 12522. 7796. 11083. £452. 7162. 20430. 2643. 8197. 2288. 2672. 1866. 5. NORM. DIFF 7. 4:3 59 .26 5 . 11 58 .03 11 . 14 12 . 14 9. 00 7.77 100 . 00 6.47 7.52 7. 74 13 .55 5. 04 8.83 7.68 5 .07 33 .75 21 .01 29 .87 6.61 19 .30 55 .96 7. 12 22 . 09 6 . 15 7.20 5 . 03 �TABLE B-ll. Normalized Mass Spectrum of Compound L. Butyl ester of dichlorophenoxyacetic acid (XIII) FIL04-2 10 MICROLITER 100': GULFPORT#59 25-380 CD491 28 DEC MASS 29.0 41.8 42.8 43.8 55. e 57.8 63.8 75.8 189.8 111.0 145.8 147.0 162.0 164.0 175.0 176.0 177.0 135.0 187.0 220.6 222.6 276.0 278. 0 SCAN 199 33857. 73146. 14862. 15825. 12617. 164872. 9177. 18837. 14471. 18025. 19974. 1673S. 48403. 25528. 48087. 10221. 31584. 53698. 19249. 15267. 9672. 32388. 21497. SCAN 123 333. 645. . 248. . 546. . 447. . . . 275. . . . . . . . . . . . BIFF. 32724. 72591. 14862. 14735. 12617. 163526. 9177. 18398. 14471. 18025. 19974. 16455. 40483. 25528. 48087. 10221. 31584. 53698. 19249. 15267. 9672. 32333. 21497. SCAN 199 CONTAINED 127 PEAKS AND NORMALIZED "4 PRINTED FOR VALUES GREATER THAN 143 5.0*. NORM.BIFF. 50.59 44.34 3.68 9.84 7.72 160.88 5.61 6.35 3.85 11.02 12.21 10.06 24.71 15.61 29.41 6.25 19.31 32.64 11.77 9.34 5.91 19.81 13. 15 �CO r = t 2t i—| \ LU t—i ^ K*> 4s, I /" f-r UL / UJ V / V — _J / J /-OA M< /| ^ )t I '^/ --^^ 7/ / / j-, //- ^-4/ / / ^ / ,/ -J^JL/ / / T T T n JD._ n 'if \f 'tf T I _ n n. n y "tf '<L~^.^l—_jj__ j , ^4" _ V o 1500 FIGURE B-12. T \>' T T T T T T I n n n n n n 'if \f v CL n _ n ._n. , df / / / ¥ JL X i ' >f f.. _j£._-— 2--._JJ-- _-iL-^ \* 1 1700 "''' 'n' V I 1900 T 't! '»' I J_ K I'l rlM_a ,' _..,-H;^~* | , --^--.,y-_, .v " •'''''/' '^ _--* AI' V 1 1 2100 2300 1 25OO TIME IN SECONDS f 27fiQ TOTftL ION CHROMftTOGRflM AND SELECTED MftSS CHROMftTOGRCiMg OF I = MftSS 2 6 7 X = MfiSS 185 r 0 = MftSS 278 V = MfiSS 187 �TABLE B-12. F11.95-3 MASS 26. 8 Normalized Mass Spectrum of Compound 0. Butyl ester of methoxy-dichlorophenoxyacetic acid (XV) 0.2 tnicroliter SCAN 111 39. gulfport#59 SCAN : 71 27. 0 28. 0 29. 0 30. @ 31.0 32. 0 36. 0 33. 0 39. 0 49. 0 41.0 42. 0 43. 0 44. 8 50. 0 53. 0 55. 8 56. 0 57. @ 58. 0 59. 0 61. 8 62. 0 63. 8 7 1. 0 73. 8 74. 0 75. 0 73. 0 82. @ 84. 0 85. 0 36. 0 97. 8 99. 0 107. 0 108. 0 109. 0 111.0 112.0113.0 128. 8 132. 0 133. 0 134. 8 142. 0 143. 0 144. 8 145. 0 146. 0 147. 8 14S. 0 149. 0 2455. 3230. 65. 11?. 331. 145. 58. 232. 43. 2295. 445. 468. 234. 67. 65. 427. 289. 5694. 181. 34. 31. 104. 51. 28. 129. 141. 88. 47. 20. 48. 2459. 441. 32. o';92 2 Apr DIFF. 39. 496. -4. 3238. 65. 112. .... ,;.; f, _ 113. 58. 63. 61. 51. 231. 136. 51. 71. 138. 106. 78. 85. 61. 57. 44. 232. 25. 2295. 445. 468. 1 7 1. 67. 65. 427. 283. 5894. 181. 34. 51. 104. 51. 28. 129. 1 4 1. 88. 47 . 20. ' 48. 61 . 51. 231. 136. 51. 7 1. 138. 106. 78. 85. 61. 57. 44. NORM. DIFF . 7?' 9. 74 -. 08 63. 41 1 . 28 2. 20 - 1 . 18 2. 22 1.14 4. 55 . 49 45. 85 3. 74 9.19 3. 36 1. 32 1. 28 8. 38 5. 67 180. 80 3. 55 . 67 1 . 00 2. 04 1 . 00 . 55 2. 53 2. 77 1 . 73 . 92 . 39 . 34 1 . 28 1. 80 4. 53 2. 67 1. 00 1 . 39 2. 71 2.08 1. 53 .1. . 67 1. 20 1. 12 .86 •t .-1 '4 "H- . 108. 103. 215. 109. 126. 92. 46. 145' 46. 108. 183. 215. 109. 126. 92. 46. . 30 2. 12 2. 82 4.22 2. 14 2. 47 1 .8 1 �151.Q 160.0 162.9 163.0 165.0 167.8 169.8 171.0 173.0 175.0 177.0 179.0 189.0 181.0 183. 8 186.0 196.0 191.0 193.0 194.0 195.0 196.0 197.0 198.0 200.0 205.9 206.0 297.0 209.S 211.0 213.0 214.0 215.0 217.9 219.0 221.0 223.0 250.0 252.0 254.0 256.0 258.0 306.S 307.0 308.0 310.0 311.0 312.0 314.0 £8. 67. 75. 112. 51. 87. 69. 38. 26. 146. 137. 245. 28. 176. 60. 32. 141. 327. 228. 174. 72. 348. 39. 291. 111. 170. 49. 197. 388. 327. 87. 58. 188. 56. 321. 251. 41. 99. 60. 168. 125. 42. 470. 88. 325. 360. 39. 249. 75. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . ' . 23. 67. 75. 112. 51. 87. 69. 38. 26. 146. 137. 245. 28. 176. 60. 32. 141. 327. 228. 174. 72. 348. 39. 291. 111. 170. 49. 197. 388. 327. 87. 58. 188. 56. 321. 251. 41. 99. 60. 168. 125. 42. 470. 88. 325. 360. 39. 249. 75. SCAN 110 CONTAINED 104 PEAKS AND NORMALIZED '4 PRINTED FOR VALUES GREATER THAN-1000*. 146 .55 1.32 1.47 2.28 1.00 1.71 1.35 .75 .51 2.87 2.69 4.81 .55 3.46 1. 18 .63 2.77 6.42 4.48 3.42 1.41 6.83 .77 5.71 2. 18 3.34 .96 3.87 7.62 6.42 1.71 .98 3.69 1.10 6.30 4.93 .80 1.94 1. 18 3.30 2.45 .82 9.23 1.73 6.38 7.07 .77 4.89 1.47 �TABLE B-IS. FIL05-3 0.2 microliter MASS 26. 0 27. 0 28. 0 29. 0 30. 0 31. 8 32. 0 36. 0 33. 0 39. 0 48. 0 41 .0 42 . 8 43. 8 44. 0 58. 8 53. 0 55. 0 56. 0 57. 0 58. 0 59. 8 61.0 62. 8 63. 8 71 . 8 73. 0 74. 0 75. 0 79. 8 32. 8 34. 0 85. 6 96. 0 97. 8 99. 8 107. 0 108. 8 109. 8 1 11.8 112.0 113.8 123. 8 132. 8 133. 0 134. 0 142. 0 143. @ 144. 0 145. 0 146. 8 147. 0 148. 0 149. 8 Normalized Mass Spectrum of Compound O, with Spectrum of Compound N Subtracted. Butyl ester of methoxy-dichlorophenoxyacetic acid (XV) Butyl ester of trichlorophenoxyacetic acid (XIV) SCAN 118 39. 496. 2455. 3230. 65. 112. 331 . 145. 58. 232. 43. 2295. 445. 463. 234. 67. 65. 427. 289. 5894. 181 . 34. 51. 104. 51. 28. 129. 1 4 1. 88.. 47. 20. 48. 61. 51. 231. 136. 51. 71 . 138. 186. 73. 35. 61. 57. 44. 44. 46. 188. 183. 215. 103. 126. 92. 46. Gulfport#59 SCAN 99 42. 539. 2343. 3535. 90. 121. 334. 31. 21. 241. 4 1. 2948. 564. 632. 172. 516. 386. 7998. 326. 46. 67. 124. 57. 67. 200. 227. 73. 95. 54. 44. 234. 67. 106. 96. 234. 118. 63. 37. -1 A •! " 147 255. 151. 436. 254. 231. 136. 48. 25-^50 2 Apr DIFF. -3. -93. 107. -305. -25. -9. 47. 64. 37. o 2. -653. -119. -164. 62. 67. 65. i"i i-. o ..? . .- Q "y -2984. -145. - 12 . -16. -20. -6. -33. -71. -36. 15. 47. 29. -47. 7. 7. ~3. 69. -55. -25. -96. -12. 78. 85. 61. -6. 7. 44. 46. -147. -48. ' -221. -145. -105. -44. -2. NORM. DIFF -. 64 -19. 79 22. 77 -64. 89 -5.32 -1.91 10. 08 13. 62 7. 87 -1. 91 . 43 -133. 94 -25. 32 -34. 89 13. 19 14. 26 13. 83 --18. 94 -20. 64 -617. 87 -30. 35 -2. 55 -3. 48 -4. 26 -1. 28 -8. 38 -15. 11 -IS. 30 3. 19 10. 00 4. 26 -18. 00 1 . 49 1. 49 -. 64 14. 68 -11. 78 -5. 32 -20. 43 -2. 55 16.60 18. 09 12. 98 -1. 28 1 . 49 9. 36 9. 79 -31. 28 -10. 21 -47.02 -39. 35 -22. 34 -9.36 -. 43 �151.0 160.0 162.0 163.6 165.9 167.8 163.8 171.0 173.9 1.75.9 177.Q 179.8 180.8 181.8 183.0 186.0 190.0 191.0 193.0 194.0 195.0 196.8 197.0 198.0 200.0 205.0 206.0 207.0 209.0 211.0 213.0 214.0 215.0 217.0 219.0 221.0 223.0 250.0 252. 0 254.0 256.0 258.0 306.0 307.0 398.0 310.8 311.0 312.0 314.0 . 28. 67. 75. 112. 51. 87. 69. 38. 26. 146. 137. 245. 28. 176. 60. 32. 141. 327. 228. 174. 72. 348. 39. 291. 111. 170. 49. 197. 388. 327. 87. 50. 188. 56. 321. 251. 41. 99. 60. 168. 125. 42. 478. 88. 325. 360. 39. 249. 75. . . . 76. . . 1S0. 179. 50. 34. 120. 88. 427. . 484. 203. . 53. . . . 120. 902. 150. 802. 277. . . 84. 837. 804. 266. . . . 1189. 669. 109. . . . 382. . 141. . . . . 888. . 933. 220. 28. 67. •-!. 112. 51. -73. -110. -12. --8. 26. 49. -182. 28. -308. -143. 32. 88. 327. 228. 174. -48. -554. -111. -511. -166. 179. 4.9. 113. -449. -477. -179. 50. 188. 56. -788. -418. -68. 99. 60. -214. 125. -99. 470. 88. 325. -528. 39. -684. -145. SCAN 110 CONTAINED 104 PEAKS AND NORMALIZED '4 PRINTED FOR VALUES GREATER THAN-1000?:. 148 5.96 14.26 -.21 23.83 19.85 -15.53 -23.40 -2.55 -1.70 5.53 10.43 -38.72 5.96 -65.53 -30.43 6.81 18.72 69.57 48.51 37.02 -10.21 -117.87 -23.62 -108.72 -35.32 36.17 10.43 24.04 -95.53 -101.49 -38.09 10.64 40.80 11.91 -167.66 -88.94 -14.47 21.06 12. 77 -45.53 26.60 -21.06 100.00 18.72 69.15 -112.34 8.30 -145.53 -30.85 �n Lrt cn LU >—i CD" CC _1 LU cr y.. v 3 n n n n if y y y y n n n n n n n n n n n Q p n n p n p,... P '""1 0 Figure B-13, 200 1-00 800 800 1000 TIME IN SECONDS 1200 TOTftL ION CHROMftTOGRftM ftND SELECTED ION CHROMftTOSRftMS OF #59 X = MPiSS 219 I = MASS 308 D = MftSS 308 V = MfiSS 215 . 4-00 tSOO �TABLE B-14. Normalized Mass Spectrum of Compound P. Butyl ester of bis- dichlorophenoxyacetic acid (XIX) FIL12-3 10 MICROLITER MASS 27. 0 23. 0 4 1. 0 55. 0 57. 8 58. 0 63. 0 73. 0 75. 0 109. 0 118. 0 111. 0 128. 0 145. 0 162. 0 163. 0 164. 0 165. 0 173. 0 175. 0 177. 0 179. 0 191. 0 133. 0 201. 0 203. 0 219. 0 221. 0 275. 0 277. 0 335. 0 337. 0 339. 0 SCAN 257 1699 1206 465 2716 155 255 319 262 300 GULFPORT#59 SCAN 25-458 50 276. 146. 301. 126. 36. 54. 124 217 167 401 342 450 245 306 131 2285 1360 270 321 208 179 132 215 191 811 584 235 231 122 72. 38. 49. SCAN 68 CONTAINED 86 PEAKS AND NORMALIZED '/. PRINTED FOR VALUES GREATER THAN 150 CB492 DIFF. 257. 1423. 1060. 465. 2415. 155. 255. 193. 226. 246. 124. 217. 167. 401. 270. 450. 245. 306. 131. 2285. 1360. 270. 291. 208. 179. 132. 215. 142. 811. 584. 235. 231. 122. 5.0V.. 22 MAR NORM. DIFF 10 .64 58 . 92 43 . 89 19 . 25 100 . 00 6. 42 56 7. 99 9. 36 10 . 19 5. 13 8. 99 6. 92 16 . 60 11 . 18 18 . 63 10 . 14 12 .67 5 . 42 94 . 62 56 .31 11 . 18 12 . 05 &.61 7. 41 5. 47 8. 98 5.88 33 . 58 24 . 18 9. 73 9. 57 5 . 05 10 . �>~ j_ t—< 01 z UJ^H z J_^ LU K d I- -J UJ QC" . ._, AUXAiA/>JrtLX!t^l A.n_,Q._P.,p n j n j» D4"i.ri_ri...ri.n_njLn.B'.£L.CLrij:LriaDJJ L T T 1 t,.I._T I 700 Figure B-14 iioo ^ r 1500 1900 300 2700 TIME IN SECONDS Si 00 TOTftL ION CHROMfiTOSRftM ftHD SELECTED MASS CHROMfiTOBRftMS OF X = MftSS 175 V = MflSS 177 D = MfiSS 275 I = MfiSS 277 3500 SQOO �TABLE B-15. Normalized Mass Spectrum of Compound Q. Butyl ester of bis- trichlorophenoxyacetic acid (XX) FI LI 2-3 10 MICROLITER 180': GULFPQRT#59 MASS 27. 0 23. 0 41. 0 55. 0 57. 0 97. 0 109. 0 162. 0 173. 0 181. 0 136. 0 198. 0 199. 0 209. 0 211. 0 213. 0 235. 0 237. 0 389. 0 3 1 1. 0 SCAN 204 43S. 3311. 1332. 1097. 6492. 398. 342. 349. 355. 421. 480. 389. 356. 2865. 2548. 767. 613. 543. 882. 917. SCAN 180 30. 93. 83. 120. 24. 48. 25-458 CD492 DIFF. 408. 3218. 1849. 1097. 6372. 374. 342: 349. 355. 421. 432. 389. 356. 2865.. 2548. 767. 613. 543. 882. 317 . SCAN 204 CONTAINED 115 PEAKS AND NORMALIZED "/. PRINTED FOR VALUES GREATER THAN 5.0':. 152 22 MAR NORM. DIFF ' 6. 49 50 . 50 29 . 02 17 . 22 100 . 00 5 . 87 5 . 37 5. 48 5. 57 6. 61 6. 78 6. 10 5.59 44 . 96 39 . 99 12 . 04 9. 62 8. 52 13 . 84 14 . 39 �Lrt UJ - UJ ui u> i— CE _J UJ CC n n n o n n n n n n n rusHTh runrU n n n n n n n.n n, .V V V V V V V V V V V V V V V V V V V V V V. V V V V V V V V TJ I TJ T T T T T J T l T T T T T T T T T T T T T T T T T T t ' 1 TOO 1100 ! 1500 I 1900 I I aaoo 2700 TIME IN SECONDS FIGURE B-15. TOTAL ION CHROMfiTOSRftM ftND SELECTED ION CHROMftTOSRflM OF X = MfiSS 209 D = MfiSS 211 V = MASS 5 9 0 I = MftSS 311 I si 00 '50 30 90 90 �TABLE B-16. Normalized Mass Spectrum of Compound R Butyl ester of trichlorophenoxy-(methoxy-dichlorophenoxy)' acetic acid (XXI) FI LI 2-3 10 MICROLITER 100* GULFPORT#59 MASS 27. 0 23. 8 29. 8 32. 0 36. 0 39. 0 41. 0 43. 0 44. 0 53. 0 55. 0 57. 0 58. 0 69. 0 73. 0 87. 8 97. 0 99. 0 145. 8 146. 0 147. 0 162. 8 164. 8 179. 0 191.0 193. 8 195. 0 196. 0 197. 0 198. 0 199. 0 285. 0 287. 0 208. 8 289. 8 211.0 213.8 219.0 221. 0 223. 0 £31.0. 235. 0 237.0 281. 0 305. 8 309. 0 401. 0 SCAN 236 52. 2097. 446. 383. 37. 45. 343. 27. 87. 24. 127. 1 11 8. SCAN 180 30. 2443. 93. 446. 63. 83. 173. 120. Offl oU . 1 9. 25-450 CB492 U IFF. 22. -346. 353. -63. -26. 45. 260. 27. -86. 24. 127. 998. 80. 19. 22 MAR NORM.DIFF. 2. 2i3 -34.67 35. 37 -6. 31 -2. 61 4. 51 26. 85 2.71 -8. 62 2. 40 12. 73 100.80 24. 5. 6 1 7. 52 "? O . . ri -i1 O 3. 01 237. 101. 77. 41. 30. 26. 56. 75 . 1.93. S3. 8. 02 1. 90 -4. 41 8. 32 7. 72 4. 11 3.01 2.61 .-1 •! M- .L . 30. 26. 95. 103. i™t ("j O W . 56. 75. 59. 64. 51. 63. 47. 65. 43. 144. 209. 66. 233. 232. 21. 34 . 48. oo . 38. 51. 15. 47. 65. 43. 144. 185. •~i A £. ' . T 66. 233. 232. £" d toW . 124. 118. 60. 124. 69. 49. 58. 54. 52. 49. 87. 50. 54. 52. 40. 72. 51. 36. - 15 . 51. 36. 18. SCAN 23S CONTAINED 47 PEAKS AND NORMALIZED X PRINTED FOR VALUES GREATER THAN-1000*. 154 5, 1 1 , 1.. 50 4. 7 1 6. 51 4. 31 14. 43 . Ad H-fc? 6. 6 1 23. 35 23. 25 6. 01 12. 42 4. 91 5. 01 5. 41 5. 21 4. 01 -1. 50 5. 11 3. 61 1. 80 �T H I T I T T T T T T T I JIT LI T T L I T T I...T T T T T T T T T T T T T T T T T T T T T T T T T T T Tl T O 700 FIGURE B-16, 1100 1500 1900 i 2300 C TiT r 2700 TIME IN SECONDS 3100 TOTAL ION CHROMftTQSRftM flND SELECTED ION CHROMftTOSRPMS OF ft = TOTftL ION X = MftSS 205 I = MftSS 305 3500 ��APPENDIX C PRESENTATION OF DATA ON GULFPORT #251 SAMPLES 157 �to UJ tn CO Ul > LU cc 300 600 i 900 1200 1500 1800 2100 ELUTION TIME (SEC) FIGURE C-l. F.I.D. Chromatogram of Gulfport #251. I 2400 I 2700 �h- I—I C/l LU. ~z. !I — U! H-ii CE l/i vo UJ cr 0 FIGURE C-2. M-00 800 ~T 1200 1 1800 1 2000 TIME IN SECONDS 1 2M-00 TOTftL ION CHROMfiTOGRftM OF MAJOR COHftTITUENTS OF SULFPORT #251 2SOO 3200 �O 4-00 SOO 1200 i 800 £000 TIME IN SECONDS FIGURE C-3. 2M-00 TOTflL ION CHROMftTOSftftM OF MINOR CONSTITUENTS OF SULFPORT S251 ELUTINS BEFORE THE N-BUTYL ESTER OF 2, U--BICHLORO fiCID 2800 S200 �SOO I 1100 I 1300 I 1500 I 1700 I 1900 TIME IN SECONDS FIGURE C-4. TOTftL ION CHROMfiTOSRftM OF S251 2100 20 30 ! 20 50 �LA h1—1 en | "Z. i— i I \ LU hCL U LjJ C£ o" 1100 FIGURE C-5. i 1300 i 1500 1 1700 i 1900 1 £100 TIME IN SECONDS TOTftL ION CHROMftTOSRftM OF #£51 £900 £500 £700 �I 0 FIGURE C-6. 14-00 800 1200 i 1600 I 2000 TIME IN SECONDS I £4-00 TOTAL ION CHRQMATOSRAM AND BUTYL FRAGMENT MASS CHROMATOSRAMS OF #251 I = MASS 57 0 = MASS M-l X = MASS 29 r £800 3200 �TABLE C-l. Normalized Mass Spectrum of Compound M. Butyl ester of dichlorophenoxy - acetic acid (XIII) FIL15-1 0 . 4 M I C R O L I T E R 100K GULFPORTtt251 MASS 15. 0 27. 0 23. 0 30. 0 31. 0 38. 0 39. 0 41. 0 42. 0 43. 0 44. 0 50. 0 51. 0 55. 0 57. B 58. 0 63. 0 73. 0 74. 0 75. 0 77. 0 85. 0 97. 0 189. 0 111. 0 133. 0 135. 0 145. 0 147. 0 149. 0 161. 0 162. 0 163. 0 164. 0 166. 0 175. 0 176. @ 177. 0 179. 0 185. 0 187. 0 228. 0 222. 0 276. 0 278. 0 SCAN 91 836. 6570. 37171. 909. 1067. 699. 3528. 32363. 6332. 6167. SCAN 5-459 CD491,17 DEC 70 DIFF. 836. 6570. 37171. 909. 1067. 699. 3528. 32363. 6332. 6167. 1004. 1004. 1595. 978. 4870. 66889. 2901. 4100. . 1595. 978. 4870. 66889. 2901. 4100. 2S27. 3091. 5076. 979. 1112. 778. 5932. 7037. 3121. 2195. 7917. 6649. 2089. 2981. 14081. 2862. 8856. '1423. 17056. 3438. 10992. 1945. 16987. 6114. 5833. 3623. 11742. 7494. 2827. 3091. 5076. 979. 1112. 778. 5932. 7037. 3121. 2195. 7917. 6649. 2089. 2981. 14081. 2862. 8856. 1423. 17856. 3438. 10992. 1945. 16987. 6114. 5833. 3623. 11742. 7494. SCAN 91 CONTAINED 56 PEAKS AND NORMALIZED V. PRINTED FOR VALUES GREATER THAN 164 1. 0JS. NORM.DIFF. 1. 25 9. 82 55. 57 1. 36 -1. 60 1. 05 5. 27 48. 38 9. 47 9. 22 1. 50 2. 38 i. 46 7. 28 100. 00 4. 34 6. 13 4. 23 4. 62 7. 59 1. 46 1. 66 1. 16 8. 87 10. 52 4. 67 3. 28 11. 84 3. 94 3. 12 4. 46 21. 05 4. 28 13. 24 2. 13 25. 56 5. 14 16. 43 2. 91 25. 40 9. 14 8. 72 5. 42 17. 55 11. 20 �TABLE C-2. FIL15-1 MASS 27 . 0 29 . 0 . 38. e 39 . 0 41 . 0 42, 0 . . 43. 0 44. 0 , 55 . 0 56, 0 , 57. 0 , 53. 0 62. 0 73. 0 74. 0 75. 8 97. 0 99. 0 107. 0 109. 0 111. 0 143. 0 144. 0 145. 0 146. 0 147. 0 143. 0 1S7. 0 169. 0 179. 0 181. 0 183. 0, 195. 0 196. 0 197. 0 198. 0 200. 0 209. 0 211. 0 213. 0 219. 0 221. 0 254. 0 256. 0 310. 0 311. 0 312. 0 313. 0 314. 0 Normalized Mass Spectrum of Compound 0 Butyl ester of trichlorophenoxyacetic acid (XIV) 4 MICROLITER 100* GULFPORTtt251 SCAN u; SCAN .18-450 CD491, 17 DEC 78 DIFF. 5963. 5963. 36962. 332. 3167. 31904. 6057. 5770. 1042. 4997. 3462. 77985. 3511. 1636. 1846. 2760. 9 I3. 2310. 1126. 1157. 3239. 1531. 2657. 2276. 4219. 3143. 2231. 1531. 1873. 2061. 4428. 4730. 1928. 1054. 6973. 1509. 6913. 2123. 7931. 7331. 2466. 882. 3167. 31904. 6S57. 5770. 1042. 4997. 3462. 77905. 3511. 1636. 1346. 2760. 913. 2810. 1126. 1157. 3239. 1531. 2657. 2276. 4219. 3148. 2231. 1581. 1873. 2061. 4428. 4730. 1928. 1054. 6973. 1509. 6913. 2123. 7931. 7331. 2406. 10105. 10105. 6483. 6483. 4126. 3930. 4126. 393S. 7459. 1305. 7194. 1609. 2658. 7459. 1305. 7194. 1609. 2658. SCAM 103 CONTAINED 65 PEAKS AND NORMALIZED '/. PRINTED FOR VALUES GREATER THAN 165 1.0"/i. NORM.DIFF. 7. 65 47. 44 1. 13 4. 07 40. 95 7. 77 7. 41 1. 34 6. 41 4. 44 100. 00 4. 51 2. 10 2. 37 3. 54 1. 17 3. 61 1. 45 1. 49 4. 16 1. 97 3. 41 2. 92 5. 42 4. 04 2. 86 2. 03 2. 49 2. 65 5. 68 6. 97 2. 47 1. 35 8. 95 1. 94 8. 87 2. 73 10. 18 9'. 41 3. 09 12. 97 8. 32 5. 33 5. 04 9. 57 1. 68 9. 23 2. 07 3. 41 �TABLE C-3. Normalized Mass Spectrum of Compound A Butanol (I) FIL0B-1 5 MICROLITER 100V. GULFPORT#251 25-389 CD491 19 DEC MASS 23. 0 29. 0 30. 0 31. 0 33. 0 37. 0 38. 0 39. 0 40. 0 41. 0 42. 0 43. 0 44. 0 45. 0 50. 0 53. 0 55. 0 56. 0 57. 0 73. 0 91. 0 92. 0 138. 0 158, 0 163. 0 182. 0 SCAN 5 21133. 3742. 213. 15555. 1440. 137. 231. 2486. 819. 12944. 5836. 10844. 1248. 1233. 165. 231. 2468. 15559. 2643. 920. 1094. 189. 189. 189. 162. 397. SCAN 2 19519. 278. 228. 286. 874. 165. 562. 130. t 210. 658. 896. SCAN 5 CONTAINED 74 PEAKS NORMALIZED Z PRINTED FOR VALUES GREATER THAN 166 DIFF. 1614. 3464. 213. 15555. 1440. 137. 231. i.258. 533. 12079. 5836. 10679. 686. 1103. 165. 231. 2468. 15559. 2433. 262. 198. 189. 189. 189. 162. 397. 1. NORM. DIFF 10 . 37 22 . 26 1 . 37 99 . 97 9. 26 1 . 2© 1 . 43 14 . 5 1 3 . 43 77 . 58 37 . 51 68 . 64 4. 41 7. 09 1 . 06 1 . 48 15 . 86 100 .00 15 . 64 1 .68 1 . 27 1 . 21 1 . 21 1 . 21 1 . 04 2. 55 �TABLE C-4. Normalized Mass Spectrum of Compound B. F I L 0 B - 1 5 M I C R O L I T E R 10054 G U L F P O R T # 2 5 1 25-306 CD491 19 DEC MASS 28. 0 29. 0 31. 0 32. 0 33. 0 39. 0 41. 0 42. 0 43. 0 44. 0 45. 0 55. 0 56. 0 57. 0 73. 0 74. 0 75. 0 79. 0 81. 0 185. 0 126. 0 127. 0 140. 0 148. 0 1.49. 0 157. 0 158. 0 169. 0 179. 0 18 1 . 0 183. 0 186. 0 188. 0 195. 0 197. 0 200. 0 202. 0 203. 0 209. 0 0 218 . 250. 0 253. 0 267. 0 SCAN 8 20622. 1396. 1723. 1809. 133. 677. 2412. 720. 2575. 759. 212. 532. 2202. 1898. 822. 136. 551. 122. 327. 159. 112. 299. 184. 141. 241. 163. 155. 857. 304. 133. 448. 180. 368. 507. 647. 318. 93. 261. 154. 331. 380. 1688. 150. SCAN 2 19519. 278. 1764. 228. 874. 165. 562. 130. 216. 658. 302. 240. 246. 162. 371. 241. 412. 306. 426. 583. 287. 209. 257. 343. 1635. SCAN 8 CONTAINED 73 PEAKS AND H 0 R M f i L l Z E ' D ?. PRINTED F0R V A L U E B GKEATER THAN 167 DIFF. 1103. 1118. 1723. 45. 133. 449. 1538. 720. 2410. 197. 82. 532. 2202. 1688. 164. 136. 249. 122. 87. 159. 112. 53. 184. 141. 79. 163. 155. 486. 63. 133. 36. 180. 62. 81. 64. 111. 93. 52. 1.54. 74. 37. 53. 150. 1. 0"4. NORM. DIFF 45 . 77 46 . 39 71 . 49 1 . 87 5. 52 18 . 63 63 . 82 29 . 88 100 . 00 8. 17 3. 40 22 . 07 91 .37 70 . 04 6. 80 5. 64 10 . 33 5. 06 3. 61 6. 60 4. 65 2.20 7. 63 5 . 85 3. 28 6. 76 6. 43 20 . 17 2. 61 5. 52 1 . 49 7.47 2. 57 3. 36 2 .66 4.61 3.86 2. 16 6. 39 3. 07 1 . 54 2. 20 6. 22 �TABLE C-5. Normalized Mass Spectrum of Compound C. Butyl chloride (IV) FIL9B-1 5 MICROLITER 100* GULFPORT#25i 25MASS 29. 0 30. 0 31. 0 33. 9 39. 0 40. 0 41.0 42. 0 43. 0 43. 0 49. 0 50. 0 51.0 53. 0 55. 0 56. 0 57. 0 58. 0 60. 0 71.9 73. 0 76. 0 77. 0 79. 0 95. 0 97. 0 107. 0 109. 0 136. 8 158. 0 168. 8 181.0 182. 0 SCAN 21 11209. 289. 524. 212. 1952. 499. 12128. 2326. 2034. 177. 2916. 273. 1154. 180. 2286. 14610. 12751. 510. 273. 528. 734. 281. 7416. 2276. 671. 275. 1032. 396. 224. 239. 864. 179. 499. SCAN 18 366. 387. 217. 920. 333. 250. 194. 273. 546. 199. 79. 351. CH491 19 DEC DIFF. 10843. 289. 524. 212. 1645. 282. 11208. 2326. 1761. 177. 2916. 273. 904. 180. 2092. 14618. 12473. 5 10 . 273. 528. 188. 281. 7217. 2276. 671. 275. 1032. 317. 224. 239. 864. 179. 148. 200. e 300. 300. 209. @ 251. 0 278. 0 153. 1 6 1. 253. 153. 161. 253. SCAN 21 CONTAINED 77 PEAKS AND NORMALIZED '/. PRINTED FOR VALUES GREATER THAN 168 NORM. DIFF 74 . 22 1 . 98 3 .59 1 . 45 11 . 26 1 . 93 76 . 7 1 15 . 92 12 .05 1 . 21 19 . 96 1 . 87 6 . 19 1 . 23 14 . 32 100 . 00 85 . 37 3 . 49 1 .87 3 . 61 1 . 29 1 . 92 49 . 40 15 . 58 4. 59, 1 . 88' 7. 06 2. 17 1 .53 1 . 64 5 . 91 1 . 23 1 . 01 ."• , ••'.. . 05 1 . 85 1 . 10 1 . 73 �I T T T T T T T T T T T T T T T T T I T I T T n n n n_n n n n o n n n n o n n n n n n n n n n n n n n n M v v v v v v v w\ v v v v w v v v v v v v v v v v v 1200 T" 1600 T T T T T T I ~~ 2000 ~ TIME IN SECONDS T 24-00 FIGURE C-7. TOTftL ION CHROMftTOSRftM ftND SELECTED MfiSS CHRQMftTOSRfiMS OF #251 I = MftSS 278 X = MflSS 310 0 = MfiSS 27S V = MASS 312 20 80 3200 �TABLE C-6. Normalized Mass Spectra of Compound D. FIL8B-1 5 M I C R O L I T E R 186* GULFPQRTtt251 25-398 CB491 19 DEC MASS 28. 8 29. 8 30. 8 31. 8 39. 8 41. 0 42. 8 43. 8 44. 8 45. 8 55. 8 56. 0 57. 0 58. 0 66. 0 61. 0 73. 8 77. 0 87. 0 89. 0 SCAN 43 21380. 108581. 3815. 11518. 12274. 83014. 12238. 8584. 5227. 5341. 13958. 97896. 230447. 10446. 47410. 25749. 3486. 3046. 15597. 7658. SCAN 39 11738. 571. 138. 343. 1820. 365. 630. 79. . 296. 912. 744. 275. DIFF. 9642. 108010. 3815. 11380. 11931. 81994. 12238. 8219. 4597. 5262. 13958. 97600. 229535. 10446. 47410. 25749. 2742. 2771. 15597. 7658. SCAN 43 CONTAINED 70 PEAKS AND NORMALIZED '/. PRINTED FOR V A L U E S GREATER THAN 170 1. NORM. DIFF 4. 28 47. 06 1. 31 4. 96 5. 20 35. 72 5. 33 3. 58 2. 00 2. 29 6. 08 42. 52 100. 00 4. 55 20. 65 11. 22 1. 13 1. 21 6. 80 3. 34 �n _ n ¥_ ¥ 160 FIGURE C-8. 24-0 320 4-00 n TIME IN SECONDS n n 14-80 TOTfiL ION CHROMfiTOGRfiM ftND SELECTED MfiSS CHROrMftTOSRftMS OF #251 I = MfiSS 77 0 = MfiSS 79 X = MfiSS 4-9 Z = MfiSS 51 V = MfiSS 107 560 6M-0 �TABLE C-7. Normalized Mass Spectrum of Compound E. Butyl ether of dichlorophenol (VII) FILBB-l 5 M I C R O L I T E R 100* GULFPORT#251 25-300 CD491 13 DEC MASS 29. 0 30. 0 37. 0 38. 0 39. 0 41. 0 42. 0 50. 0 51. 0 53. 0 55. 0 56. 0 57. 8 58. 0 61. 0 62. 0 63. 0 64. 0 69. 0 72. 0 73. 0 74. 0 75. 0 83. 0 85. 0 37. 0 98. 0 39. 0 100. 8 8 103. 8 103. 0 111. 8 126. 0 128. 0 133. 0 135. 0 145. 8 147. e 161. 0 162. 0 163. e 164. e 101. SCAN 81 13778. 298. 256. 423. 2557. 9818. 442. 458. 450. 514. 1474. 1429. 6336. 251. 410. 782. 3255. 251. 261. 331. 1603. 730. 1 31 8 . 3 10 . 318. 459. 1658. 894. 438. 367. 253. 826. 563. 781. 510. 1238. 1350. 462. 579. 436. 24837. 1970. 14973. SCAN ' 787 371 885 159 251 162 951 612 268 186 118 299 1083 13 1 172 DIFF. 12931. 238. 256. 423. 2186. 8333. 442. 458. 231. 5 14 . 1223. 1267. 5445. 251. 410. 782. 3255. 251. 261. 331. 391. 730. 1050. 310. 318. 459. 1472. 834. 490. 367. 253. 716. 563. 701. 518. 333. 267. 462. 448. 436. 24837. 1370. 14373. NORM. DIFF 52 . 31 1 . 20 1 . 03 1 . 70 8. 80 35 . 37 1 . 78 1 .84 1 . 17 2. 07 4. 92 5. 10 21 . 92 1 . 01 1 . 65 3 . 15 13 . 11 1 . 01 1 . 05 1 . 33 3. 93 2. 94 4. 23 .1 . 25 1 . 28 1 . 85 5 . 93 3 . 69 1 . 97 1 . 48 1 . 02 2. 88 2 . 27 2. 82 2. 05 4. 02 1 . 08 1 . 86 1 . 80 1 . 76 100 . 08 7. 93 60. 29 �165.0 166.0 175. 0 177.6 196.0 198.0 218.9 219.0 220.0 1152. 2535. 292. 365. 612. 453. 2009. 269. 1338. 162. . ' .. . . . 248. . . SCAN 81 CONTAINED 100 PEAKS AND NORMALIZED •< PRINTED FOR VALUES GREATER THAN 173 999. 2535. 292. 365. 612. 453. 1761. 269. 1338. 1.0JS. 3.99 10.21 1.18 1.47 2.46 1.82 7.09 1.08 5.39 �TABLE C-8; Normalized Mass Spectrum of Compound F. FIL9B-1 5 MICROLITER 180* GULFPORT#251 25-398 CD491 19 DEC MASS 28. 0 29. 0 31. 8 39. 8 41. 8 42. 0 47. 0 55. 0 56. 8 SCAN 83 12847. 17688. 728. 2122. 14274. 777. 1107. 1948. 2194. 57. 0 58. 0 63. 0 103. 0 131. 0 SCAN 76 11920. 787. 66360. 3215. 1084. 159. 0 162. 0 164. 0 166. 0 371. 251. 162. 951. 7805. 691. 3652. 7902. 4657. 798. SCAN 83 CONTAINED 95 PEAKS AND NORMALIZED '/. PRINTED FOR VALUES GREATER THAN 174 DIFF. 927. 16813. 720. 1751. 13389. 777. 1107. 1689. 2032. 65409. 3215. 1084. 7805. 691. 3652. 7902. 4657. NORM.DIFF. 1.42 25. 70 1. 10 2.68 20.47 1. 19 1. 69 2. 58 3. 11 100.00 4.92 1.66 11.93 1. 06 5. 58 12. 08 7. 12 1.22 �TABLE C-9. Normalized Mass Spectrum of Compound G. FIL0B-1 5 MICROLITER MASS 28. 0 23. 0 31. 0 39. 0 41.0 42. 0 43. 0 45. 0 55. 0 56. 0 57. 0 58. 0 71.0 73. 0 74. 0 100. 0 1 0 1. 0 102. 0 103. 0 119.0 156. 0 157. 0 159. 0 161. 0 162. 8 164. 0 175. 0 177. 0 SCAN 87 13248. 4779. 330. 733. 4553. 372. 667. 325. 1502. 2734. 10981. 432. 212. 1222. 664. 347. 14734. 6S7. 666. 480. 829. 1494. 294. 161. 499. 362. 173. 190. GULFPORT#251 25-300 CD491 19 DEC SCAN 76 11920. 787. 371. 885. 238. 251. 162. 951. 612. 663. SCAN 87 CONTAINED 69 PEAKS AND NORMALIZED "A PRINTED FOR VALUES GREATER THAN 175 DIFF. 1328. 3992. 330. 362. 3668. 372. 429. 325. 1251. 2572. 10030. 432. 212. 610. 6S4. 347. 14734. 687. 666. 480. 166. 1494. 294. 161. 499. 362. 173. 190. 1.0V.. NORM. DIFF 9. 01 27 . 09 2. 24 2 . 46 24 . 89 2. 52 2. 91 2. 21 8. 49 17 . 46 68 . 07 2.93 1 . 44 4. 14 4.51 2. 36 100 . 00 4. 66 4. 52 3.26 1 . 13 10 . 14 2 .00 1 . 09 3 . 39 2. 46 1 . 17 1 . 29 �Li". U- I—< en z: UJ h-: z: i—i UJ CE _J UJ ci: CJ -*_-••'"" '•— •--•-•'•-! j (LJLJi--n/.in ^ *.!•-.•' \ -£L_Q_ iL_X-i ill1' V v V v js/ ^VXJL 2-JLJ-JL JLJL_2__Z_Z_ 2L-JL/ y V '«' jf 51 ]f ij y Jy| ^L o M-00 FIGURE C-9. ftnn 1 000 ~~T 1200 T~ 1 M-00 ~ n__ TIME IN SECONDS TOTAL ION CHROMftTOSRftM PiND SELECTED MASS CHROMPTOSRAMS OF I = MASS 57 0 = MASS 29 X = MASS 14-1 Z = MASS 103 V = MASS 159 i 2000 �V ...V I U-OQ BOO 800 1000 1 1200 lu-oo TIME IN SECONDS V ieoo FIGURE C-10. TOTAL ION CHROMATOSRAM AND SELECTED MASS CHROMATOGRAMS OF »251 ! = MASS 162 0 = MASS t&l X = MASS £18 V = MASS £20 V V»' ...V .V. 1800 V V V i £0 00 �If) 01 z: UJ LiJ -J oo H— Q; _j Lu O i 11-00 800 800 I 1000 i 1200 I 14-00 TIME IN SECONDS I 1600 FIGURE C-ll. TOTftL. ION CHROMfiTOGRftM ftND SELECTED MflSS CHROMftTOeRftMS OF #251 I = MASS 1S2 0 = MftSS 164X = MfiSS 166 Z = MftSS 63 V = MASS 99 1SOO £000 �ift I— !—I CO "Z. LLJ h-: "Z. LU CE _J LU CC Cu 7_7 7 7 7 7 7 7 7 7 7 7 V V o 4-00 FIGURE C-12. V V V V V V eoo V V V V V V 7 2 7 7 7 7 7 7 7 7 'u: V i 800 1000 V V V V V V V V V V V V V V V V V V I 1200 1M-00 TIME IN SECONDS 1600 TOTAL ION CHROMflTOSRftM ftND SELECTED MfiSS CHROMATOGRflMS OF #251 I = MASS 57 0 = MASS 28 X = MASS 4-1 V - MASS 159 V Z = MASS 103 1800 2000 �iff f— !—i 01 !—i UJ oo o cr _j LLJ CC T T I T T T I T T T T T/ -4 T T T T J n.vn o FIGURE C-13. eoo i 1000 i i 1200 iu-00 T I M E I N SECONDS TOTftL ION CHROMftTOGRftM AND SELECTED MftSS CHROMftTOSRflMS OF T = MQCC 1 m i ieoo T ! 1800 2000 �TABLE C-10. Normalized Mass Spectrum of Compound H. FIL0B-1 5 MICROLITER 160* GULFPORT#251 25-380 CD491 19 DEC MASS 29. 0 32. 0 36. 0 39. 0 41.0 43. 0 59. 0 51. 0 55. 0 57. 0 63. 0 65. 0 75. 0 77. 0 79. 0 31.0 93. 0 94. 0 103. 0 107. 0 IBS. 0 119. 0 132. 0 134. 0 135. 0 137. 0 141. 8 149. 0 152. 0 156. 0 157. 0 164. 0 168. 0 170. 0 186. 0 188.0 189. 0 193. 0 195. 0 197. 0 200. 0 208. 0 216.0 217.8 SCAN 101 1411. 2151. 354. 654. 1767. 349. 218. 555. 280. 1472. 114. 199. 232. 1636. 345. 318. 232. 363. 126. 1618. 297. 196. 134. 187. 992. 284. 303. 230. 421. 694. 1 7 1. 134. 890. 187. 163. 296. 203. 190. 339. 581. 249. 697. 258. 269. SCAN 99 492. 1917. 282. 370. 1050. 276. 218. 200. 986. 214. 493. 152. 208. 198. 300. 168. 899. 603. 258. 169.' 235. 491. 206. 235. 244. SCAN 101 CONTAINED 64 PEAKS AND NORMALIZED X PRINTED FOR VALUES GREATER THAN 181 DIFF. 919. 234. 72. 284. 717. 73. 218. 337. 89. 486. 114. 199. 18. 1143. 193. 110. 34. 363. 126. 1318. 297. 28. 134. 187. 93. 284. 303. 230. 421. 91. 171. 134. 890. 187. 163. 38. 203. 21. 104. 90. 249. 491. 23. 25. 1. NORM. DIFF 69 .73 17 . 75 5 . 46 21 .55 54 . 48 5 . 54 16 . 54 25 . 57 6. 07 36 . 87 8.65 15 . 10 1 . 37 86 . 72 14 . 64 8. 35 2. 58 27 . 54 9. 56 100 . 00 22 . 53 2. 12 10 . 17 14 . 19 7. 06 21 . 55 22 . 99 17 . 45 31 . 94 6. 90 12 . 97 10 . 17 67 .53 14 . 19 12 .37 2.88 15 .40 1 .59 7.89 6.83 18 . 39 37 . 25 1 . 75 1 . 90 �i—! CO z: ^ LLJ 00 S— d _] LLJ CC T T T T T T T T T T T FIGURE C-14. T T T I o 4-00 T 600 800 T iooo T T I 1200 I lu-oo T I M E I N SECONDS I = MftSS 107 X = MASS 208 0 = MASS 77 T T._J T I I I ieoo TOTAL ION CHROMftTOSRftM fiND 8ELECTED MfiSS CHROMfiTOBRftMS OF T ... T 1800 2000 �iff 01 UJ. v—-1 UJ H 00 U> OI _J LU C£ o n-oo 600 eoo 1000 1200 5,11-00 TIME IN SECONDS 16500 FIGURE O15. TOTAL ION CHROMftTOSRftM ftND SELECTED MftSS CHRCWftTOSftftMS OF #251 I = MflSS 196 X = MASS SOO 0 = MASS 198 1800 I 2000 �TABLE C-ll. Normalized Mass Spectrum of Compound I. Butyl ether of trichlorophenol (VIII) FIL8B-1 5 MICROLITER MASS 28. S 29. 8 30. 0 31. 0 37. 0 39. 0 40. 0 41. 0 42. 0 43. 0 53. 0 55. 0 56. 0 57. 0 58. 0 59. 0 60. 0 SI. 0 62. 0 63. 0 69. 0 72. 0 73. 0 74. 0 33. 0 85. 0 87. 0 89. 0 90. 0 97. 0 99. 0 100. 0 10 1.0 109. 0 1 1 8. 0 127. 0 132. 0 133. 0 134. 0 135. 0 136. 0 138. 0 143. 0 145. 0 147. 0 148. 0 157. 0 161.0 162. 0 163. 0 167. 0 179. 0 181.0 SCAN 108 12400. 8638. 179. 188. 211. 1452. 259. 6031. 442. 437. 271. 1016. 1452. 5892. 244. 95. 305. 34S. 396. 193. 260. 170. 999 . 410. 209. 148. 327. 240. 312. 1091. 381. 432. 271. 486. 276. 146. 372. 508. 328. GULFPORT#251 25-300 CB491 19 DEC SCAN 104 12229. 622. 397. 852. 277. 196. 541. 712. 301. 832. 1010. 159. 224. 752. 269. 194. 150. 185. 97. 315. 201. 282. 754. 308. 132. 143. 293. DIFF. 171. 8016. 179. 188. 21 1 . 1055. 259. 5179. 442. 160. 271. 1016. 1256. 5351. 244. 95. 305. 348. 396. 193. 260. 170. 287. 410. 209. 148. 327. 240. 312. 1091. 331. 432. 271. 436. 27S. 146. 372. 207. 328. 123. 159. 224. 752. 269. 194. 150. 185. 97. 172. 201. 282. 754. 100. 132. 184 NORM. BIFF 2. 13 100. 00 2. 23 2. 35 2. 63 13. 16 3. 23 64. 61 5. 51 2. 80 3. 38 12. 67 15. 67 66.75 3. 04 1. 19 3. 80 4. 34 4. 94 2. 41 3. 24 2.12 3. 53 5 . 11 2.61 1 . 85 4. 03 2.99 3. 39 13.61 4. 75 5. 39 3. 38 6. 06 3. 44 1 . 82 4. 64 2. 58 4. 09 1 . 60 1 . .98 2. 79 9. 33 3. 36 2. 42 1. 37 2. 31 1.21 2. 15 2. 51 3.52 9.41 1 . 25 1. 65 �183.0 186.8 187.0 189.0 191.0 195. 0 136.0 197.0 198.8 199.0 431. 131. 641. 143. 261. 233. 7587. 994. 6716. 438. 260.0 2036. 202.0 209.0 315. 189. 350. . 445. . . 138. . 455. . . 81. 131. 196. 143. 261. 95. 7587. 539. 6716. 438. 1.01 1.63 £.45 1.78 3.26 1. 19 94.65 6.72 83.78 5.46 . 2036. 25.40 . . 315. 189. 3.93 2.36 211.0 159. . 159. 1.98 218.0 252.0 254.0 255.0 256.0 144. 748. 736. 383. 185. ". . . 256. . 144. 748. 786. 127. 185. 1.S0 9.33 9.31 1.58 2.31 SCAN 108 CONTAINED 95 PEAKS AND NORMALIZED * PRINTED FOR VALUES GREATER THAN 185 1. �CO CTi •x- o y-oo FIGURE C-16. eoo 800 1 000 1 200 IME IN SECONDS TOTAL ION CHROMftTOeRflM ftND SELECTED I = MfiSS 1QB X = MASS 200 1U-00 ieoo CHROMftTOSRAMS OF #251 0 = MfiSS 1S8 V = £52 1800 2000 �TABLE C-12. Normalized Mass Spectra of Compound J. Butyl ether of trichlorophenol (VIII) F I L 0 B - 1 5 M I C R Q L I T E R 100* G U L F P O R T # 2 5 1 25-300 CD491 19 DEC MASS 28. 0 29. 0 SCAN 126 13180. 16702. 30. 0 461. 31.0 39. 0 41. 0 42. 0 43. 0 44. 0 45. 0 53. 9 55. 0 56. 0 57. 0 58. 0 59. 8 £" n . u b u ri 61.0' 62. 0 63. 0 69. 0 71.0 37. 0 88. 0 89. @ SCAN 121 12339. 310. 2973. 90. 0 91. 0 101.0 116. 0 117. 0 134. 0 135. 0 145. 9 169. 0 172. 0 182. 0 274. 1888. 14781. 3671. 2543. 2426. 644. 1051. 326. 1995. 20514. 24310. 164. 471. 1118. 467. o £. B y . ft -1"! ( 1 ! 1 7 ~ 12233. 365. 412. 977. 605. 393. 756. 17395. 623. 983. 610. 5825. 876. 528. 1493. 986. 74S. 518. 423. 520. 918. 271. SCAN 126 CONTAINED 68 PEAKS AND NORMALIZED * PRINTED FOR VALUES GREATER THAN 187 DIFF. 841. 16392. 461. 2973. 1614. 13979. 3671. 2543. 1782. 1951. 326. 1995. 28350. 23839. 1 1 18 . 467. 8209. 12233. 365. 412. 977. 605. 393. 756. 17395. 623. 463. 613. 5825. 876. 528. 575. 986. 477. 518. 423. 1. NORM. DIFF 3. 53 68 . 76 1 . 93 12 . 47 6.77 58 . 64 15 . 48 10 . 67 7. 48 4. 41 1 . 37 8.37 85 . 36 100 . 00 4. 69 1 . 96 34 . 44 51 . 32 1 . 53 1 . 73 4. 10 2. 54 1 . 65 3 . 17 72 . 97 2. 61 1 . 94 2. 56 24 . 43 3.67 2.21 2. 41 4. 14 2 . 00 2. 17 1 . 77 �. Q n_. . . Q n Q n n n n n „,,••• T" eoo 800 1000 1200 ~r "^"T^j..^.^ 1M-00 1600 TIME IN SECONDS FIGURE C-17. TOTftL ION CHROMftTOGftftM ftfd SELECTED MASS CHROMftTOSPPMft OF I = MftSS Bi Q = MftSS 8a X = MftSS 81 Z - MASS 77 V = MASS 116 i -• ]! -T i \™ T 1800 .-j. -T -• } 2000 �TABLE C-13. Normalized Mass Spectrum of Compound K. Butyl ester of monochlorophenoxyacetic acid (XII) FIL0B-1 5 MICROLITER MASS 28. 0 29. 8 30. 0 31. 0 38. 0 39. 0 40. 0 41.0 42. 0 43. 0 50. 0 51.0 52. 0 53. 0 55. 0 56. 6 57. 0 58. 0 62. 0 63. 0 64. 8 65. 0 70. 0 71.0 73. 0 74. 0 75. 0 76. 0 77. 0 78. 0 85. 0 92. 0 99. 0 101.0 105. 0 107. 0 111. 0 112. 0 113. 0 114.0 1 1 5 .0 127. 0 128. 0 129. 0 130. 0 1 4 1 .0 142. 0 143. 0 144. 0 150. 0 151. 0 152. 0 186. 0 SCAN 150 15762. 55498. 1452. 1488. 1924. 7991. 835. 43552. 8350. 9488. 4563. 4656. 639. 1062. 6458. 3539. 63584. 2882. 1 0 17 . 4380. 3038. 1071. 738. 656. 4070. 1785. 14936. 3180. 10631. 1875. 1322. 992. 5166. 1798. 989. 718. 19737. 1 912. 14187. 1229. 2776. 1629. 17951. 1858. 5806. 32594. 7093. 10508. 2351. ' 1264. 37762. -3561. 5048. GULFPORT#251 25-389 CD491 19 DEC SCAN 139 13016. 614. 132. 319. 1 14 . 950. 185. 213. 477. 987. 633. 288. 239. 386. 157. 189 DIFF. 2746. 54884. 1452. 1356. 1924. 7672. 721. 42602. 8350. 9488. 4563. 4471. 639. 1062. 6245. 3062. 62597. 2882. 1017. 4380. 3038. 1071. 738. 656. 3437. 1785. 14648. 3189. 10392. 1875. 1322. 992. 5166. 1798. 989. 7 18 . 19737. 1912. 14187. 1229. 2776. 1629. 17951. 1858. 5806. 32288. 7093. 10351. 2351. 1264. 37762. 3561. 5048. NORM. DIFF 4. 39 87 . 68 2. 32 2 . 17 3. 97 12 . 26 1 . 15 68 . 06 13 . 34 15 . 16 7. 29 7. 14 1 . 02 1 . 70 9. 98 4. 89 100 . 09 4. 60 1 . 62 ... . 00 4. 85 1 . 71 1 . 18 1 . 05 5 . 49 2. 85 23 . 40 5 . 08 16 . 68 3 . 00 2 . 11 1 . 58 8. 25 2. 87 1 . 58 1 . 15 31 . 53 3 . 05 22 . 66 1 . 96 4. 43 2. 69 28 . 68 2 . 97 9 . 28 51 . 58 11 . 33 16 . 54 3 . 76 2. 02 60 . 33 5 . 69 8.06 �188.0 207.8 242.8 243.8 244.0 . . . . . 1689. 1346. 12236. 1608. 3844. SCAN 150 CONTAINED 121 PEAKS AND NORMALIZED * PRINTED FOR VALUES GREATER THAN 190 1689. 1346. 12236. 1668. 3844. 2.78 2.15 19.55 2.57 6.14 �01 2 LJLKH LLJ l__ a: UJ cc UV.J, 1_JL_LJ_L_LJL_ ;. . i. T i i T i ,r j ...r '^J__iJ^JAJl_J[AL/i V4Ljl_jl_JLJi_JL a FIGURE C-18. ( 4-00 800 1200 1 1600 ! 2000 _ TIME IN SECONDS _ 1 214-00 TOTAL ION CHROMfiTOSRftM AND SELECTED MftSS CHROMftTOSRftMS OF I = MASS 2M-2 0 = MftSS 2M-M- n_ji_ji^jiu:LJi_j^ 2800 3200 �TABLE C-14. Normalized Mass Spectrum of Compound L. Butyl ester of diahlorophenoxyacetic acid (XIII) FIL0B-1 5 M I C R O L I T E R MASS 28. 0 . 29. 0 30. 0 31. 0 38. 0 39. 0 41. 0 42. ® 43. 0 50. 0 51. 0 53. 0 55. 0 56. 0 57. 0 58. 0 62. 0 63. 0 71. 0 73. 0 74. 0 75. 0 77. 0 84. 0 85. 0 97. 6 98. 0 109. 0 110. 0 111. 0 112. 0 113. 0 126. 0 133. 0 135. 0 145. 8 146. 0 147. 0 149. 0 161. 0 162. 0 SCAN 195 17657. 86018. GULFPQRTtt251 25-300 CD491 19 DEC SCAN 181 12393. 649. 2001. 2498. 1664. 8965. 72947. 16303. 17646. 2516. 2362. 1446. DIFF. 5264. 85369. 2.601. 2498. 1664. 286. 923. 438. 8679. 72024. 16303. 17208. 2516. 2362. 1446. 155. 11110. 9678. 141952. 6469. 2537. 9332. 1772. 7071. 5247. 9557. 2488. 1701. 2203. 1701. 2114. 10973. 3061. 15344. 4804. 4529. 1609. 7212. 4799. 11301. 1649. 10151. 3285. 3769. 35387. 688. 277. 305. 10955. 9678. 140947. 6469. 2537. 9332. 1772. 6391. 5247. 9280. 2183. 1701. 2203. 164. 1701. 1950. 10973. 3061. 15344. 4804. 4529. 1609. 236. 916. 6976. 3883. 11301. 149. 243. 10002. 1649. 363. 192 3042. 3769. 35024. NORM. DIFF 3. 73 60 .57 1 . 42 1 . 77 1 . 18 6 . 16 51 . 10 11 . 57 12 . 21 1 . 79 1 . 68 1 . 03 7. 77 6. 87 100 . 00 4. 59 1 . 80 6. 62 1 . 26 4. 53 3 . 72 6. 58 1 . 55 1 . 21 1 . 56 1 . 21 1 . 38 7. 79 2. 17 10 . 89 3 . 41 3. 21 1 . 14 4. 95 2. 75 8. 02 1 . 17 7. 10 2. 16 2. 67 24 . 85 �163.0 164.6 165.0 166.9 175.9 176.9 177.9 178.0 179.8 5333. 23484. 1986. 3986. 34921. 7599. 23323. 4772. 3682. . 234. . . . . 186. . . 5333. 23250. 1986. 3986. 34921. 7599. 23137. 4772. 3682. 3T 78 16.50 1.41 2.83 24.78 5.39 16.42 3.39 2.61 SCAN 195 CONTAINED 127 PEAKS AND NORMALIZED * PRINTED FOR VALUES GREATER THAN 1.0*. NOTE: This is not a complete mass spectrum. Mass 179 was the highest mass recorded by the computer storage routine for this scan. 193 �TABLE C-15. Normalized Mass Spectrum of Compound M. Butyl ester of dichlorophenoxyacetic acid (XIII) FIL0B-1 5 MICROLITER 100* GULFPORT#251 25-300 CD491 19 DEC MASS 23. 0 29. 0 30. 0 31. 0 39. 0 41. 0 42. 0 43. 0 50. 0 51. 0 53. 0 56. 8 57. 0 58. 0 62. 0 63. 0 71. 0 73. 0 74. 0 75. 0 77. 0 84. 0 85. 0 97. 0 98. 0 99. 0 109. 0 110. 0 1 1 1. 0 1 1 2 .0 1 1 3 .0 133. 0 135. 0 145. 0 146. 0 147. 0 149. 0 161. 0 162. 0 163. 8 164. 0. 165. 0 166. 0 SCAN 216 19339. 104025. 2452. 2695. 9559. 83007. 17446. 17747. 3729. 2326. 13789. 8635. 135362. 8230. 3381. 10759. 2020. 7271. 7684. 12703. 2504. 2039. 2885. 2274. 2937. 1995. 15563. 4715. 18333. 4915. 4960. 7725. 5291. 20812. 1980. 16536. 4652. 7313. 33408. 7208. 25244. 2198. 4124. SCAN 181 12393. 649. 236. 923. 438. 155. 1005. 630. 277. 305. 164. 236. 916. 149. 243. 363. 234. DIFF. 6946. 103376. 2452. 2695. 9273. 37984. . 17446. 17389. 3729. 2326. 13634. 8635. 184357. 3280. 33S1. 10759. 2020. 6591. 7684. 12426. 2199. 2089. 2835. 2274. 2773. 1995. 15563. 4715. 18833. 4915. 4960. 7489. 4375. 20012. 1980. 16387. 4409. 7313. 38045. 72B0. 25810. 2198. 4124. NORM. DIFF 3 . 77 56 . 07 1 . 33 1 . 46 5 . 03 47 . 24 9. 46 9 . 39 2. 02 1 . 26 7 . 40 4. 68 100 . 00 4. 49 1 . 33 5 . 84 1 . 10 3 . 58 4. 17 6. 74 1 . 19 1 . 13 1 . 56 1 . 23 1 . 50 1 . 08 8. 44 2. 56 10 . 22 2. 67 2. 69 ' 4 . 06 2. 37 10 . 86 1 . 07 8. 89 2. 39 3 . 97 20 . 64 3. 9 1 13 . 57 1 . 19 2. 24 SCAN 216 CONTAINED 127 PEAKS AND NORMALIZED '/, PRINTED FOR VALUES GREATER THAN 1.0*. NOTE: This is not a complete mass spectrum. Mass 166 was the highest mass recorded by the computer storage routine for this scan. 194 �J T I T I T T I U-I u-oo FIGURE C-19. I T T 800 T 1200 T T T T T 1 T 1600 T T T T T 20 00 TIME IN SECONDS 24-00 TOTfiL ION CHROMRTOSftfiM fiND SELECTED MASS CHROMATOSRftMS OF #251 I = MASS 175 0 = MfiSS 177 20 80 3200 �TIME IN SECONDS FIGURE C-20. TOTAL ION CHROMPTOSRAM PND SELECTED MPSS CHROMPTOGRftMS OF #251 X = MASS 196 I = MASS 198 V = MPSS 209 0 = MPSS 219 9M-0 9650 �TABLE C-16. Butyl ester of bis- dichlorophenoxyacetic acid (XIX) Normalized Mass Spectrum of Compound T, FIL07-3 10 M I C R O L I T E R 1005J G U L F P Q R T # 2 5 1 MASS 27. 0 29. 0 41. 0 55. @ 57. 0 58. 0 63. 0 74. 0 75. 0 93. 0 110. 111. 127. 133 135 145 147 162 163 164 165 173 175 176 177 173. 0 179. 0 191. 0 193. 0 201. 0 219. 0 275. 0 276. 0 277. 0 335. 0 337. 0 339. 0 SCAN 66 250. SCAN 25-450 55 34. 213. 184. 89. 358. 1405. 1027. 293. 2270. 149. 203. 177. 303. 125. 293. 147. 178. 130. 163. 155. 108. 324. 290. 263. 439. 170. 291. 123. 2fi o o . U '•"' o 160. 1861. 142. 249. 23. 18. 31. 39. 57. 31. on.:?* . j 116. 41. 196. 195. 950. 194. 32. 5 i"*i i'"t . O O 164. 148. 107. SCAN 66 CONTAINED 93 PEAKS AND NORMALIZED "/. PRINTED FOR VALUES GREATER THAN 197 CD492 BIFF. 216. 1192. 843. 204. 1912. 149. 180. 177. 303. 125. 298. 129. 147. 130. 163. 116. 108. 267. 290. 263. 439. 139. 291. 123. 1989. 160. 945. 142. 249. 379. 280. 196. 195. 918. 194. 533. 164. 143. 107. 5.0"/J. 21 MAR NORM. BIFF 19. 86 59. 93 42. 38 10. 26 96. 13 7. 49 9. 05 8. 90 15. 23 6. 28 14. 98 6. 49 7. 39 6. 54 8. 20 5. 83 5. 43 13. 42 14. 58 13. 47 22. 07 6. 99 14. 63 6.18 100. 00 8. 04 47. 51 7. 14 12. 52 19. 85 14. 08 9.85 9. 89 46. 15 9. 75 29. 56 3. 25 7. 4 4 5. 38 �1/5 hI—! CO z: UJ vo 00 UJ > i—'CD" hCC _J UJ cr CM" v o 1100 FIGURE C-21. " i 1300 " ~ ~ i 1500 ~ r~ 1700 i 1900 v v v "" i 2100 TIME IN SECONDS v v v ~~r 2300 TOTftL ION CHROMflTOSRftM fiND SELECTED MASS CHROMATOSRAMS OF S251 X = MftSS 175 D = MflSS 177 V = MASS 275 I = MftSS 277 v v v 2500 v 2700 �TABLE C-17. Normalized Mass Spectrum of Compound U. Butyl ester of bis- trichlorophenoxy acetic acid (XX) FIL07-3 MASS 27. 0 29. 0 41. 0 43. 0 55. 0 57. 0 73. 0 74. 0 96. 0 97. 0 144. 0 145. 0 162. 0 164. 0 179. 0 196. 0 197. 0 193. 0 208. 0 209. 0 211. 0 213. 0 225. 0 235. 0 237. 0 309. 0 MICROLITER 100* GULFPORT#251 SCAN 196 74. 531. 367. 81. 201. 1060. 238. 48. 57. 66. 57. 54. 58. 47. 68. 88. 71. 108. 64. 383. 429. 140. 96. 87. 68. 148. 25-458 SCAN 183 17. 158. 110. 174. 192. SCAN 196 CONTAINED 54 PEAKS AND NORMALIZED '4 PRINTED FOR VALUES GREATER THAN 199 CD492 DIFF. 57. 373. 257. 81. 201. 886. 46. 48. 57. 66. 57. 54. 58. 47. 68. 88. 71. 108. 64. 383. 429. 148. 96. 87. 68. 148. 5. 0JJ. 21 MAR NORM. DIFF 6. 43 42. 10 29. 01 9. 14 22. 69 100. 00 5. 19 5. 42 6. 43 7. 45 6. 43 6. 09 6. 55 5. 38 7. 67 9. 93 8. 01 12. 19 7. 22 43. 23 48. 42 15. 80 10. 84 9. 82 7. 67 16. 70 �I— 1—I en "ZL LU LLJ to o h- cr _j UJ CC T O ~ 1100 Ficrure C-22 T T T T I T " 1300 T T T 1" 1500 T " ~~ T T T ~1 ' 1700 T T T T I 1900 T T T T I 2100 TIME IN SECONDS T T T f £300 TOTAL ION CHROMftTOSRflM AND SELECTED ION CHROMftTOGRftNS OF #251 X - MASS £09 D = MASS 311 I = MASS 311 2500 20 70 �TABLE C-18. Normalized Spectrum of Compound R. l,l-Dibutoxy-2-trichlorophenoxy ethane XXII FIL54-1 5 MICROLITER 100* GULFPORT#25i MASS 27. @ 29. 0 41. 0 42. 0 43. 0 55. 0 56. 0 57. 0 53. 0 117. 0 179. 0 196. 0 198. 0 203. 0 211. 0 368. 0 378. 0 SCAN 26 245. 1289. 1140. 369. 232. 247. 234. 3248. 143. 1341. 176. 322. 303. 327. 395. 489. 454. 25-450 SCAN 45 59. 313. 282. 36. 63. 76. 49. 637. t 95. 102. 86. 64. 32. 28. SCAN 26 CONTAINED 92 PEAKS AND NORMALIZED '< PRINTED FOR VALUES GREATER THAN 201 CD492 DIFF. 186. 976. 858. 333. 169. 171. 185. 2603. 143. 1246. 176. 220. 217. 263. 395. 457. 426. 5. 9 APR NORM. DIFF 7. 15 37. 50 32. 96 12. 79 6. 49 6. 57 7. 11 100. 00 5. 49 47. 87 6. 76 8. 45 8. 34 10. 10 15. 17 17. 56 16. 37 �to o to 1200 FIGURE C-23. 1250 1300 i 1350 l 14-00 l 114-50 TIME IN SECONDS ! 1500 TOTftL ION CHROMfiTOGRfiM ftNO SELECTED ION CHROMftTOeRftMS OF #251 ft = TOTftL ION X = 117 I = MftSS 368 0 = MflSS 209 V = MftSS 196 1550 ieoo �TABLE C-19. Normalized Spectrum of Compound P Superimposed on Compound 0„ Butyl ester of methoxy-dichlorophenoxyacetic acid (XV) Butyl ester of trichlorophenoxyacetic acid (XIV) FIL56-1 0.2 MICROLITER 100* GULFPORT #251 MASS 27. 0 29. 0 30. 0 31.0 40. 0 41. 0 42. 0 43. 0 44. 0 55. 0 56. 0 57. 0 58. 8 72. 0 73. 0 74. @ 85. 0 97. 0 99. 0 110. 0 111.0 112. 0 143. 8 144. 0 145. 8 147. 0 160. 0 162. 8 165. 0 169. 8 175. @ 177. 0 179. 8 181. @ 191.0 192. 8 193. 0 194. 0 196. 0 198. 0 207. @ O pi o f-i C. U o . t3 209. 0 218.0 2 1 5. @ 217. @ 218. 0 219. 0 220. 0 221. 8 250. 0 252. 0 254. 0 256. 0 SCAN 113 3184. 17466. 325. 909. 662. 11678. 2663. 3199. 1612. 262S. 1182. 31667. 1049. 367. 712. 747. 621. 1362. 1211. 444. 1184. 612. 975. 993. 1583. 883. 501. 737. 314. 421. 1120. SCAN 48 353. 373. 277. 1202. 611. 25-459 CD492 DIFF. 2S31. 17093. 325. 909. 662. 11481. 2663. 3139. 410. 2620. 1182. 31056. 1049. 367. 712. 747. 621. 1362. 1211. 444. 1184. 612. 975. 993. 1583. 883. 501. 737. 3 14 . 421. 1120. 101 0 . 1010. 1315. 1843. 1339. 1779. 903. 622. 2611. 2411. 1037. 1315. 1843. 1339. 1779. 903. 622. 2611. 2411. 629. 418. 2382. 539. 948. 675. 455. 3481. 60S. 2741. 5.97. 389. 1409. 1925. 408. y| -1 i-S •"!• J. VJ . 2382. 539. 949. 675. 455. 3481. 60S. 2741. 597. 389. 1409. 1925. 203 • 10 APR NORM. DIFF 9. 12 55 .04 1 . 05 2. 93 2. 13 36 .71 8. 57 10 . 30 1 . 32 8. 44 3 . 81 100 . 00 3. 38 1 . 18 2. 29 2 . 41 2. 00 4. 39 3. 98 1 . 43 3 . 81 1 . 97 3 . 14 3 . 20 5 . 10 2 . 84 1 . 61 2. 37 1 . 01 1 .36 3 . 61 3 . 25 4. 23 5 . 93 4. 31 5 . 73 2 . 91 2. 00 8. 41 7. 76 2. 03 1 . 32 7. 67 1 . 74 3 . 03 2. 17 1 . 47 11 . 21 1 . 96 B . 83 1 . 92 1 . 25 4. 54 6. 20 �276.9 306.0 388.0 310.0 312.0 314.0 345. 3914. 3767. 3199. 2435. 1433. . . . . . . SCAN 113 CONTAINED 72 PEAKS AND NORMALIZED * PRINTED FOR VALUES GREATER THAN 204 345. 3914. 3767. 3199. 2435. 1433. 1. 1.11 12.60 12.13 10.30 7.34 4.61 �I—I GO =* i—i LLl NJ O Ul t— d _J UJ LT v, y y T T T T y y y y y. y y y y y T T _T tf V V y y y y y _y T T T T T T V V V V o 0 FIGURE C-24. 200 4-00 T T T T T V V V V eoo T T T T T V V V V T ,T T T T... T _ J I I T T T V soo TIME IN iooo SECONDS 1200 TOTfiL ION CHROMftTOGRftM ftND SELECTED ION CHROMftTOGRftMS OF #251 ft = TOTftL ION X = MftSS 306 I = MASS 308 V = MftSS 215 14-00 1600 ��APPENDIX D PRESENTATION OF DATA ON GULFPORT #264 SAMPLES 207 �N ABC 264 Thompson 5 CO so o CO Ul I - K Ul > UJ or I 300 600 900 1200 1500 1800 2100 ELUTION TIME (SEC) FIGURE D-l. F.I.D. Chromatogram of Gulfport #264 I 2400 I 2700 �N I—I in z Z I —I UJ > I— Iffl" f— cr _i LU cc 0-j" o —1 0 FIGURE D-2. 4-00 1200 1 1800 1 2000 TIME IN SECONDS 1 £4-00 TOTAL ION CHRQMftTOSRAM OF MAJOR CONSTITUENTS OF 8ULFPQRT # 2SOO 3200 �<£} N Lrt en s: LL) LL! 'en CO l_l o cr _j LJ Of i'J M E 0 ./x o A i 0 FIGURE D-3. 400 800 i 200 i 600 2000 TIME IN SECONDS 2M-00 TOTflL ION CHROMftTOSRflM OF MINOR CONSTITUENTS OF SULFPORT ELUTINS BEFORE THE N-BUTYL ESTER OF S, H--DICHLORO ACID 2800 �Lrt I— i— i cn ~ZL \—i UJ to cr _j LU CL 1300 1500 1700 1900 2100 TIME IN SECOND! FIGURE D-4. TOTAL ION CHROMATOSRfiM OF #264- 2300 2500 2700 �ro lltiXj/X^, t j T T T. isoo T T T . - I _J .. leno 2000 TIME IN SECONDS 24-no FIGURE D-5. TOTAL ION CHROMftTOeRftM AND BUTYL FRAGMENT MfiSS CHROMATOSftftMS OF »28MI = MftSS 57 X = MftSS 29 0 = MASS M-l 20 80 S200 �TABLE D-l. Normalized Mass Spectrum of Compounds A and B Butanol (I) Toluene (II) FIL8C-1 18 MICROLITER MASS SCAN 29. 0 31. 0 33. 0 39. 0 41. 0 42. 0 43. 0 45. 0 55. 0 56. @ 57. 0 9 1. 0 92. 0 34938. 163507. 14256. 27986. 120521. 55060. 107926. 13502. 21754. 135410. I'll 65. 36096. 24259. GULFPORT#264 £5-308 CB491 19 DEC SCAN 2 11140. 142. 229. 60S. DIFF. 18768. 34856. 163507. 14256. 27766. 119913. 55060. 107926. 13502. 21754. 135419. 14165. 36096. 24259. SCAN 5 CONTAINED 51 PEAKS AND NORMALIZED '/. PRINTED FOR VALUES GREATER THAN 213 NORM. DIFF 11 . 48 21 .32 100 . 00 8. 72 16 . 98 73 . 34 33 . 67 66 . 01 8. 26 13 . 30 82 . 82 8. 66 22 . 98 1 4 . 84 �Irt hi—i £"Z. \—i LU to hCE _J UJ QC T n o n n T T I_ I T n_ n n _Q I 0 FIGURE D-6. 100 200 I I 4-00 500 600 TIME IN SECONDS TOTAL ION CHROMfiTQiBRfiM ftND SELECTED MflSS CHROMflTOSRftMQ OF I = MftSS 31 ri_ n n n n n I 300 1-1_ I_ I 0 = MflSS 56 700 800 n n �TABLE D-2. Normalized Mass Spectrum of Compound C. Xylenes (III) or ethyl benzene (xl) FIL0C-1 10 MICROLITER 1805s GULFPQRT#264 25-380 CD491 19 DEC MASS 31. 0 39. 0 41.0 43.0 50. 0 51.0 52. 0 63.0 65.0 77.0 78.0 79. 0 91.0 92. 0 105. 0 106. 8 SCAN 8 17725. 48820. 24489. 19786. 17128. 45652. 21186. 19072. 27411. 46497. 21743. 22490. 327243. 32173. 65775. 165255. SCAN 220. 2 DIFF. 17725. 48608. 23881. 19786. 17128. 45652. 21186. 19072. 27411. 40497. 21743. 22499. 327243. 32173. 65775. 165255. SCAN 8 CONTAINED 77 PEAKS AND NORMALIZED 5s PRINTED FOR VALUES GREATER THAN 215 5. 05;. NORM. DIFF 5.42 14 . 85 7. 30 6.05 5. 23 13 . 95 6.47 5.83 8.38 12 .38 6 .64 6. 87 100 .00 9. 83 20 . 18 58 . 50 �LA CO UJ. "Z I—I LU ••--,., CL UJ QL OJ „.•" I I— I IL_D I D T .IL^f) T...... I I !_____ 1 I I III T I _I ... T O-__jQ__ja__Jl_Jl__^ _JL_Jy!__M--__v_ 200 0 TABLE D-7. SQO LLOf'i TIME IN SECONDS TOTftL ION CHROMftTOGRAM AND SELECTED I = MASS 91 x = toe 500 CHROMATOSRAMS OF 0 = MASS 92 V = i eoo 105 700 800 T I J_ �TABLE D-3; Normalized Mass Spectrum of Compound D. FIL8C-1 IB MICRQLITER MASS 23. 0 29. 0 39. 0 31. 0 39. 0 49. 0 41. 0 42. 0 43. 0 44. 0 45. 0 49. 0 55. 0 36. 0 57. 0 73. 0 77. 0 73. 0 105. 0 106. 0 119. 0 133. 0 135. @ 1 4 1 .0 106* GULFPORTtt264 25-399 CD491 19 DEC SCAN 21 12146. 8546. 236. 3327. 1742. 276. 3038. 1133. 1615. SCAN 18 11958. 818. 442. 842'. 1857. 1076. 823. 1070. 6559. 425. 1373. 5037. 7671. 694. 1128. 415. 711. 348. 1921. 653. 1023. 315. 1 10 1 . DIFF. 188. 7728. 236. 2885. 900. 276. 6181. 1133. 539. 247. 6559. 425. 1373. 5037. 6570. iT '"*! H- . b .' •'! : 1128. 223. 1828. 429. 2213. 192. 711. 348. 93. 224. 1023. 315. 227. 253. 8 NORM. DIFF 2. 43 100 . 00 3.05 37 . 33 11 . 65 3 . 57 79 .98 14 . 66 6. 97 3. 20 84 .87 5. 50 17 . 77 65 . 18 85 . 02 14 . 60 2.48 9.20 4.56 1 .20 2. . 90 13 . 24 4. 08 2. 94 10. 90 SCAN 21 CONTAINED 28 PEAKS AND NORMALIZED '/. PRINTED FOR VALUES GREATER THAN 217 1. 05!. �TABLE D-4i Normalized Mass Spectrum of Compound E. Dichlorophenol (V) "IL0C-1 IS MICROLITER MASS 31. 8 36. 0 37. 0 38. 0 39. 0 42. 8 45. 0 43. 0 •1 n fc3 •H- y .rt 50. 0 53. 0 61.0 62. 0 63. 0 64. 0 65. 0 7 1 .0 73. @ 74. 0 75. S 81.0 97. 0 98. 8 99. 0 100. 0 126. 0 1 *3 ''"' n .1. £.. O . B 133. 0 135. 0 137. 8 156. 0 162. 0 164. 0 165. 0 166. 8 168. 0 187. 0 253. @ 100:< GULFPORT#264 25-308 CD491 19 DEC SCAN 54 944. 635. 1379. 1059. 939. 190. 385. 773. SCAN 47 142. 278. •i r"t ."'i i-i i O £. .y . 1216. 1 19 1 . 1355. 2082. 11343. 1158. 290. 176. 2638. 1059. 1167. 1075. 606. 6031. 2467. 1998. 2398. 3oy . 1601. 1523. 213. 511. 16298. 10425. 812. 1666. 653. 513. 622. O I1"! Ci DIFF. 882. 635. 1379. 1859. 661. 190. 385. 773. 1829. 1216. 1 1 9 1. 1355. 2082. 11343. 1158. 290. 176. 2638. 1059. 1167. 1075. 606. 6031. 2467. 1998. 2398. 989. 1601. 1523. 213. 511. 16298. 10425. 812. 1666. 653. 513. 622. SCAN 54 CONTAINED 45 PEAKS AND NORMALIZED '/. PRINTED FOR VALUES GREATER THAN 218 NORM. DIFF 4. 92 3 . 90 8.46 6. 58 4. 06 1 . 17 2 .36 4. 74 11 . 22 7. 46 7. 31 8. 31 12 . 77 69 . 60 7. 11 1 .78 1 . 03 16 . 19 6. 50 7 . 16 6. 60 3 . 72 37 . 00 15 . 14 12 . 26 14 . 71 6. 07 9. 82 9. 34 1 . 31 3. 14 130 .00 63 .96 4. 98 10 . 22 4. 01 3. 15 3 . 82 �01 LU to J— cr _j LU O 0 FIGURE D-8. 100 200 300 M-00 TOTAL ION CHROMftTDSRAM AND SELECTED I = MOSS ^ib X = MftSS 31 500 TIME IN SECONDS 600 CHROMfiTOSRfiMS OF #284- 0 = H-ifiSS 58 V = MASS 57 700 SOO �If! f— i—i CO z: LU LU to to o hCE _l LjJ DC n n Jii 1£ 5LJ n n n \n /"\w ,, n n \ v v 0 FIGURE D-9. 100 200 n n v v v n n n n n n n n v v v n v y v V V "*^ V v v v v v v v 300 n n n _n "*- f v v v v v v v IMJO 500 TIME IN SECONDS 80 0 TOTAL ION CHROMATOGRftM AND SELECTED MASS CHROMATOSRAMS OF I = MASS 162 X = MASS 83 0 = MASS 184V = MASS 98 v n v 700 80 0 �TABLE D-5. Normalized Mass Spectrum of Compound F. Trichloroanisole (IX) F I L 0 C - 1 10 M I C R O L I T E R MASS 37. 0 48. 0 49. 0 5@. 0 61. 0 62. 0 72. 0 73. 0 74. 0 75. 0 83. 0 84. 0 85. 0 96. 0 97. 0 99. 0 107. 0 108. 0 109. 0 111. 0 132. 0 145. 0 167. 0 169. 0 171. 0 195. 0 197. 0 199. 0 210. 0 211. 0 212. 0 213. 0 2 1 4 .0 1005J GULFPORTtt264 25-309 CD491 19 DEC SCAN 75 6663. 3923. 4311. 3867. 12266. 15754. 6369. 10032. 13049. 5389. 5429. 4488. 4603. 4949. 26978. 9195. 9662. 4838. 13639. 6573. 3948. 4752. 51564. 49274. 16691. 46604. 48414. 15663. 69797. 6442. 73687. 5896. 22337. SCAN 65 695. SCAN 75 CONTAINED 120 PEAKS AND NORMALIZED '< PRINTED FOR VALUES GREATER THAN 221 DIFF. 6663. 3923. 4311. 3867. 12266. 15754. 6369. 9337. 13049. 5389. 5429. 4488. 4693. 4949. 26978. 9195. 9662. 4838. 13639. 6573. 3948. 4752. 51564. 49274. 16691. 46604. 48414. 15663. 69797. 6442. 73687. 5896. 22337. 5. NORM. ] 3IF! 9. 04 5. 32 5. 85 5. 25 16. 65 21. 38 8. 64 12. 67 17. 71 7. 31 7. 37 6. 09 6. 25 6. 72 36. 61 12. 48 13. 11 6. 57 18. 51 8. 92 5. 36 6. 45 69. 98 66. 87 22. 53 63. 25 65. 70 21. 26 94. 72 8. 74 100. 00 8. 00 30. 31 �to to to 900 FIGURE D-10. i 1000 I 1100 I 1200 I 1300 I 14-00 TIME IN SECONDS I 1500 TOTftL ION CHRQMATOSRAM AND SELECTED MftSS CHROMATOSRAMS OF #284I = MfiSS 210 X = MftSS 195 0 = MfiSS 212 V = MftSS 197 1600 1700 �TABLE D-6. Normalized Mass Spectrum of Compound G. Trichlorophenol (VI) FIL0C-1 10 MICROLITER 100* GULFPORT#264 25-300 CD491 19 DEC MASS 37.0 43.0 49.8 53.© 61.0 62.0 63.0 66.0 73.0 97.0 98.0 99.8 132.Q 133.0 134.0 135.0 162.0 196.9 197.& 198.0 199.0 3 SCAN 87 12784. 28323. 15495. 15135. 27836. 37087. 21494. 14833. 23306. 108835. 23356. 48248. 68701. 36431. 45901. 22251. 14461. 241713. 19546. 227363. 16647. 73843. SCAN 65 . . . . . . 866. . 695. . . . . . . 1065. . . . . . . DIFF. 127:34. 28323. 15495. 15135. 27836. 37087. 20628. 14833. 22611. 108835. 23356. 48248. 68701. 36431. 45901. 21186. 14461. 241713. .1.^546. 227363. 16647. 73843. SCAN 87 CONTAINED 126 PEAKS AND N0RM ALIZED '/. PR INTED F0R V ALLIES GRE ATER TH AN 223 5. 0'/.. NORM.DIFF. 5.29 11.72 6.41 6.26 11.52 15.34 8.53 6.14 9.35 45.83 9.66 19.96 28.42 15.07 18.99 8.76 5.98 100.00 8.09 94.06 6.89 30.55 �NJ O 900 FIGURE D-ll. i ooo iioo i£00 1300 114-00 TIME IN SECONDS 1500 TOTftL ION CHROMfiTOSRftM ftND SELECTED MflSS CHROMRT06RRMS OF I = MftSS leoo 1700 �TABLE D-7. Normalized Mass Spectrum of Compound H. Dichloro-methoxyanisole (X) FIL0C-1 10 M I C R O L I T E R MASS 28,. 0 29. 0 31. 0 32. 0 35. 0 36. 0 37. 0 38. 0 39. @ 44. 0 47. @ 43. 0 49. 0 50. 0 53. 0 55. 0 60. 0 61. 0 62. 0 63. 0 65. 0 66. 0 67. 0 71.0 72. 0 73. 0 74. 0 75. 0 76. 0 77. 0 30. 0 8 1. 0 82. 0 83. 0 85. 0 87. 0 91 .0 96. 0 97. 0 93. 0 99. 0 100. 0 107. 0 103. 0 109. 8 1 11.0 113. 0 1 14 .0 115.0 120. 0 127. 0 123. 0 129. 0 130. 0 100* GULFPORT#264 25-300 CD491 19 DEC SCAN 94 14193. 1419. 1522. 2167. 619. 2725. 2888. 1379. 1096. 1352. 980. 4993. 3238. 3708. 4575. 206. 2071. 5413. 7573. 4729. 331. 2070. 1 213. 595. 2027. 4562. 2041. 2139. 312. 1291. 1081. 957. 257. 1129. 2257. 1318. 895. 1351. 14655. 3175. 9468. 1703. 1322. 586. 171 4 . 843. 3542. 298. 1278. 722. 2462. 4436. SCAN 85 12188. 412. 256. 1945. 643. 450. 363. 438. 962. 685. 604. 489. 90S. 1200. 2422. 414 . 340. 421. 2664. 661. 678. 583. 257. 696. 296. 1803. DIPT. 2005. 1007. 1266. 222. 619. 2082. 2438. 1 0 16 . 658. 390. 980. 4308. 2634. 3708. 4086. 206. 2071. 4507. 6373. 2307. 417. 1730. 1 2 1S . 595. 1606. 1898. 1380. 1461. 312. 1291. 1081. 374. 257. 1129. 2060. 1318. 199. 1055. 14655. 1372. 9468. 1708. 1322. 586. 1 7 14 . 843. 3542. 298. 1278. 722. 2462. 4436. 1004. 1004. 1441. 1441. 225 NORM. DIFF 11. 66 5. 86 7. 37 1. 29 3. 60 12. 11 14. 18 5. 91 3. 83 2. 27 5. 70 25. 06 15. 32 21. 57 23. 77 1 . 20 12.05 26. 22 37. 08 13. 42 2. 43 10. 06 7. 09 3. 46 9. 34 1 1 . 04 8. 03 8. 50 1. 82 7.5 1 6. 29 2.18 1 . 50 6 . 57 1 1 . 64 7. 67 1.16 6. 14 85. 26 7. 98 55. 08 9. 94 7. 69 3.4 1 9. 97 4. 90 20. 61 1. 73 7. 43 4. 20 14. 32 25. 81 5. 84 8. 38 �131. 0 132. 9 133. 0 134. 0 135. 0 136. 0 137. 0 141. 0 143. 0 147. 0 148. 0 149. 0 150. 0 156. 0 160. 0 163. 0 165. 0 167. 0 168. 0 169. 0 190. 0 191. 0 192. 0 193. 0 194. 0 195. 0 196. 0 197. 0 198. 0 199. 8 280. 0 201. 0 202. 0 £06. 0 207. 0 203. 0 209. 0 2 1 0 .0 212. 0 570. 7114. 5112. 5017. 3307. 1055. 625. 2094. 897. 925. 766. 482. 649. 706. 1495. 3042. 1698. 1211. 778. 1289. 229. 11081. 1098. 6834. 620. 1930. 22814. 2348. 21729. 1809. 7053. 507. 813. 11474. 1147. 7804. 767. 1 714. 520. 1718. 570. 5523. 4202. 5017. 2473. 774. 625. 2094. 897. 925. 766. 4S2. 649. 706. 746. 3042. 1698. 1211. 778. 254. 229. 11081. 1098. 6834. 620. 1178. 17189. 939. 16182. 1809. 5335. 283. 507. 530. 1591. 910. 1334. 281. 749. 1635. 802. 5625. 1409. 5547. 11474. 1147. 1093. SCAN 94 CONTAINED 108 PEAKS AND NORMALIZED V. PRINTED FOR VALUES GREATER THAN 226 7804. 767. 621. 520. 1. 0V.. 3. 32 32. 13 24. 45 29. 19 14. 39 4. 50 3. 64 12. 18 5. 22 5. 38 4. 46 2. 34 3. 78 4. 11 4. 34 17. 70 9. 88 7. 05 4. 53 1. 48 1. 33 64. 47 6. 39 39. 76 3. 61 6. 85 100. 00 5. 46 94. 14 10. 52 31. 04 2. 95 3. 08 66. 75 6. 67 45. 40 4. 46 3. 61 3. 03 �Lrt h!—! C/j Lii - Ul to ro -j i— _. tl LU cc o 900 FIGURE D-12. n n n n n n 1000 n n n n n .n 1200 1300 TOTAL ION CHROMftTOSRAM fiND SELECTED I = MASS 206 X = MASS 191 1M-00 TIME IN SECONDS 1500 CHROMATOSRfiMS OF 0 = MASS 20@ V = MASS 193 1600 1700 �TABLE D-8. Normalized Mass Spectrum of Compound I. Dichloro-methoxyanisole (X) FIL0C-1 10 MICROLITER MASS 29. 0 35. 0 36. 8 37. 0 33. 0 39. 0 41.0 43. 0 47. 0 49. 0 50. 0 51. 0 53. 8 55. 0 57. 0 59. 0 60. 0 61.0 62. 0 63. 0 64. 0 65. 0 66. 0 67. 0 69. 0 71.0 72. 0 73. 0 74. 0 75. 9 76. 0 77. 0 78. 0 79. 0 83. 0 84. 0 85. 0 86. 0 87. 0 89. 0 91 . 0 93. 0 95. 0 96. 0 97. 0 98. e 99. 0 100. 0 101. 0 102. 0 103. 0 104. 0 105. 0 107. 0 1005; GULFPORT#264 25-308 CD491 19 DEC SCAN 110 1011. 537. 1654. 1727. 1042. 1113. 1233. 832: 809. 1346. 2912. 1092. 2412. 510. 602. 527. 1199. 3589. 4656. 3695. 550. 809. 968. SCAN 106 528. 255. 1221. 970. 614. 467. 744. 242. 371. 1066. 687. 974. 328. 1613. 2123. 1586. 297. DIFF. 483. 282. 433. 757. 428. 646. 489. 590. 438. 780. 2225. 1092. 1438. 510. 2S2. 527. 1199. 1896. 2533. 2109. 550. 512. 968. 600. 600. 1563. 724. 1573. 3232. 1974. 2039. 560. 1832. 780. 559. 681. 1114. 3768. 758. 1647. 501. 861. 733. 528. 1136. 8069. 2059. 5631. 1560. 1175. 564. 610. 497. 481. 1031. 1563. 724. 699. 1160. 1234. 1288. 560. 1832. 780. 559. 681. 1114. 3273. 758. 1647. 501. 361. 733. 528. 1136. 2500. 358. 3070. 1560. 1175. 564. 610. 497. 481. 1031. . 874. 2872. 740. 751. 495. 5569. 1201. 2561. 228 NORM. DIFF 2. 05 1. 20 1.84 3.22 1. 32 2. 74 2. 03 2. 51 1.86 3.31 9.45 4. 64 6. 11 2. 17 1 . 20 2.24 5. 99 3. 06 10. 76 8.96 2. 34 2. 18 4. 11 2.55 6. 64 3.08 2. 97 4. 93 5.24 5. 47 2. 38 7. 78 3.31 2. 33 2.89 4. 73 13. 91 3. 22 7. 00 2. 13 3. 66 3. 11 2.24 4. 83 10. 62 3. 65 13. 04 6. 63 4. 99 2. 40 2.59 2. 11 2. 04 4. 33 �108. 0 109. 0 lie. 0 111. 0 112. 0 113. 0 114. 0 115. 0 119. 0 128. 0 121. 0 122. 0 124. 0 126. 0 127. 0 128. 0 131. 0 137. 0 141. 0 142. 0 143. 0 145. 0 147. 0 148. 0 149. 0 130. 0 151. 0 152. 0 156. 0 157. 0 153. 0 168. 0 161. 0 162. 0 163. 8 164. 0 165. 0 166. 0 167. 0 171. 0 175. 0 177. 0 179. 0 182. 0 187. 0 191. 0 192. 0 193. 0 194. 0 195. 0 202. 0 206. 0 655. 1329. 534. 1392. 775. 3606. 612. 1338. 651. 1990. 666. 12S5. 541. 1104. 655. 775. 610. 569. 1383. 692. 913. 572. 675. 3521. 1408. 2557. 759. 668. 1239. 658. 609. 1250. 663. 1556. 16071. 1939. 10145. 1204. 2323. 594. 571. 1055. 804. 613. 726. 4882. 1429. 3348. 1116. 1124. 662. 23535. 565. 237. 657. 1305. 584. 668. SCAM 110 CONTAINED 127 PEAKS AND NORMALIZED "< PRINTED FOR VALUES GREATER THAN NOTE: 655. 764. 534. 1392. 775. 3606. 612. 1338. 651. 1990. 379. 1285. 541. 1104. 655. 775. 619. 569. 1383. 692. 913. 572. 675. 3521. 751. 2557. 759. 66S. 1239. 653. 609. 545. 663. 251. 16071. 1939. 19145. 1204. 1739. 594. 571. 1955. 804. 613. 726. 4882. 1429. 3348. 1 116. 456. 662. 23535. 2. 78 3. 25 2. 27 5. 91 3. 29 15. 32 2. 60 5. 69 2. 77 8. 46 1. 61 5. 46 2. 30 4. 69 2. 78 3. 29 2. 59 2. 42 5. 88 2. 94 3. 88 2. 43 2. 87 14. 96 3. 19 10. 86 3. 22 2. 84 5. 26 2. 80 2. 59 2. 32 2. 82 1. 67 68. 29 8. 24 43. 11 5. 12 7. 39 2. 52 2. 43 4. 48 3. 42 2. 60 3. 08 20. 74 6. 07 14. 23 4. 74 1. 94 2. 31 100. 00 1. This is not a complete mass spectrum. Mass 206 was the highest mass recorded by the computer storage routine for this scan. 229 �TABLE D-9. Normalized Mass Spectrum of Compound J. FIL0C-1 10 MICROLITER MASS 29. 0 31. 0 36. 0 37. 0 39. 0 40. 0 42. 0 43. 0 45. 0 47. 0 49. 0 50. 0 59. 0 61. 0 62. 0 63. 0 67. 0 73. 0 74. 0 75. 0 85. 0 109. 0 111. 0 133. 0 134. 0 135. 0 136. 0 145. 0 147. 0 149. 0 161. 0 162. 0 163. @ 165. 8 175. 8 177. 0 198. 0 199. 0 £01. 0 234. 0 100:-: GULFPORT#264 SCAN 136 787. 222. 812. 447. 453. 125. 581. 456. 2799. 231. 510. 638. 692. 842. 101 8 . 1260. 211. 2857. 879. 1313. 384. 934. 1148. 1492. 719. 1676. 231. 1143. 1237. 670. 1197. 691. 918. 4£3. 1985. 1814. 3064. 2046. 678. 1574. 25- SCAN 132 531. 752. 323. 217 . 293. 230. 794. 858. 1227. 543. 660. 1315. 133. SCAN 136 CONTAINED 56 PEAKS AND NORMALIZED '/. PRINTED FOR VALUES GREATER THAN 230 CD491 19 DEC DIFF. 256. 222. 69. 124. 453. 125. 364. 163. 2569. 231. 519. 638. 692. 48. 1018. 402. £11. 1630. 879. 770. 334. 934. 1148. 1492. 59. 361. £31. 1143. 1104. 670. 1197. 691. 918. 423. 1985. 1814. 3064. 2046. 678. 1574. 1. NORM. DIFF 8. 36 7. 25 1 . 96 4. 05 14 . 78 4. 08 11 . 88 5 . 32 83 . 84 7. 54 16 . 64 20 . 82 22 . 58 1 . 57 33 . 22 13 . 12 6. 89 53 . 20 28 . 69 25 . 13 12 . 53 30 . 48 37 . 47 48 . 69 1 . 93 11 . 78 7. 54 37 . 30 36 . 03 21 . 87 39 .07 22 .55 29 .96 13 . 81 64 .78 59 . 29 108 .00 66 . 78 22 . 13 51 . 37 �i— i—i en Li-l. 2 i—i LU to U) \— CE _J LJ <\ n X v 1600 n rv n J. n y g \ v v v v n... .n n v I 16:50 v n n n n n n n v _....v v v v v v v T^ 1700 T 1750 v v i 1800 v i 1850 TIME IN SECONDS 1900 FIGURE D-13. TOTAL ION CHROMftTDSRfiM fiND SELECTED MftSS CHROMftTOeRftMS OF #284I = MflSS 4-5 X = MftSS 177 0 = MftSS 175 V = MfiSS 161 1950 20 00 �TABLE D-10. Normalized Mass Spectrum of Compound K. Butyl ester of monochlorophenoxyacetic acid (XII) FIL0C-1 18 MICROLITER MASS 23. 8 29. 0 30. 0 31.8 38. 0 39. 0 41. 8 42. 8 43. 0 45. 0 43. 0 49. 0 50. 0 51. 0 52. 0 53. 0 55. 0 56. 0 57. 0 58. 0 62. 0 63. 0 64. S 71 . 0 73. 0 74. 0 75. 0 76. 0 77. 0 78. 0 79. 0 35. 0 91.0 93. 0 99. 0 100. 0 1 0 1. 0 105. 0 111.0 1 12.0 113. 0 115.0 127. 0 128. 0 129. 0 130. 0 133. 0 141. 0 142. 0 143. 0 144. 0 150. 0 151.8 152. 0 SCAN 150 13548. 31050. 769. 983. 1141. 4493. 24230. 4544. 5304. 367. 347. 435. 2766. 2532. 372. 823. 3393. 1778. 33564. 1308. 931. 2879. 1467. 428. 2331. 1170. 7724. 1739. 5843. 1137. 433. 930. 544. 641. 3339. 402. 992. 622. 10350. 1137. 3 111. 1567. 958. 10163. 1035. 3274. 694. 13230. 4065. 5913. 1356. 798. 23566. 1347. GULFPORT#264 25-388 CB491 19 DEC SCAN 142 12639. 397. 283. 768. 311. 648. 1343. 221 743. 380. 232 DIFF. 989. 38653. 769. 983. 858. 4498. 23462. 4544. 4993. 367. 347. 435. 2766. 2532. 372. 422. 3393. 1770. 33564. ' 1308. 981. 2231. 1467. 428. 1488. 1170. 7122. 1739. 5848. 1137. 433. 759. 544. 641. 2646. 402. 992. 622. 10850. 1137. 8111. 1567. 950. 18163. 1035. 3274. 694. 17850. 4865. 5913. 1356. 798. 23566. 1847. NORM. DIFF 2. 71 91 .33 2.29 2.93 2. 5S 13 . 40 69 .90 13 . 54 14 .88 1 . 09 1 .03 1 . 45 8.24 7.54 1 . 11 1 . 26 10 . 11 5 . 27 100 . 00 3. 90 2.92 6. 65 4. 37 1 . 28 4. 43 3 . 49 21 . 22 5 . 18 17 . 42 3 . 39 1 . 29 2.26 1 . 62 1 . 91 7.38 1 . 28 2. 96 1 . 85 32 . 33 3. 39 24 . 17 4.67 2.33 39 . 28 3.08 9. 75 2. 07 53 . 13 12 . 11 17 . 62 4.04 2.38 70 .21 5. 50 �169.0 166.8 187.0 188.0 297.0 242.3 243.8 244.0 253.0 . . . . . . . . . 342. 3215. 685. 1093. 966. 6883. 842. 2235. 758. 342. 3215. 685. 1093. 966. 6383. 842. 2235. 758. SCAN 150 CONTAINED 78 PEAKS AND NORMALIZED '/. PRINTED FOR VALUES GREATER THAN 233 1.0*. 1.02 9.58 2.04 3.26 2.83 20.51 2.51 6.66 2.26 �l/J i— 1 CO "ZL LLJ M hCE _J L±J CC n V V V V V V 1800 I 2100 I 2200 n n n _o n Gff\n n n V V i 2000 o FIGURE D-14. V n V V V V V V V V I 2300 I 24-00 TIME IN SECONDS TOTAL ION CHROMCiTObRHM ftND SELECTED I = MftSS 1U-1 X = MftSS 24-2 CHROHfiTOBRfiMg OF #284- 0 = MfiSS V = MftSS 2M-4. V 2500 V 2600 �TABLE D-ll. Normalized Mass Spectrum of Compound L. Butyl ester of dichlorpphenoxyacetic acid(XIII) FIL0C-1 10 MICROLITER 100V. GULFPORT#264 25-300 CD491 19 DEC MASS 28. 0 29. 0 32. 0 33. 0 39. 0 48. 0 41. 0 42. 0 43. 0 31. 0 53. 0 55. 0 56. 0 57. 0 62. 0 63. 0 73. 0 74. 0 75. 0 98. 0 99. 0 109. 0 111. 0 113. 0 133. 0 135. 0 147. 0 156. 0 162. 0 168. 0 169. 0 175. 0 176. 0 177. 0 242. e 250. 0 278. 0 SCAN 176 13269. 5200. 2091. 214. 357. 203. 4995. 1171. 2681. 429. 267. 544. 491. 11028. 528. 343. 1315. 567. 1264. 378. SCAN 169 12652. 2691. 1925. 511. 166. 2556. 530. 554. 3293. 535. 1131. 317. 935. DIFF. 617. 2509. 166. 214 . 346. 42. 2439. 641. 2127. 429. 267. 544. 491. 7735. 528. 308. 134. 250. 329. 378. 600. 600. 724. 1361. 755. 781. 1205. 772. 510. 1523. 696. 289. 2961. 503. 1920. 434. 272. 497. 724. 1361. 755. 265. 154. 772. 510. 1523. 696. 289. 2961. 508. 1-920. 434. 272. 497_ 516. 1051. t SCAN 176 CONTAINED 46 PEAKS AND NORMALIZED X PRINTED FOR VALUES GREATER THAN 235 . 5V.. NORM. EUF 7. 98 32. 44 2. 15 2. 77 4. 47 54 31. 53 8. 29 27. 50 5. 55 3. 45 7. 03 6. 35 100. 00 6. 83 3. 98 2. 38 3. 23 4. 25 4. 89 7. 76 9. 36 17. 60 9. 76 3. 43 1. 99 9. 98 6. 59 19. 69 9. 08 3. 74 38. 28 6. 57 24. 32 5. 61 3. 52 6. 43 �lift h- I—i LJJ \— CE _J LU cc o 1800 FIGURE D-15. 1900 2000 2100 2200 2300 TIME IN SECONDS 24-00 TOTfiL ION CHROMfiTOSftfiM fiND SELECTED MftSS CHROMflTOBftfiMS OF I = MftSS 5? X = MftSS 177 0 = MftSS 175 V = MftSS 162 2500 2600 �TABLE D-12; Normalized Mass Spectrum of Compound M. Butyl ester of dichlorophenoxyacetic acid (XIII) FILSC-l 18 MICROLITER 100': GULFPORT#264 25-308 CB491 19 DEC MASS 29. 0 30.0 31.0 37. 0 38. 0 39. 0 41.0 42. 0 43. 0 45. 0 47. 0 49. 0 50. 0 5 1. 0 53. 0 55. 0 56. 0 57. 0 53. 0 59. 0 6 1 .0 62. 0 63. 0 72. 0 73. 0 74. 0 75. 0 85. 0 98. 0 109. 0 111. 0 1 1 2 .0 113. 0 128. 0 135. 0 143. 0 145. 0 146. 0 147. 0 1 6 1. 0 162. 0 163. 0 164. 0 175. 0 177. 0 179. 0 185. 0 186. 0 187. 0 195. 0 2 1 I .0 217. 0 228. 0 233.0 • SCAN 133 13327. 425. 474. 304. 471. 1861. 12428. 2958. 3363. 1682. 188. 250. 689. 568. 425. 1532. 1409. 23731. 1076. 742. 717. 841. 1647. 286. 2956. 1295. 2055. 468. 623. 1909. 2643. 631. 971. 439. 1341. 535. 2289. 485. 1802. 682. 4734. 795. 3075. 5071. 3359. 1061. 5625. 716. 2233. 363. 661. 198. 1328. 890. SCAN 133 2713. 1 189. 676. 2876. 530. 1490. 373. 5693. 408. 1202. 317. 1002. 463. 356. 1038. 842. 1082. 906. 237 D IFF. 10609. 425. 474. 304. 282. 1185. 9552. 2428. 1373. 1682. 133. 250. 316. 563. 425. 1532. 1409. 18083. 1076. 742. 717. 841. 1239. 286. 1754. 978. 1053. 468. 623. 1446. 1737. 631. 971. 439. 303. 585. 2209. 485. 1302. 682. 3892. 795. 3075. 3939. 2453. 1061. 5625. 7 16 . 2283. 369. 661. 198. 1328. 899. NORM. DIFF 58. 65 2. 35 2. 62 1. 68 1. 56 6.55 52. 81 13. 42 10. 33 9. 38 1 . 134 1. 33 1. 75 3. 14 2. 35 8. 75 7. 79 100. 00 5. 95 4.19 3. 96 4. 65 6. 35 1. 53 9. 70 5.4 1 5. 82 2. 59 3 . 44 7. 99 9. 33 3. 49 5. 37 2. 70 1 . 63 3. 23 12. 21 2. 68 9. 96 3. 77 21. 52 4. 48 17. 00 22. 85 1 3. 5£ 5. 87 31.10 3. 96 12.62 2. 04 3. 65 1. 09 7. 34 4. 92 �243.8 270.8 276.8 278.8 306. 668. 1852. 1213. . . . . 306. 668. 1852. 1218. SCAN 193 CONTAINED 68 PEAKS AND NORMALIZED "/. PRINTED FOR VALUES GREATER THAN 238 1.0":. 1.69 3.69 10.24 6.73 �ro u> VD T T T TL Q—Q n n.Q-,g £1 £L n y. ¥ y.. V V V V V V 4-00 FIGURE D-16. V .V V 800 LTT^-TTj/l'^ Q__jn.__fLJ3_n. n -y _K^-1— >f v.. ^_ .y JL.JL y y J V.... V. V V V 1200 V V V V V V 1600 V V V V V ...V V 2000 \L V 24-00 TIME IN SECONDS TQTftL ION CHROMATQSRflM AND SELECTED MfiSS CHROMfiTOSftftMS OF £ I = MftSS 57 X = MASS 28 0 = MfiSS 4-1 V = MASS 185 2SOO 3200 �TABLE D-13; Normalized mass Spectrum of Compound N. Butyl ester of dichlorophenoxyacetic acid (XIII) FIL8C-1 10 MICRQLITER 100V. GULFPORTtt264 25-390 CB491 19 DEC MASS 29. 0 41. 0 42. 0 43. 0 55. 0 57. 0 63. 0 75. 0 109. 0 111. 0 145. 0 147. 0 162. 0 164. 0 175. 0 176. 0 177. 0 185. 0 187. 0 220. 0 £22. 0 276. 0 273. 0 SCAN 217 116846. 96308. 19392. 19252. 15687. 210897. 11949. 13775. 17567. 20722. 23721. 20145. 43769. 28323. 52985. 11093. 34305. 51154. 18665. 18321. 1B709. 35292. 22643. SCAN 183 2718. 2876. 536. 1490. , 5693. 408. 1002. 463. 856. 842. 1082. 996. BIFF. 114128. 93432. 18862. 17762. 15687. 205204. 11541. 12773. 17184. 19866. 23721. 20145. 42927. 28323. 51903. 11093. 33399. 51154. 18665. 18321. 10709. 35292. 22643. SCAN 217 CONTAINED 127 PEAKS NORMALIZED '/. PRINTED FOR VALUES GREATER THAN 240 5.0*. NORM. DIFF 55. 62 45. 53 9. 19 8. 66 7. 64 100. 00 5. 62 6. 22 8. 34 9. 68 11. 56 9. 82 20. 92 13. 80 25. 29 5. 41 IS. 28 24. 93 9. 10 8. 93 5. 22 17. 20 11. 03 �TABLE D-14. Normalized Mass Spectrum of Compound R. Butyl ester of bis- dichlorophenoxyacetic acid (XIX) FIL10-3 10 M I C R O L I T E R 100* GULFPORTtt264 MASS 27. 0 28. 0 29. 0 39. 0 41. 0 43. 0 55. 0 57. 0 58. 0 63. 0 74. 0 75. 0 97. 0 100. 0 109. 0 110. 0 111. 0 127. 0 128. 0 133. 0 145. 0 146. 0 147. 0 161. 0 162. 0 163. 0 164. 0 165. 0 173. 0 175. 0 176. 0 177. 0 179. 0 131. 0 193. 0 201. 0 203. 0 219. 0 221. 0 275. 0 276. 0 277. 0 335. 0 337. 0 SCAN 67 163. 1697. 1208. 70. 683. 74. 245. 1664. 140. 231. 114. 183. 82. 69. 153. 90. 126. 78. 74. 124. 236. 74. 177. SCAN 25-450 55 28. 1564. 192. 87. 292. CB492 DIFF. 135. 133. 1016. 70. 596. 74. 245. 1372. 140. 231. 114. 183. 82. 69. 153. 98. 25. 101. 108. 78. 74. 124. 236. 74. 69. 101. 101. 36. 243. 360. 133. 248. 94. 1279. 144. 788. 133. 275. 142. 177. 84. 135. 152. 512. 67. 39. 207. 368. 133. 248. 94. 1212. 144. 788. 133. 275. 142. 177. 84. 135. 113. 512. 100. 100. 310. 103. 128. 310. 103. 128. SCAN 67 CONTAINED 72 PEAKS AND NORMALIZED '/. PRINTED FOR VALUES GREATER THAN 241 5.0*. 22MAR NORM. DIFF 9.84 9.69 74 . 05 5 . 10 43 . 44 5 . 39 17 . 86 100 . 00 10 .20 16 .84 8. 31 13 .34 5 . 98 5. 03 11 . 15 6. 56 7.36 5 . 69 5. 39 9. 04 17 . 29 5 . 39 5 .03 7. 36 15 .09 26 .24 9. 69 IS .08 6.85 88 . 34 10 . 50 57 . 43 9. 69 20 . 04 13 .35 12 .90 6 . 12 9 .84 8. 24 37 . 32 7.29 22 . 59 7. 51 9.33 �If) h- I—I H I* z I—i Ld to a _j UJ a: Cvl y v T o 1100 FIGURE D-17 " 1300 1500 T 1700 y T n y y y T T T 1900 y •?; n n n n\ nA.JP Am n n y y y v y y y y y T T T . £100 . TIME IN SECONDS T T T T 20 30 TOTAL ION CHROMftTOSftfiM flND SELECTED MflSS CHROMftTOSROMS OF #2SMX = MASS 175 D = MftSS 177 V = MASS 275 I = MASS 277 T r>\ n^ p y y y T T 2500 T T v A jft n n $c n v v v v _i' T T T T 2700 y _I �TABLE D-15; Normalized Mass Spectrum of Compound S. Butyl ester of bis- trichlorophenoxyacetic acid (XX) FIL10-3 18 MICRQLITER 100V. GULFPORTtt264 MASS 28. 0 23. 0 41.0 33. 0 57. 0 97. 0 109. 0 145. 0 162. 0 131.0 196. @ 197. 0 19S. 0 199. 0 209. 0 211. 0 213. 0 225. 0 235. 0 237. 0 309, 0 313.8 SCAN 201 25-450 SCAN 187 2003. 900. 6 15. 215. 1 125. 43. 127. SS. 95. 99. 87. 89. 135. 111. 113. 674. 600. CD492 DIFF. 325. 527. 215. 1542. 84. 88. 95. 99. 87. 39. 135. 111. 113. 674. 600. 1S4. 184. 100. 100. 134. 91. 257. 34. 134. 91. 257. 84. SCAN 201 CONTAINED 63 PEAKS AND NORMALIZED ";; PRINTED FOR VALUES GREATER THAN 243 5. 0V.. 22MAR NORM.DIFF. 21. 08 52. 53 34. 18 13. 94 100. 09 5. 45 5. 71 6. 16 6. 42 5. 64 5. 77 8. 75 7. 20 7. 33 43. 71 38. 91 11. 93 6. 49 8. 69 5. 96 16. 67 5. 45 �1/5 h~ I 1 Ul •z. LU. LL! to f— cr _j LU cc n An _n V M V 0 A,,...,.. JiA A An _m n V. 1100 FIGURE D-18 " V 1300 V V V V 1500 V _ V n n n n n n n n n n n n V. _V V V V V V V V V V V V i 1700 1900 £100 TIME IN SECONDS 2300 TOTftL ION CHROMfiTQSRftM fiND SELECTED MflSS CHROMftTOSRAMS OF X = MASS 209 D = MftSS 211 V = MPSS 309 I = MftSS 811 2500 2700 �APPENDIX E PRESENTATION OF DATA ON STANDARD SAMPLES 245 �TABLE E-l. 1-Butanol Standard Spectrum (Baker, reagent grade) FIL12-2 9.4 MICROLITER 1885; N-BUTANOL 25-388 CB491 7 JAN MASS 27.0 28.8 29.8 31.8 33.8 39.0 48.8 41.0 42.0 43.0 44.0 45.8 55.0 56.8 57.8 72.8 SCAN 5 15311. 5591. 9525. 25825. 2366. 5879. 1338. 24372. 10210. 23092. 9242. 1917. 4437. 23953. 4767. 4197. SCAN 1 . 2838. . . . . . . . . . . . . . . BIFF. 15311. 3553. 9525. 25825. 2366. 5879. 1338. 24372. 10210. 23092. 9242. 1917. 4437. 23959. 4767. 4197. SCAN 5 CONTAINED 20 PEAKS AND N 0 R M A LIZ E D '/. P RIN T £ D F 0 R V A L U E S CREATE R T H A N 246 5. 8'/.. NORM.DIFF. 59.29 13.76 36.88 108.00 9.IS 19.67 5.15 94.37 39.54 89.42 35.79 7.42 . 17.18 92.77 18.46 16.25 �TABLE E-2; 2-Butanol Standard Spectrum (MCB) FIL10-2 0.4 MICROLITER MASS 27. B 29. 0 31. 0 41. 0 43. 0 44. 8 45. 0 57. 0 59. 0 72. 8 SCAN 4 9373. 10871. 13297. 9993. 37152. 5083. 61898. 2-BUTANOL 25-380 CD491, 7JAN SCAN 10454. 6067. SCAN 4 CONTAINED 20 PEAKS AND NORMALIZED ";; PRINTED FOR VALUES GREATER THAN 247 BIFF. 9973. 10871. 13297. 9993. 37152. 5883. 61890. 5344. 10454. 6867. 5. NORM.DIFF. 16. 11 17.57 21.48 16. 15 60.03 8. 21 8. 63 16. 89 9. 80 �TABLE E-3; Tert-Butanol Standard Spectrum. (MCB) FIL09--2 0.4 MICROLITER 109* TERT-BUTANOL 25-399 CD491, 7 JAH MASS 27. 0 28. 0 23. 0 31. 8 39. 0 48. 0 41. 0 43. 0 55. @ 56. 0 57. 0 59. 0 SCAN 6889. 81 14. 6828. 3816. 14237. 3364. 44512. 2311. 7323. 21879. 3023. 1.6292. SCAN 1 2258. SCAN 4 CONTAINED 19 PEAKS AND NORMALIZED "/. PRINTED FOR VALUES GREATER THAN 248 DIFF. 6880. 5856. 6828. 9816. 14237. 3364. 44512. 2311. 7323. 21879. 3023. 16292. 5. 05i. NORM. BIFF 15. 46 13.16 15.32 22. 65 31.98 7.56 100. 00 5. 19 16. 45 49. 15 6. 79 36. 69 �TABLE E-4; Iso-Butanol Standard Spectrum (MCB) FIL08-2 8.4 MICRQLITER 1805; ISO-BUTANOL 25-300 CD491, 7 JAN MASS 27. 0 23. Q 31. 0 33. 0 39. 0 41. 0 42. 0 43. 8 57. 0 72. 8 74. 0 SCAN 4 23413. 9393. 37568. 53614. 11849. 5846S. 55274. 104396. 9245. 5359. 5272. SCAN BIFF. 23413. 9303. 37568. 53614. 11840. 58468. 55274. 104396. 9245. 53S9. 5272. SCAN 4 CONTAINED 23 PEAKS AND N0&MAL IZED '/. PRINTED F0R VALUES GRE ATER THAN 249 5. 0'/.. NORM.DIFF. 22. 43 8.91 35.99 51.36 11.34 56.01 52. 95 100.00 8. 86 5. 13 5. 05 �TABLE E-5. 1-Chloro-butane Standard Spectrum (MCB) FIL55-1 0.4 MICROLITER MASS 26. 0 27. 9 28. 0 29. 0 33. 0 39. 0 40. 0 41. 0 42. 0 43. 0 44. 0 49. 0 58. 0 51. 0 53. 0 55. 0 56. 0 57. 0 62. 0 63. 0 65. 0 SCAN 10 8746. 69428. 41803. 43925. 2662. 20956. 4386. 118531. 9855. 82498. 2964. 5140. 2143. 3 17 1 . 2203. 14086. 167203. 10133. 2420. 9051. 2852. 1-CHLORO BUTANE SCAN 2 31. 6352. 4 1. 35. 31. 70. 49. 73. 444. 47. 25-458 BIFF. 874S. 69397. 35451. 43884. 2627. 20925. 4316. 118482. 9855. 82420. 2520. 5140. 2143. 3171. 2203. 14039. 167203. 10133. 2428. 9051. 2852. SCAN 10 CONTAINED 89 PEAKS AND NORMALIZED X PRINTED FOR VALUES GREATER THAN 250 CD492 1 APR NORM. BIFF. 5. 23 41. 58 21. 20 26. 25 1. 57 12. 51 2. 58 70. 86 5. 89 49. 29 1. 51 3. 07 1. 28 1. 90 1. 32 8. 40 100. 00 6. 06 1. 45 5. 41 1. 7 1 �TABLE E-6. Ethyl benzene Standard Spectrum (MCB) FIL1S-2 8 . 4 M I C R O L I T E R 180* ETHYL-BENZENE 25-300 CD491 9 JAN MASS 27. 0 38, 0 39, 0 41. 0 50. 0 51. 0 52. 0 53. 0 62. 0 63. 0 65. 0 74. 0 77. 0 78. 0 79. 0 89. 0 91. 0 92. 0 103. 0 104. 0 105. 0 106. 0 107. 0 SCAN 8 6463. 1875. 12266. 2325. 6237. 18327. 6508. 1905. 1771. 5436. 15077. 1898. 13750. 11320. 6809. 3036. 174404. 13436. 5721. 3910. 10572. 63533. 5272. SCAN DIFF. 6463. 1875. 12266. 2325. 6237. 18327. 6508. 1905. 1771. 5436. 15077. 1898. 13750. 11320. 3036. 174404. 13436. 5721. 3910. 10572. 63533. 5272. SCAN 8 CONTAINED 32 PEAKS AND NORMALIZED X PRINTED FOR VALUES GREATER THAN 251 1. NORM.DIFF. 3. 71 1. 08 7.03 1. 33 3. 53 10. 51 3. 73 1.09 1. 02 3. 12 8. 64 1. 09 7. 88 6. 49 3. 90 1. 74 100.00 7. 70 3. 28 2. 24 6. 06 36. 43 3. 02 �TABLE E-7. lf4-Dimethyl benzene Standard Spectrum (Chemical Samples, 99.9%) FIL00-2 0.4 MICROLITER 100* 1,4 DIMETHYL BENZENE £5-380 CD491, 3 JAN MASS 39. 0 51. 8 65. 0 77. 0 79. 0 91. 0 92. 0 103. 9 105. 0 106. 0 107. 0 SCAN 7 8354. 11165. 7480. 16707. 10826. 148792. 11473. 7798. SCAN 102071. S534. DIFF. 8354. 11165. 7480. 16707. 10826. 148792. 11473. 7798. 40189. 182071. 8534. SCAN 7 CONTAINED 26 PEAKS AND NORMALIZED '/. PRINTED FOR VALUES GREATER THAN 252 5. 0*. NORM.DIFF. 5. 61 7. 50 5. 03 11. 23 7.28 100.00 7. 71 5. 24 27. 01 68. 60 5.74 �TABLE E-8. 1,2-Dimethyl benzene Standard Spectrum (Chemical Samples, 9 9 . 9 % ) . FIL05-2 9 . 4 M I C R O L I T E R 100* 1,2 D I M E T H Y L B E N Z E N E 25-380 CD491 @, 8 JAN MASS 33. 8 51. 8 65. 8 77.0 73.9 79.0 91. 0 92. 9 163. 0 105. 0 106. 0 SCAN 11376. 13666. 8719. 13367. 6616. 8314. 127619. 3660. 6940. £9768. 72611. SCAN DIFF. 11376. 13666. 8719. 13867. 6616. 8314. 127619. 9668. 29768. 72611. SCAN 9 CONTAINED 29 PEAKS AND NORMALIZED '/. PRINTED FOR VALUES GREATER THAN 253 5.0*. NORM.DIFF. 8. 91 10.71 6.83 18.87 5. 18 6.51 100.00 7. 57 5. 44 23. 33 56. 98 �TABLE E-9. FIL06-5 0.4 MAS S 27. 0 39. 0 51. 0 52. 0 65. 0 77. 0 78. 0 79. 0 91. 0 92. 0 103. 6 105. 0 106. 0 187. 0 1,3-Dimethyl benzene Standard Spectrum (Chemical Samples, 9 9 . 9 % ) MICROLITER SCAN 7332. 15326. 14999. 8282. 9148. 16052. 7499. 9232. 132990. 10469. 7314. 35794. 87694. 7672. 180* 1,3 DIMETHYL BENZENE 25-309 CD491, SCAN 3 DIFF. 7332. 15326. 14999. 8282. 9149. 16952. 7499, 9232. 132990. 10469. 7314. 35794. 87694. 7672. SCAN 8 CONTAINED 35 PEAKS AND NORMALISED '/. PRINTED FOR VALUES GREATER THAN 254 5.0";. NORM. DIFF 5 . 51 11 . 52 11 . 28 6. 23 6. 87 12 .07 5.64 6. 94 100 .00 7. 37 5 . 58 26 . 91 65 . 94 5 . 77 8JAN �TABLE E-1(K FIL07-2 0.4 MASS 39.6 51. 0 63. 65. 91. 32. 93. 0 Toluene Standard Spectrum (Fisher, 9 9 . 9 % ) . MICROLITER 100* TOLUENE 25-308 CD491 7 JAN SCAN 13411. 7591. 7787. 15055. 146576. 110376. 3130. SCAN DIPT. 13411. 7591. 7787. 15055. 146576. 110376. S130. SCAN 5 CONTAINED S3 PEAKS AND NORMALIZED '/. PRINTED FOR VALUES GREATER THAN 255 5.0*. NORM.BIFF. 3. 15 5. 18 5.31 10. 27 100.00 75. 30 5.55 �TABLE -11. Isooctyl ester of Silvex (trichlorophenoxy propionic acid) Standard Spectrum (98%, kit number 53, Polyscience Corporation). FIL21-1 1 M I C R Q L I T E R 20* ISO-OCTYL S I L V E X / CHCL3 MASS 27. 0 29. 0 39. 0 41. 0 42. 9 43. 0 53. 8 53. 0 56. 0 57. 0 58. 0 63. 0 63. 0 70. 0 71.0 72. 0 73. 0 74. 0 75. 0 83. 0 84. 0 85. 0 97. 0 33. @ 109. 0 111.0 113. 0 133. 0 145. 0 147. 0 159. 0 162. 0 164. 0 175/0 177. 0 179. 0 181.0 188. 0 198. 0 196. 0 197. 0 198. 0 SCAN 97 469. 1075. 176. 1596. 335. 3450. 91. 1601. 6052. 309. 64. SCAN 73 16. 63. 55. 30. 76. 1070. 1070. 545. 2620. 162. 744. 107. 75. 510. 545. 2620. 162. 353. 107. 75. 510. 485. 160. 262. 160. 262. 101. 136. 118. 222. 105. 164. 276. 66. 166. 116. 316. 165. 120. 67. 124. 87. 1191. 117. 938. 82. 391. 101. 147. 200. 0 207. 0 220. 0 221 0 222. 0 223. 0 224. 8 225. 0 226. 0 227. 0 268 0 DIFF. 453. 1012. 176. 1541. 335. 3450. 91. 1571. 809. 5976. 309. 64. 329. 418. 196. 270. 835. 121. 742. 83. 214. 101. 235. 99. 256 136. 118. 222. 105. 164. 129. 66. 166. 116. 316. 165. 120. 67. 124. 87. 1191. 117. 938. 82. 389. 94. 418. 97. 270. 835. 121. 742. S3. 214. 101. 25-450 CD492 NORM. DIFF 7.58 16 . 93 2. 95 25 . 79 5.61 57 . 73 1 . 52 26 . 29 13 . 54 100 . 00 5. 17 1 . 07 17 . 90 9. 12 43 . 84 2. 71 5. 91 1 .79 1 . 26 8. 53 8. 12 2. 68 4. 38 1 . 69 2. 28 1 . 97 ' 3. 71 1 . 76 2. 74 2. 16 1 . 10 2. 78 1 . 94 5. 29 2.76 2. 01 1 . 12 2. 87 1 . 46 19 .93 1 . 96 15 . 70 1 . 37 6. 51 1 . 57 6. 99 1 . 62 4.52 13 . 97 2. 02 12 . 42 1 . 39 3 . 58 1 . 69 19 MAR �270.0 332.8 380.0 382.0 146. 156. 135. 169. . . . . SCAN 97 CONTAINED 99 PEAKS AND NORMALIZED X PRINTED FOR VALUES GREATER THAN 257 146. 156. 135. 169. 1.05S. 2.44 2.61 2.26 2.83 �TABLE E-12. Isooctyl ester of silvex (trichlorophenoxy prop.ionic acid) Standard Spectrum(98%, kit number 53, Polyscience Corporation). FIL21-1 I M I C R O L I T E R 20* ISO-OCTYL S I L V E X / CHCL3 MASS 26 . 0 27, 3 . 2.9,. 0 39 . 0 41., 0 42 . 0 43 . 0 53, 0 , 55. 0 , 56. 0 , 57, 0 . 58. 0 62, 0 , 67, 0 , 69. 0 , 70. 0 71., 0 72. 0 , 73. 0 74. 0 75. 0 83. 0 , 84. 0 85. 0 97. 0 93. 0 109. 0 111. 0 113. 0 143. 0 145. 0 146. 0 159. 0 160. 0 161. 0 162. 0 167. 0 169. 0 179. 0 181. 0 188. 0 19@. 0 192. 0 194. 0 195. 0 196. 0 197. 0 198. 0 199. 0 200. 0 21 9 0 . 223. 0 224. 0 225. 0 SCAN 114 SCAN 73 87. 953. 1826. 308. 2957. 468. 5522. 178. 3179. 1085. 8729. 408. 104. 145. 1981. 520. 5718. 438. 1044. 191. BIFF. 16. 63. NORM. D IFF 55. 76. 391. 1.01 937. 1763. 308. 2902. 468. 5522. 178. 3149. 1085. 8653. 408. 104. 145. 1981. 520. 5718. 433. 653. 191. 10. 83 20. 37 3. 56 33. 54 5. 41 63.82 2. 06 36. 39 12. 54 88. 662. 446. 392. 430. 662. 446. 392. 430. 98. 98. 179. 225. 421. 118. 125. 179. 225. 421. 118. 125. 98. 98. 129. 129. 123. 1.28. 133. 124. 95. 90. 1.33. 124. 95. 90. .1.63. 183. 212. 163. 499. 246. 87. 2664. 274. 2421. 260. 811. 1.30. 1726. 208. 163. 183. 212. 163. 499. 246. 87. 2664. 274. 2421. 260. 811. 130. 1726. 208. 1647. CD492 87. 88. . 25-450 258 1647. 100. 0 0 4. 72 1. 20 1. 68 22.89 6.01 66. 08 5. 06 7. 55 2. 21 1. 02 7. 65 5. 15 4. 53 4. 97 1. 13 2. 07 2. 60 4. 87 1. 36 1. 44 1. 13 1 . 49 1. 48 1 . 54 1 . 43 1.10 1 . 04 1. 88 2. 11 2. 45 1 . 88 5. 77 2. 84 1.01 30. 79 3.17 27. 98 3. 00 9. 37 1. 50 19.95 2. 40 19.03 19 MAR �226.0 227.9 268.0 278.8 376.0 389.0 332.0 146. 547. 210. 243. 90. 292. 319. . . . . . . . SCAN 114 CONTAINED 123 PEAKS AND NORMALIZED '/. PRINTED FOR VALUES GREATER THAN 259 146. 547. 210. 243. 90. 292. 319. l.Q'4. 1.69 6.32 2.43 2.31 1.84 3.37 3.69 �TABLE E-13. Isooctyl ester of 2,4,5-trichlorophenoxy-acetic acid Standard Spectrum (90%, kit number 53, Polyscience Corporation), FIL20-2 1 MICROLITER 20* ISO-OCTYL-2,4,5-TV CHCL3 MASS 27. 0 29. 0 31. 0 39. 0 41. 0 42. 0 43. 0 44. 0 53. 0 54. 0 55. 0 56. 0 57. 0 58. 0 62. 0 67. 0 68. 0 69. 0 70. 0 71. 0 72. 0 74. 0 82. 0 83. 0 84. 0 85. 0 86. 0 97. 0 109. 0 111. 0 112. 0 113. 0 115. 0 133. 0 143. 0 144. 0 145. 0 146. 0 148. 0 167. 0 169. 0 179. 0 181. 0 183. 0 196. 0 198. 0 209. 0 209. 0 211. 0 213. 0 254. 0 255. 0 256. 0 257. 0 SCAN 121 903. 2513. 140. 518. 5249. 1419. 9448. 421. 218. 109. 5082. 2316. 9763. 4 15 . 163. 220. 471. 6133. 1693. 4918. 268. 196. 154. 1829. 3033. 722. 121. 767. 264. 147. 181. 126. 137. 104. 170. 141. 420. 328. 190. 125. 143. 483. 381. 204. 342. 340. 105. 933. 772. 262. 1549. 209. 1507. 162. SCAN 77 47. 60. 140. 167. 247. 64. 79. 175. 52. 120. 44. 60. 260 DIFF. 856. 2453. 140. 518. 5109. 1419. 92S1. 174. 218. 109. 5018. 2237. 9588. 415. 163. 220. 471. 6881. 1693. 4798. 268. 156. 154. 1829. 3033. 722. 121. 723. 264. 147. 181. 126. 137. 104. 170. 141. 420. 328. 190. 125. 143. 403. 381. 294. 342. 340. 105. 873. 772. 262. 1549. 209. 1507. 162. £5-459 CD492 NORM. DIFF 8. 93 25 . 58 1 . 46 5. 40 53 . 29 14 . 80 96 . 80 1 . 81 2. 27 1 . 14 52 . 34 23 . 33 100 . 00 4. 33 1 .70 2. 29 4. 91 63 . 42 17 . 66 50 . 04 2 .80 1 . 63 1 . 61 19 . 08 31 . 63 7. 53 1 . 26 7.54 2 . 75 1 . 53 1 . 89 1 .31 1 . 43 1 . 08 1 .77 I . 47 4. 38 3. 42 i . 98 1 . 30 1 . 49 4. 20 3 . 97 2 . 13 3. 57 3. 55 1 . 10 9. 11 8. 05 2. 73 16 . 16 2. 18 15 . 72 1 . 69 19 MAR �.366.8 " if" O ' 663. "T- 378.0 . 185. . SCAN 1 2 1 C O N T A I N E D 1 1 5 P E A K S A N D N O R M A L I Z E D "< P R I N T E D FOR V A L U E S G R E A T E R THAN 261 663. 6.91 i::r •*? -71 i"" •.' •"• "' y- 185. 1.93 1.0*. r^ A �TABLE E-14. Isooctyl ester of 2,4,5 trichlorophenoxy-acetic acid Standard Spectrum (90% kit number 53, Polyscience Corporation). FIL20-2 1 MICROLITER 20* ISO-QCTYL-2,4,5-TV CHCL3 MASS 27.. 0 29., 0 39. 0 . 41. 0 , 42. 0 . 43. 0 53. 0 55. 0 56. 0 57. 0 58. 0 67. 0 68. 0 69. 0 70. 0 71. 0 72. 0 73. 0 74. 0 81. 0 83. 0 84. 0 85. 0 86. 0 97. 0 109. 0 111. 0 112. 0 113. 0 143. 0 144. 0 145. 0 146. 0 147. 0 148. 0 169. 0 179. 0 181. 0 183. 0 196. 0 198. 0 200. 0 269. 0 211. 0 2 5. 3 0 . 221. 0 254. 0 255. 0 256. 0 257. 0 258. 0 281. 0 355. 0 366. 0 SCAN 105 487. 1190. 269. 2789. 684. 6112. 169. 2780. 2117. 9152. 421. SCAN 77 47. 60. 148. 167. 64. 79. 175. 94. 152. 2052. 1641. 3164. 231. 962. 134. 171. 1214. 559. 493. 52. 120. 337. 40. 67. 93. 44. 809. 136. 138. 145. 115. 110. 131. 277. 180. 526. 206. 130. 366. 262. 136. 371. 252. 121. 575. 499. 137. 342. 1136. 145. 1121. 166. 60. 124. 1.52. 315. 233. 175. 464. 142. 69. 262 DIFF. 440. 1130. 269. 2649. 684. 5945. 169. 2716. 2038. 8977. 421. 94. 152. 2080. 1641. 3044. 231. 625. 94. 104. 1214. 559. 493. 93. 765. 136. 138. 145. 115. 110. 131. 277. 180. 368. 206. 130. 366. 262. 136. 371. 252. 121. 515. 499. 137. 218. 1136. 145. 1121. 152. 315. 91. 106. 464. 25-450 CD492 NORM.DIFF. 4. 90 12.59 3.00 29.51 7.62 66.22 1. 88 38. 26 22. 70 100.00 4. 69 1,05 1. 69 22. 28 18.28 33.91 2. 57 6. 96 1. 05 1. 16 13.52 6. 23 5.49 1. 94 52 1 51 1.54 1 62 1 28 1 23 1 46 3.09 2. 01 4. 01 2. 29 1. 45 4. 08 2.92 1.51 4. 13 2. 81 1.35 5. 74 5. 56 1. 53 2.43 12. 65 1.62 12. 49 1. 69 3.51 1. 01 1. 18 5. 17 19 MAR �36S.0 370.0 423.8 457. 163. 93. . . . SCAN 105 CONTAINED 107 PEAKS AND NORMALIZED X PRINTED FOR VALUES GREATER THAN 263 457. 163. 93. 1.0*. 5.99 1.82 1.04 �TABLE E-15. Isooctyl ester of 2,4-dichlorophenoxy-acetic acid Standard Spectrum (99+%, kit number 53, Polyscience Corporation), FIL26-1 1 M I C R O L I T E R 20* ISO-OCTVL 2, 4-H/ CHCL3 MASS 27. 0 29. 0 39. 0 41. 0 42. 0 43. 0 44. 0 53. 0 55. 0 56. 0 57. 0 58. 0 63. 0 67. 0 68. 0 69. 0 70. 0 71. 0 72. 0 74. 0 75. 0 77. 0 83. 0 84. 0 85. 0 86. 0 97. 0 98. 0 SCAN 101 SCAN 941. 2436. 608. 4945. 1309. 9968. 389. 294. 4701. 1786. 10144. 435. 302. 173. 410 . 5454. 1206. 5034. 217 . 156. 394. 15 1 . 1954. 3104. 661. 116. 624. 61 5@. 67. 217. 38. 188. 20. 27. 25-400 DIFF. 941. 2386. 60S. 4855. 1309. 9901. 172. 294. 4663. 1786. 9956. 415. 302. 173. 410. 5454. 1206. 5034. 2 17 . 156. 367. 151. 1954. 3104. 661. 116. 624. 101. 101. 101. 0 101. 101. 109. 0 1 1 0 .0 111. 0 112. 0 113. 0 115. 0 133. 0 135. 0 145. 0 147. 0 149. 0 161. 0 162. 0 163. 0 164. 0 . 175. 0 177. 0 179. 0 220. 0 438. 172. 629. 237. 251. 108. 230. 126. 686. 640. 224. 185. 666. 165. 425. 1601. 979. 152. 2136. 438. 172. 629. 237. 251. 108. 230. 126. 686. 570. 224. 185. 666. 165. 425. 1601. 979. 152. 2136. 70. 264 CB492 NORM. IUFF 9.45 23 . 97 6. 11 , 48 . 76 13 . 15 99 . 45 1 . 73 2 . 95 46 . 84 17 .94 100 . 00 4. 17 3. 03 1 . 74 4. 12 54 . 78 12 . 11 50 . 56 2. 18 1 . 57 3. 69 1 . 52 19 . 63 31 . 18 6. 64 1 . 17 6. 27 1 . 01 1 . 01 4. 40 1 . 73 6.32 2 . 38 2. 52 1 . 08 2. 31 1 . 27 6. 89 5 . 73 2. 25 1 . 86 6. 69 1 . 664.27 16 . 08 9. 83 1 . 53 21 . 45 19 MAR �221.0 222.8 223.8 332.8 334.8 336. jt 292. 1217. 171. 975. 315. 153. 76. . . . . . SCAN 101 CONTAINED 185 PEAKS AND NORMALIZED '/. PRINTED FOR VALUES GREATER THAN 265 216. 1217. 171. 975. 515. 153. 1.0*. 2.17 12.22 1.72 9.79 5.17 1.54 �TABLE E-^16. Isooctyl ester of 2,4-dichlorophenoxy-acetic acid Standard Spectrum (99+%, kit number 53, Polyscience Corporation). FIL26-1 1 MICRQLITER 20* ISO-OCTYL 2,4-D' CHCL3 MASS 27. 9 23. 8 39. 0 41. 0 42. 0 43. 0 44. 0 53. 0 55. 0 56. 0 57. 0 58. 0 63. 8 67. 0 63. 0 69. 0 70. 0 71. 0 72. 0 74. 0 75. 0 83. 0 84. 0 85. 0 97. 0 98. 0 101.0 109. 0 110. 0 111.0 112. 0 113. 0 133. 0 145. 0 147. 0 149. 0 161. 0 162. 0 163. 0 164. 0 175. 0 176. 0 177. 0 179. 0 220. 0 SCAN '< 1710. 3934. 866. 7773. 1974. 18564. 661. 340. 7393. 5138. 25756. 1077. 520. 280. 409. 5269. 4595. 7799. 501. 365. 599. 3014. 1356. 1581. 2073. 274. 419. 665. 2-36. 1248. 374. 586. 404. 1343. 1243. 292. 341. 1238. 382. 766. 2553. 331. 1624. 297. 3750. SCAN 61 50. 90. 67. 217. 38. 188. 20. 27. 70. 266 25-489 DIFF. 1719. 3884. 866. 7683. 1974. 18497. 444. 340. 7355. 5138. 25568. 1057. 520. 280. 409. 5269. 4595. 7793. 501. 365. 572. 3014. 1356. 1581. 2073. 274. 419 . 665. 256. 1248. 374. 506. 404. 1343. 1173. 292. 341. 1238. 382. 766. 2553. 331. 1624. 297. 3750. CB492 NORM. DIFF 6. 69 15. 19 3.39 30. 85 7.72 72. 34 1. 74 1. 33 31. 11 20. 10 100. 00 4. 13 2. 03 1. 10 1. 60 20. 61 17.37 30. 58 1 . 96 1. 43 2. 24 1 1 . 73 5.30 6.18 8. 11 1. 07 1. 64 2. 60 1. 00 4. 88 1. 46 1. 98 1. 58 5. 25 4. 59 1. 14 1. 33 4. 84 1. 49 3. 00 9. 33 1. 23 6. 35 1. 16 14. 67 19 MAR �0 222.0 223.6 224.0 f2'0 333.0. 334 0 ' 432. 2389. 284. 387. 1633. 3.99. 1889. 76. . . . • . SCAN 88 CONTAINED 119 PEAKS AND NORMALIZED "4 PRINTED FOR VALUES GREATER THAN 267 376. ? 309 £84' 3ft? 1655: 399 1 1.02. 1 47 9 0, f'f5 fi' 4? J gl �TABLE E-17. 2-ethyl-hexyl ester of 2,4,5-trichlorophenoxyacetic acid Standard Spectrum (EPA/FDA Standard) FIL42-1 0.5 M I C R O L I T E R 10* 2-ETHYL-HEXYL-2, 4, 5-Tx REALLY MASS 27 . 0 29 . 0 39 . 0 41 . 0 42 . 0 43 . 0 53 . 0 55 . 0 56 . 0 57 . 0 58 . 0 68 . 0 69 . 0 78 . 0 71 . 0 72 . 0 73 . 0 74 . 0 83 . 0 34 . 0 97 . 0 109 . 0 112 . 0 143 . 0 144 . 0 145 . 0 146 . 0 147 . 0 148 . 0 167 . 0 179 . 0 181 . 0 183 . 0 196 . 0 198 . 0 200 . 0 289 . 0 210 . 0 211 . 0 21 3 0 . 219 . 0 221 . 0 254 . 0 255 . 0 256 . 0 257 . 0 258 . 0 366 . 0 368 .91 370 . 0 SCAN 112 1169. 3241. 445. 4701. 1188. SCAN 99 39. 103. 45. 42. 107. 10020. 153. 3170. 1322. 14545. 594. 164. 1 2 16 . 5559. 7753. 487. 662. 193. 1524. 583. 239. 264. 271. 221. 180. 348. 278. 334. 205. 170. 476. 496. 171. 541. 613. 182. 661. 145. 657. 167. 146. 264. 2013. 171. 1888. 215 . 623. 520. 60S. 161. 66. 115. 81. 84. 354. 46. 142. 60. 119. SCAN 1 1 2 C O N T A I N E D 116 PEAKS A N D N O R M A L I Z E D '4 P R I N T E D FOR V A L U E S G R E A T E R THAN 268 DIFF. 1130. 3138. 445. 4656. 1146. 9913. 153. 3104. 1322. 14430. 594. 164. 1216. 5478. 7669. 487. 308. 147. 1524. 583. 239. 264. 271. 221. 180. 348. 278. 192. 205. 170. 476. 496. 171. 541. 613. 182. 601. 145. 657. 167. 146. 145. 2013. 171. 1888. 215. 623. 520. 60S. 161. 1.0*. 25-459 CD492 1 NORM. DIFF 7. 83 21. 75 3. 08 32. 27 7. 94 68. 70 1. 06 21. 51 9. 16 100. 00 4. 12 1. 14 8. 43 37. 96 53. 15 3. 37 2. 13 1. 02 10. 56 4. 04 1. 66 1. 83 1. 38 1. 53 1. 25 2. 41 1. 93 1. 33 1. 42 1. 18 3. 30 3. 44 1. 19 3. 75 4. 25 1. 26 4. 16 1. 00 4. 55 1. 16 1. 01 1. 00 13. 95 1. 19 13. 08 1. 49 4. 32 3. 60 4. 21 1. 12 �TABLE E-18. FIL41-2 MASS 27. 0 29. 0 39. 0 41. 0 42. 0 43. 0 44. 0 53. 0 55. 0 56. 0 57. 0 58. 0 63. 0 69. 0 70. 0 71. 0 72. 0 73. 0 74. 0 75. 0 83. 0 84. 0 85. 0 97. 0 09. 0 2-ethyl-hexyl ester of 2,4-dichlorophenoxy-acetic acid Standard Spectrum (EPA/FDA Standard) 1 MICROLITER SCAN 93 1387. 3945. 667. 5648. 1402. 12591. 541. 234. 3853. 1683. 17209. 644. 409. 1274. 5122. 8801. 607. 519. 244. 551. 1460. 653. 238. 186. 56 6 . 2 - E T H Y L - H E X Y L - 2 , 4, D/ SCAN 76 25. 52. 48. 242. 29. 34. 315. 48. 110.0 111.0 112. 0 113.0 133. 0 145. 0 149. 0 161.8 162. 0 163. 0 175. 0 176. 9 177. 0 185. 0 220. 0 221. 0' 222. 0 223. 0 224. 0 332. 0 333. 0 334. 0 SCAN 475. 407. 273. 943. 234. 330. 1518. 301. 793. 1554. 275. 1022. 356. 3668. 401. 84. 220. 372. 1046. 255. 755. CHCL3 CB492 19 MAR 25-4 DIFF. 1387. 3920. 667. 5596. • 1492. 12543. 299. 234. 3824. 1683. 17175. 644. 469. 1274. 5122. 8801. 607. 204. 244. 511. 1460. 653. 238. 186. 566. 188. 795. 475. 407. 273. 943. 234. 330. 1518. 301. 793. 1554. 275. , 1022. 356. 3668. 317. 2084. 220. 372. 1846. 255. 755. 93 C O N T A I N E D 112 P E A K S AND NORMALIZED "< PRINTED FOR VALUES GREATER THAN 269 . 05{. NORM. DIF 8. 08 22. 82 3. 88 32. 58 8.16 73. 03 1. 74 1. 36 22. 26 9. 80 100. 00 3.75 2. 38 7. 42 29. 82 51. 24 3. 53 1 . .1. 9 1 . 42 2. 98 8. 50 3. 80 1 . 39 1 . 08 3. 30 1. 09 4. 63 2. 77 2. 37 1. 59 5. 49 1. 36 1 . 92 S. 84 1 . 75 4. 62 9. 05 1 . 60 5. 95 2. 07 21. 36 1. 85 12. 13 1. 28 2.17 6. 09 1. 48 4. 40 �TABLE E-19. Isobutyl ester of 2,4-dichlorophenoxyacetic acid Standard Spectrum (EPA/FDA Standard) FIL0A-3 10 MICROLITER MASS 27. 0 29. B 30. 0 31. 0 36. 0 39. 9 41. 0 42. 0 43. 0 44. 0 53. 0 55. 0 56. 0 57. 8 63. 0 73. 0 75. 0 85. 0 112. 0 145. 0 147. 0 161. 0 162. 8 164. 0 175. 0 176. 0 177. 0 185. 0 220. 0 222. 0 276. 0 278. 0 SCAN 168 2984. 16009. 274. 412. 392. 2193. 18679. 3821. 4524. 914. 367. 1893. 2966. 56412. 1726. 1175. 2130. 463. 829. 3189. 2800. 1289. 7660. 5066. 9413. 1741. 5948. 4475. 4694. 3035. 6996. 4392. ISOBUTYL-2, 4-D 25-399 CD431 19 JAN SCAN 158 SCAN 168 CONTAINED 34 PEAKS AND NORMALIZED "4 PRINTED FOR VALUES GREATER THAN 270 DIFF. 2984. 16009. 274. 412. 392. 2193. 18679. 3821. 4524. 914. 367. 1893. 2966. 56412. 1726. 1175. 2130. 463. 829. 3189. 2800. 1289. 7660. 5066. 9413. 1741. 5948. 4475. 4694. 3035. 6996. 4392. NORM. DIFF 5.29 28 . 38 .49 .73 . 69 3.89 33 . 11 6.77 8. 02 1 . 62 .65 3. 36 5. 26 100 . 00 3. 06 2. 08 3.78 . 82 1 . 47 5. 65 4. 96 2. .28 13 .58 8. 98 16 . 69 3.09 10 . 54 7. 93 8. 32 5. 38 12 . 40 7. 79 �TABLE E-20. 2,4,-dichlorophenol Standard Spectrum FIL17-2 3.5 MICRQLITER 40:-: 2,4 DICHLORO PHEHOL 25MASS 29. 0 31.0 36. 0 37. 0 38. 0 39. 0 48. 0 49. 0 50. 0 51. 0 53. 0 60. 0 61. 0 62. 0 63. 0 64. 0 65. 0 66. 0 73. 0 74. 0 75. 6 81. 0 83. 0 98. @ 99. 0 100. 0 101. 0 126. 0 128. 0 162. 0 163. 0 164. 0 165. 0 166. 0 198. 0 SCAN 54 602. 1787. 1117. 2545. 2464. 1768. 1652. 4812. 2235. 639. 2983. 713. 3032. 4765. 26843. 3164. 819. 551. 5166. 1540. 1907. 2743. SCAN 47 DIFF. 602. 1787. 1117. 2545. 2464. 1768. 1652. 4812. 2235. 639. 713 . 3032. 4765. 26843. 3164. 819. 551. 5166. 1540. 1907. 2743. 800. 800. 20763. 6985. 6970. 2003. 6977. 4311. 53618. 3881. 33708. 2068. 5375. 1494. 20763. 6985. 6970. 2803. 6977. 4311. 53618. 3881. 33708. 2068. 5375. 1494. SCAN 54 CONTAINED 42 PEAKS AND NORMALIZED '; PRINTED FOR VALUES GREATER THAN 271 1. 03;. (MCB) CD491 10 JAN NORM. DIFF. 1 . 12 3.33 2.08 4. 75 4. 60 3. 30 3.08 8.97 4. 17 1 . 19 5.56 1..33 5. 65 8. 89 50. .06 5. 90 1. 53 1..03 9. 63 2. 87 3. 56 5. 12 1. 49 38. 72 13. 03 13. 00 3. 74 13. 01 8. 04 100. 33 7. 24 62. 37 3. 86 10. 02 2. 79 �TABLE E-21. 2,4,5-trichlorophenol Standard Spectrum (MCB) FIL19-2 9 . 4 MICRQLI.TER 40* 2, 4, 5-TRICHLORO PHENOL MASS 29. 0 31. 0 36. 0 37. 0 38. 0 48. 0 49. 0 53. 0 61. 0 62. 0 63. 0 66. 0 73. 0 74. 0 75. 0 97. 0 98. 0 99. 0 0 132. 0 134. 0 100. 135. 0 162. 0 164. 0 196. 0 198. 0 200. 0 ' SCAN « 206. 244. 525. 709. 341. 1907. 1056. 916. 1552. 2154. 1520. 1052. 1367. 470. 330. 5821. 1599. 2889. 593. 3921. 2617. 1278. 1622. 786. 14174. 13075. 4390. SCAN 56 DIFF. 206. 244. 525. 709. 341. 1907. 1056. 916. 1552. 2154. 1520. 1052. 1367. 470. 330. 5821. 1599. 442. SCAN 60 CONTAINED 29 PEAKS AND NORMALIZED * PRINTED FOR VALUES GREATER THAN 212 2889. 593. 3921. 2617. 1278. 1622. 786. 14174. 12633. 4390. 19-300 CD491 NORM. ] CUF 1., 45 1.. 72 3., 70 5.. 00 2. 41 13. 45 7. 45 6. 46 10. 95 15. 20 10. 72 7. 42 9. 64 3. 32 2. 33 41. 07 11. 28 20. 38 4. 18 27. 66 18. 46 9. 02 11. 44 5. 55 100. 00 89. 13 30. 97 10 JAN �TABLE E-22. Dichloro-anisolfe (dichloromethoxy benzene1 Standard Spectrum (Aldrich, 9 9 % ) FIL56-1 2 M I C R O L I T E R 2% DI- PLUS T R I - CHLQRO-ANISQLE 25-450 CD492 1 APR MASS 23. 0 31. 0 37. 0 38. 0 39. 0 47. @' 48. 0 49. 0 50. 0 51. 0 53. 0 60. 0 61. 0 62. 9 63. 0 £1! *T , C4 t J rf U 72. 0 73. 0 74. 0 75. 8 76. 0 77. 0 83. 0 84. 0 85. 0 86. 8 87. 0 97. 0 98. 0 99. 0 100. 0 107. 8 109. 0 110.0 1 1 1 .0 112.0 113. 0 126. 0 128. @ 133. 0 134. 0 135. 0 136. 0 137. 0 141. 0 145. 0 147. 0 148. 0 161. 0 162. 0 163. 0 164. 0 165. 0 176. 8 SCAN 121 493. 198. SCAN 193 67. 1010. 1010. 788. 341. 241. 211. 460. S23. 722. 466. 247. 914. 1567. 3496. 33. 35. •""' £' iiT . £.OO 560. 3619. 1661. 3092. 306. 673. 543. 587. 714 . £84. 204. 844. 841. 314. 249. 529. 1236. 294. 1258. 337. 716 . 636. 1.91. 10818. 722. 7897. 442. 109.9. 203. 578. 571. 2 12 . 14755. 1034. 9349. 650. 1630. 17647. DIFF. 426. 19S. 331. 52. 20. 112. 273 675. 341. 206. 211. 460. 823. 722. 466. 247. 914. 1567. 3496. 266. 560. 3288. 1549. 3002. 306. 673. 543. 587. 714. 284. 204. 824. 841. 314. 249. 529. 1286. 294. 1258. 337. 716. 636. 191. 10818. 722. 7097. 442. 1099. 283. 578. 459. 212. 14755. 1034. 9349. 650. 1630. 17647. NORM. DIFF 2.41 1. 12 5.72 3. 83 1.93 1. 17 1.20 2.61 4.66 4.99 2. 64 1. 40 5. 18 8. 33 19. 81 1.51 3. 17 18.63 8. 78 17. 01 1. 73 3.81 3. 08 3.33 4. 05 1. 61 1. 16 4. 67 4. 77 1.78 1.41 3. 8 0 7. 29 1.67 7. 13 1.91 4.06 3.68 1. 98 61.30 4. 09 40.22 2. 50 6. 23 1. 15 3.28 2. 66 1.20 83.61 5. 86 52.98 3.68 9.24 100. 0 0 �177.0 175.8 179.0 180.9 . . . . 1439. 18807. 821. 1645. SCAN 121 CONTAINED 122 PEAKS AND NORMALIZED '/. PRINTED FOR VALUES GREATER THAN 274 1439. 18807. 821. 1645. 1. S.15 61.24 4.65 9.32 �TABLE E-23. Trichloro-anisolft (trichloromethoxy-benzene) Standard Spectrum (Aldrich, 9 8 % ) FIL56-1 2 M I C R O L I T E R 2* D I - PLUS T R I - CHLORQ-ANISOLE 25-450 CD492 1 APR MASS 23. 8 38. 8 31. 9 35. 0 36. 0 37. 8 33. 8 47. 0 48. 9 49. 8 SCAN 160 127. SCAN 137 74. 36. 48. 55. DIFF. 53. 36. 48. 55. 31. 147. 243. 44. 62. 64. 62. 130. 146. 139. 146. 50. 0 100. 100. 53. 0 55. 0 56. 0 92. 62. 30. 90. 60. 0 61.0 62. S 63. 9 71.8 72. 0 73. 0 74. 0 75.0 77. 0 83. 0 84. 0 85. 0 86. 0 87. 0 95. 0 96. 0 97. 0 98. 0 99. 0 107. 0 108. 0 109. 0 110. 0 111.0 112,0 113. 0 1 .1. 8 . 0 131. 0 O2. @ 134. 0 143. @ 144. 0 145. 0 146. 0 147. 0 148. 0 149. 0 228. 243. 188. 302. 387. 63. 74. 181. 1470. 445. 325. 37. 1138. 100. 62. 60. 188. 132. 194. 16. 43. 52. 52. 35. 165. 804. 95. 241. 339. 155. 505. 125. 232. 63. 57. 36. 82. 122. 72. 139. 114. 228. 83. 474. 73. 160. 0 105. 112. 162. @ 82. 312. 43. 34. 275 92. .62. 30. 90. 302. 387. 63. 37. 181. 332. 345. 263. 60. 188. 176. 151. 52. 52. 35. 165. 804. 95. 241. 339. 155. 505. 125. 232. 63. 57. 36. 82. 122. 72. 139. 114. 228. 83. 162. 30. 71. 112. 82. NORM. DIFF 1.79 1.22 1.62 1.86 4. 97 8. 22 2. 17 2. 19 4. 40 4. 94 3. 38 3. 11 2.10 1. 91 3.04 19.22 13. 89 2. 13 1.25 6. 12 11.23 11. 67 8.96 2. S3 6. 36 5. 95 5. 11 1.76 1.76 1. 18 5.58 27.20 3. 21 8. 15 11.47 5.24 17.08 4.23 7. 85 2.13 1. 93 1 . 22 2. 77 4. 13 2. 44 4. 70 3.86 7. 71 2.81 5. 48 1.01 2. 40 3.79 2. 77 �167.8 169.0 171.0 173.0 175.0 177.9 179.0 181.0 195.0 196.8 197.0 198.0 199.0 201.6 210.0 211.0 212.0 213.8 214.0 216.0 267.0 342.0 344. 0 1S6.5. 1928. 538. 52. 71. 62. 107. 143. 1915. 117. 1929. 113. 617. 75. 2955. 215. 2698. 213. 853. 129. 39. 70. 64. . . . . . . . . . . . . . . . . . . . . . . . SCAN 160 CONTAINED 185 PEAKS AND NORMALIZED '/. PRINTED FOR VALUES GREATER THAN 276 1865. 1928. 530. 52. 71. 62. 107. 143. 1915. 117. 1929. 113. 617. 75. 2956. 215. 2698. 213. 853. 12.9. 39. 70. 64. 1.8"',. 63.09 65.22 17.93 1.76 2.40 2.10 3.62 4.84 64.78 3.96 65.26 3.82 26.87 2.54 100.00 7.27 91.27 7.21 28.86 4.36 1.32 2.37 2. 17 �TABLE E-24; Dibenzo-p-dioxin in CHC13 (Analabs) FIL4S-1 5 M I C R O L I T E R 2* D I B E N Z Q - P - B I O X I N / CHCL3 25-450 CD492 27 MAR MASS 26 . 0 38 . 0 39 . 0 58 . 0 51 . 8 52 . 0 53 . 0 62 . 0 63 . 0 64 . 0 74 . 0 75 . 0 76 . 0 77 . 0 78 . 0 79 . 0 SCAN 8 611. 871. 793. 2331. 3268. 2419. 623. 442. 2079. 1689. 924. 1032. 1328. S96. 494. 403. 92. 0 5763. 102. 0 104. 0 126. 0 127. 0 128. 0 129. 0 130. 0 139. 0 153. 0 156. 0 184. 0 185. 0 186. 0 2462 334 581 2202 6581 825 349 328 1840 478 28951 4068 378 SCAN 32. SCAN 8 CONTAINED 85 PEAKS AND NORMALIZED "4 PRINTED FOR VALUES GREATER THAN 277 DIFF. 611. 839. 793. 2331. 3263. 2419. 623. 442. 2079. 1689. 924. 1032. 1328. 896. 494. 403. 387. 5763. 420. 2462. 334. 581. 2202. 6581. 825. 349. 328. 184®. 478. 28951. 4068. 378. NORM. DIFF 2. 11 2.90 2. 74 8.05 11 .29 8.36 2. 15 1 .53 7. 18 5. 83 3. 19 3 .56 4.59 3 . 09 1 . 71 1 . 39 1 . 06 19 . 91 1 . 45 8.50 1 . 15 2. 01 7. 61 22 .73 2.85 1 . 21 1 . 13 6. 36 1 . 65 100 . 00 14 . 05 1 . 31 �TABLE E-25; FIL49-1 MASS 26. 0 38. 0 39. 0 50. 0 51. 0 52. 0 53. 0 62. 0 63. 0 64. 0 63. 0 73. 0 74. 0 75. 0 76. 0 77. 0 79. 0 81. 0 86. 0 92. 0 101. 0 109. 0 110. 0 125. 0 126. 0 127. 0 128. 0 136. 0 139. 0 155. 0 156. 0 162. 0 164. 0 183. 0 189. 0 191. 0 218. 0 2 19 . 0 220. 0 221. 0 2-chloro-dibenzo-dioxin in CHC13 Standard Spectrum. (Analabs) 5 MICROLITER 2-CHLQRO-P-DIOXIN SCAN 30 225. 356. 296. 1573. 1545. 865. 370. 374. 2437. 481. 316. 184. 898. 1109. 677. S15. 746. 273. 190. 208. 470. 2817. 1151. 182. 1332. 2724. 273. 275. 212. 4212. 468. 591. 246. 848. 416. 201. 17577. 2387. 5838. 804. SCAN 160-240 23 SCAN 30 CONTAINED 109 PEAKS AND NORMALIZED •< PRINTED FOR VALUES GREATER THAN 278 DIFF. 225. 356. 296. 1573. 1545. 865. 370. 374. 2437. 481. 316. 184. 898. 1109. 677. 815. 746. 273. 190. 208. 470. 2817. 1151. 182. 1332. 2724. 273. 275. 212. 4212. 468. 591. 246. 848. 416. 201. 17577. 2387. 5838. 804. 1. 29 APRIL NORM. EIIF! 1. 28 2. 03 1. 68 8. 95 8. 79 4. 92 2. 11 2. 13 13. 86 2. 74 1. 80 1. 05 5. 11 6. 31 3. 85 4. 64 4. 24 1. 55 1. 08 1. 18 2. 67 16. 03 6. 55 1. 04 7. 58 15. 50 1. 55 1. 56 1. 21 23. 96 2. 66 3. 36 1. 40 4. 82 2. 37 1. 14 100. 00 13. 58 33. 21 4. 57 �TABLE E-26. FIL51-1 MASS 37. @ 38. 9 49. 0 50. 0 51. 9 53. 0 60. 0 61. 0 62. 0 63. 0 73. 0 74. 0 75. 0 76. 0 79. 0 80. 0 81.0 84. 8 85. 8 86. 0 87. 8 88. 0 94. @ 97. 8 98. 0 99. 0 100. 0 103. 0 109. 0 118. 0 113.0 125. 0 126. 0 127. 0 123. 8 160. 0 161.0 162. 0 163. 0 189. 0 191.0 217.0 213.8 219. 0 223. 0 252. 0 253. 0 254. 8 255. 8 256. 8 257. 0 SCAN 2,7-dichloro-dibenzo-p-dioxin Standard Solution (Analabs) 5 MICROLITER S A T . S O L . 2,7 SCAM 59 103. 111. 83. 530. 788. 150. 89. 113. 382. 951. 114. 537. 774. 114. 433. 453. 129. 84. 83. 184. 37. 69. 103. 80. 216. 156. 38. 83. 71. 151. 107. 386. 2084. 668. 118. 227. 363. 1 16 . 1 14 . 2074. 673. 41 8 . 98. 94. 79. 6760. 1077. 4347. 62.9. 738. 92. 59 CONTAINED SCAN DICHLQRO-P-BIOXIN 29 MARCH 52 NORM. BIFF 1.52 1.64 1.23 7. 34 10. 47 2. 22 1. 32 1.67 5. 65 14. 87 1. 69 7. 94 11. 45 1. 69 6. 41 6. 78 1.91 1. 24 1. 23 2. 72 1. 29 1. 82 1. 52 1. 18 3. 28 2. 31 1. IS 1. 23 1 . 85 2.23 1. 58 4. 53 29. 64 9. 88 1. 75 3.36 5. 37 1. 72 1. 69 30. 68 3. 96 6. 87 1. 45 1. 39 1.17 87 PEAKS AND NORMALIZED ;•; PRINTED FOR VALUES GREATER THAN 279 DIFF. 103. 111. 83. 538. 70S. 158. 89. 113. 382. 951. 114. 537. 774. 114. 433. 453. 129. 84. 83. 184. 87. 69. 103. 38. 216. 156. 88. 83. 71. 151. 187. 386. 2884. 668. .1. 1 3 . 227. 363. 116. 1 14 . 2074. 673. 410 . 98. 94. 79. 6760. 1877. 4347. 629. 738. 92. 100. 88 15. 93 64. 30 9. 38 10. 92 1 . 36 �TABLE E-27. FIL50-1 MASS 38. 0 39. 0 49. 0 50. 0 51. 0 52. 0 53. 0 61. 0 62. 0 63. 0 64. 0 73. 0 74. 0 75. 0 76. 0 77. 0 38. 0 31. 0 84. 0 85. 0 86. 0 87. 0 91. 0 92. 0 94. 0 97. 0 93. 0 99. 0 108. 0 1@9. 0 111. 0 113. 0 115. 0 125. 0 126. 0 127. 0 128. 0 160. 0 161. 0 162. 0 163. 0 172. 0 182. 0 139. 0 191. 0 196. 0 198. 0 217. 0 2 1 90 . 223. 0 225. 0 252. 0 253. 0 254. 0 2,3-dichloro-dibenzo-dioxin Standard Spectrum. (Analabs) 6 M I C R O L I T E R Z, 3-DICHLORO-P-DIQXIN SCAN 59 195. 161. SCAN 53 V I A L #2 29 M A R C H DIFF. 195. 161. 100. 350. 357. 596. 181. 116. 310. 717. 180. 121 . 537. 335. 343. 132. 439. 130. 1 17 . 293. 147. 123. 1 1 1. 126. 113. 312. 109. 219. 105. 198. 104. 334. 94. 390. 2277. 966. 161. 276. 624. 142. 165. 102. 163. 2055. 765. 218. 17 1 . 245. 108. 210. 357. 181. 116. 310. 717. 180. 121. 537. 335. 343. 132. 130. 117. 293. 147. 123. 1 11 . 126. 113. 312. 109. 219. 105. 198. 104. 33 4 . 94. 390. 2277. 966. 161. 276. 624. 142. 165. 102. 168. 2055. 765. 213. 1. 7 1 . 245. 103. 218. 101 . 101. 9176. 1392. 5928. 280 ' 9176. 1392. 5928. NORM.DIFF. 2. 13 1.75 1. 09 9. 26 3. 89 5. 51 1. 97 1. 26 3. 38 7. 81 1. 96 1. 32 6. 40 3. 65 3. 74 1. 44 5. 33 1. 96 1. 23 - 3. 19 1. 60 1. 34 1. 21 1. 37 1. 23 3. 48 1. 19 2. 39 1. 14 2. 16 1. 13 3. 64 1. 02 4. 25 24. 81 10. 53 1. 75 3. 01 6. 80 1. 55 1. 88 1. 11 1. 33 22. 48 8. 34 2. 33 1. 86 2. 67 1. 18 2. 29 1. 10 100. 80 15. 17 64. 69 �255.8 256.0 257.0 840. 1088. 131. . . . SCAN 59 CONTAINED 34 PEAKS AND NORMALIZED "4 PRINTED FOR VALUES GREATER THAN 281 840. 1880. 131. 1.05!. 9.15: 11.77 1.43 �TABLE E-28. FIL52-1 10 MICROLITER MASS 26. 0 37. 0 38. 0 39. 0 49. 8 50. 0 51 0 52. 0 53. 0 61. 62. 63. 64. 1,2,4-trichloro-dibenzo-p-dioxin Standard Spectrum, (Analabs) 0 0 0 0 73. 0 74. 0 75. 0 76. 0 77. 0 79. 0 88. 0 81. 0 92. 0 36. 0 97. 0 98. 0 99.0 108. 0 109. 0 SCAN 83 55. 1.5 « 1,2,4-TRICHLQRO-P-DIQXIN SCAN 78 51. 93. 50. 42. 358. 175. £42. 90. 72. 64. 167. 114. 70. 146. 172. 181. 64. 66. 147. 34. 48. 87. 64. 38. 60. 112. 89. 60. 176. 59. 110.0 119.0 121.0 123. 0 125. 0 126. 0 131.0 133. 0 143. 0 144. 0 145. 0 147. 0 149. 0 159. 0 160. 0 161 0 162. 0 194. 0 195. 0 196. 0 197. 0 204. 0 207. 0 68. 52. 135. 63. 65. 74. 525. 455. 157. 69. 44. 66. 553. 68. 224. 82. 273. 76. 178. 52. 102. 40. 282 BIFF. 55. 51. 93. 50. 42. 358. 175. 242. 90. 72. 64. 167. 114. 36. 146. 172. 181. 64. 66. 147. 48. 87. 64. 38. 60. 112. 89. 60. 176. 59. 48. 93. 68. 52. 135. S3. 65. 74. 525. 455. 157. 69. 44. 66. 553. 68. 224. 82. 273. 76. 178. 52. 62. 42. 29 MARCH NORM. BIFF 1. 55 1 . 44 2. 62 1. 41 1. 19 10. 10 4. 94 6. 83 2. 54 2. 03 1.81 4. 7 1 3.22 1 . 02 4. 12 4. 85 5. 11 1.81 1. 86 4.15 1 . 35 2. 46 1. 81 1 . 07 1. 69 3. 16 2. 51 1. 69 4. 97 1. 67 1 . 35 2. 62 1. 92 1 . 47 3. 81 1. 78 1. 83 2. 09 14. 82 12. 84 4.4 3 1. 95 1 . 24 1 . 86 15.61 1 . 92 6. 32 2.31 7.7 1 2. 15 5. 02 1 . 47 1 . 75 1. 19 �216.8 223.0 225.0 226.0 227.0 230.8 232.8 251.8 253.e 254.0 257.0 286.8 287.0 288.8 289.0 298.0 . . . . . . . . . . . . . . . . 77. 737. 529. 58. 76. 58. 63. 112. 87. 64. 52. 3543. 599. 3329. 581. 1844. SCAN 83 CONTAINED 38 PEAKS AND NORMALIZED '/. PRINTED FOR VALUES GREATER THAN 283 77. 737. 52.9. 58. 76. 58. S3. 112. 87. 64. 52. 3543. 599. 3329. 581. 1044. 1.05J. 2.17 28.38 14.93 1.64 2.15 1.64 1.95 3.16 2.46 1.S1 1.47 188.08 16.91 93.96 14.14 29.47 �TABLE E-29. FIL53-1 MASS 26. 0 27. 0 35. S 1,2,3,4-tetra-chloro-dibenzo-p-dioxin Standard Spectrum. (Analabs) 5 M I C R O L I T E R 3": 1 , 2 , 3 , 4 - T E T R A C H L O R O - P - D I Q X I N SCAN 127 SCAN 111 217. 44. 41. 36. 0 37. S 38. 0 39. 0 47. 0 49. 0 50. 0 51. 0 52. 0 53. 0 61.0 62. 0 63. 0 64. 0 74. 0 75. 0 76. 0 77. 0 79. 0 80. 0 33. 0 85. 0 87. 0 89. 0 92. 0 95. 0 97. 0 99. 0 104. 0 107. 0 109. 0 110. 0 111. 0 113.0 114. 0 115.0 118. 0 120. 0 121.0 122. 0 123. 0 125. 8 129, 0 132. 0 133. 0 135. 0 142. 0 153. 0 155. 0 159. 0 42. 204. 165. 39. 40. 704. 290. 124. 66. 75. 333. 174. 220. 275. 284. 14. 52. 114. 39. 91. 188. 168. 180. 48. 71 . 69. 56. 35. 141. 39. 54. 96. 47. 52. 39. 122. 64. 76. 44. 145. 45. 79. 141. 284 DIFF. 217. 44. 41. 196. 42. 204. 165. 39. 40. 704. 290. 430. 124. 66. 75. 333. 174. 228. 261. 284. 49. 52. 39. 41. 47. 114. 39. 91. 108. 168. 180. 48. 71. 69. 56. 35. 1 4 1. 39. 54. 96. 98. 130. 47. 52. 89. 122. 64. 104. 76. 44. 145. 45. 79. 141. 29 MARCH NORM. DIFF 6. 35 1 . 29 1 . 20 5.73 1 . 23 5 . 97 4.83 1 . 14 1 . 17 20 . 60 8. 48 12 . 58 3. 63 1 . 93 2. 19 3 . 74 5 .09 &. 44 .., . 64 S. 3 1 I .43 1 . 52 2. 60 1 . 28 1 . 38 3. 34 1 . 14 2. 66 3. 16 4. 92 5. 27 1 . 40 2. 08 2. 02 1 .64 1 . 02 4. 13 1 . 14 1 . 58 2. 81 2. 63 3 . 80 1 . 33 1 .52 2. 60 3 . 57 1 . 87 3. 04 2.22 1 . 29 4.24 1 . 32 2. 31 4. 13 �160. 0 161. 8 181. 0 183. 0 187. 9 194. 0 195. 0 136. 0 19S. 0 222. 0 229. 0 231 0 233. 0 248. 0 243. 0 2S0. 0 252. 0 257. 0 238. 0 259. 0 260. 0 261. 0 264. 0 235. 0 286. 0 287. 0 293. 320. 322. 324. 326. 0 0 8 0 0 449. 536. 64. 48. 63. 514. 106. 385. 75. 53. 163. 165. 47. 59. 48. 106. 41. 724. 120. 665. 115. 235. 39. 72. 89. 114. 72. 101. 50. 2510. 3418. 1561. 323. 449. 536. 64. 48. 63. 514. 106. 385. 75. 53. 163. 165. 47. 59. 48. 106. 41. 724. 120. 665. 115. 235. 39. 72. 89. 114-. 72. 191. 50. 2510. 3418. 1561. 323. SCAN 127 CONTAINED 107 PEAKS AND NORMALIZED "4 PRINTED FOR VALUES GREATER THAN 285 1. 0V.. 13., 14 15.,68 1.,87 1.,40 1 , 84 15.,04 3., 10 8.,92 2. 19 1. 55 4., 77 4. 83 1. 38 1. 73 1. 40 3. 10 1. 28 21. 18 3. 51 19. 4S 3. 36 6. 88 1. 14 2. 11 2. 60 3. 34 2. 11 2. 95 1. 46 73. 43 100. 00 45. 67 9. 45 �TABLE E-30. 2,3,7,8-tetrachloro-dibenzo-p-dioxin in CS, (Analabs) FIL46-2 50 MICRQLITER 0.1* DIOXIN IN CS2 MASS 35. 0 36. 0 37. 0 38. 0 39. 0 49. 9 50. 0 53. 0 61. 0 62. @ 63. 0 65. 0 72. 0 73. 0 74. 0 75. 0 77. 9 79. 0 84. 0 85. 0 37. @ 96. 0 97. 0 98. 0 99. 0 108. 0 109. 0 110. 0 111.0 113. 0 114.0 115. 0 120. 0 123. 0 125. 0 126. 0 128. 0 129. 0 132. 0 133. 0 134. 0 143. 0 144. 0 146. 0 147. 0 148. 0 157. 9 158. 0 159. 0 160. 0 161. 0 162. 0 163. 0 175. 0 SCAN 116 36. 104. 49. 74. 39. 55. 256. 63. 145. 248. 184. 49. 67. 235. 407. 51. 55. 74. 65. 184. 53. 83. 377. 125. 87. 67. 257. 46. 90. 288. 78. 173. 39. 43. SCAN 107 53. 28. 144. 110. DIFF. 36. 51. 49. 46. 39. 55. 256. 63. 145. 248. 184. 49. 67. 91. 407. 51. 55. 74. 65. 184. 53. 83. 377. 125. 87. 67. 257. 46. 90. 288. 78. 173. 39. 43. 110. 54. 98. 89. 71 . 62. 68. 45. 76. 36. 41 . 40. 43. 88. 88. 397. 638. 306. 81. 38. 25-450 286 54. 98. 89. 71. 62. 68. 45. 76. 36. 4 1. 40. 43. 88. 88. 397. 630. 306. 81. 38. CD492 21 MAR NORM. DIF 1. 86 1. 50 1. 44 1.35 1. 15 1. 62 7.53 1. 85 4. 26 7. 29 5. 41 1. 44 1. 97 2.68 11. 97 1. 58 1. 62 2. 18 1. 91 5. 41 1.56 2. 44 1 1 . 09 3. 68 2. 56 1. 97 7. 56 1. 35 2. 65 8. 47 2. 29 5. 09 1.15 1. 26 3. 24 1. 59 2. 88 2. 62 2. 09 1. 82 2. 00 1. 32 2. 24 1 . 06 1. 21 1.18 1. 26 2. 59 2. 59 11. 68 18. 53 9. 00 2. 38 1. 12 �187.0 194.9 195.0 196.0 198.0 222.0 228.0 229.0 250.0 252.0 257.0 258.0 259.0 260.0 281.0 285.0 287.0 320.0 322.0 324.0 325.0 326.0 37. 419. 7@. 266. 37. 46. 47. 34. 99. 50. 836. 123. 686. 126. 111. 82. 136. 2698. 3400. 1646. 323. 388. . . . . . . . . . . . . . . 72. . . . . . . . SCAN 116 CONTAINED 94 PEAKS AND NORMALIZED '/. PRINTED FOR VALUES GREATER THAN 287 37. 419. 70. 266. 37. 46. 47. 34. 99. 58. 836. 128. 686. 126. 39. 82. 136. 2698. 3400. 1646. 323. 388. 1.0*. 1.09 12.32 2.96 7.82 1.09 1.35 1.33 1.89 2.91 1.47 24.59 3.76 20.18 3.71 1.15 2.41 4.00 79.35 100.00 48.41 9.50 11.41 �ro co oo o 300 500 700 900 1100 1300 TIME IN SECONDS FIGURE E-l. 1500 1700 SELECTED ION CHROMftroeRftMS OF DIBENZO-P-DIOXIN STftNDftRDS X = NO CHLORINE I = 1, 2, 3, M--TETRft CHLORO V = 2,9,7,8 TETRfi CHLORO 0 = iP£»!4--TRI CHLORO ft = 2, 7-DI CHLORO W = 2P 3-D I CHLORO B = 2-CHLORO iaoo �TABLE E-31. 1,2,3,5-tetrachloro-benzene Standard Spectrum. (Analabs) FIL54-2 2 MICROLITER 4X 1, 2, 3, 5-TETRACHLORO BENZENEx CHCL3 25-450 CB492 MASS 35. 0 36. 0 37. 0 38. 0 47. 8 48. 0 43. @ 58. 0 54. 0 55. 0 68. 0 61. 0 62. 0 71. 0 72. 8 73. 0 74. 0 75. 0 84. 8 85. 0 86. 0 89. 0 90. 0 91. 0 96. 0 107. 0 108. 0 109. 0 110.0 111.0 118. 0 119. 0 120. 0 143. 0 144. 0 145. 0 146. 0 147. 0 179. 0 180. 0 181.0 182. 0 183. 0 214.0 215. S 216. 0 217. 0 218. 0 219. 0 220. 0 SCAN 131 198. 433. 768. 241. 216. 114. 453. 179. 360. 124. 203. 355. 129. 366. 571. 1375. 1798. 112. 785. 134. 255. 358. 368. 121. 108. 807. 1675. 1405. 448. 312. 146. 123. 107. 996. 526. 715. 324. 164. 1825. 345. 1724. 213. 539. 8061. 622. 10145. '773. 4853. 337. 1072. SCAN 117 81. DIFF. 198. 433. 768. 241. 216. 114. 453. 179. 360. 124. 203. 355. 129. 366. 571. 1294. 1798. 112. 785. 134. 255. 358. 368. 121. 108. 807. 1675. 1405. 448. 312. 146. 123. 107. 996. 526. 715. 324. 164. 1825. 345. 1724. 213. 539. 8061. 622. 10145. 773. 4853. 337. 1072. SCAN 131 C O N T A I N E D 90 PEAKS AND N O R M A L I Z E D '/. P R I N T E D FOR V A L U E S GREATER THAN 289 1. HORM.DIF 1. 95 4. 27 7.57 2.38 2. 13 1. 12 4. 47 1.76 3.55 1.22 2. 90 3.50 1.27 3. 61 5. 63 12. 76 17. 72 1. 10 7. 74 1. 32 2. 51 3. 53 3. 63 1. 19 1. 06 7. 95 16. 51 13. 85 4. 42 3. 08 1. 44 1. 21 1. 05 9. 82 5. 18 7.05 3. 19 1. 62 17.99 3. 40 16. 99 2.10 5.31 79.46 6. 13 100.00 7.62 47.34 3.32 18.57 �TABLE E-32; FIL47-1 MASS 2.7. 0 28. 0 32. 0 36. 0 38. 9 39. 0 41. 0 42. 0 43. 0 44. 0 50. 0 51. 0 56. 0 57. 0 62. 0 63. 0 70. 0 73. 0 74. 0 75. 0 76. 0 77. 0 80. 0 81. 0 82. 0 85. 0 87. 0 88. 0 89. 0 93. 0 97. 0 98. 0 99. 0 00. 0 01.0 05. 0 06. 0 07. 0 10.0 1 1. 0 13. 0 22. 0 23. '0 24. 0 26. 0 35. 0 36. 0 38. 0 62. 0 65. 0 73. 0 75. 0 76. 0 77. 0 DDT (1,1,l-trichloro-2,2-bis(p-chlorophenyl)ethane) Standard Spectrum ( 9 9 % , kit number 51AX, Polyscience Corporation). DDT,DDE,ROHNEL/CHCL3 SCAN 111 18 MICROLITERS SCAN 163 32. 87S. 152. 91. 31. 52. 34. 17. 76. 72. 99. 81. 1 7. 111. 835. 140. 23. 34. 67. 50. 61. 19. 121. 97. 83. 262. 24. 58. 32. 34. 21. 86. 54. 110. 262. 81. 34. 53. 48. 22. 36. 163. 71 . 34. 34. 58. 35. 23. 28. 36. 71. 67. 238. 58. 32. 34. 21. 86. 54. 110. 155. 333. DIFF. 32. 40. 12. 63. 31. 52. 34. 17. 76. 38. 99. 81. 17. 44. 50. 61. 19. 24. 83. 262. 32. 45. 27. 35. 46. 65. 48. 155. 81. 34. 53. 48. 22. 36. 163. 71. 34. 34. 58. 35. 2.3. 32. 45. 27. 35. 46. 65. 48. 324. CD492 47. 290 296. 36. 71. 286. 67. 20 MARCH NORM. DIFF 4. 32 5. 41 1 . 62 8. 51 4. 19 7.03 4. 59 2. 30 10 .27 5. 14 13 . 38 10 . 95 2.30 5. 95 6. 76 8. 24 2 . 57 3. 24 11 . 22 32 . IS 7. 84 4. 32 4. 59 2. 34 11 . 62 7. 30 14 . 86 35 . 41 4. 32 6.08 3 . 65 4. 73 6. 22 8. 78 6. 49 20 . 95 10 . 95 4. 59 7. 16 S . 49 2 . 97 4. 86 22 . 03 9. 59 4. 59 4. 59 7. 84 4. 73 3. 11 40 . 00 4. 86 9. 59 38 . 65 9. 05 �178. 0 196. 0 133. 0 201. 0 211.0 212. 0 214 . 0 235. 0 236. 0 237. 0 239. 8 246. 0 247. 0 243. 0 249. 0 250. S 281. 0 282. 0 283. 0 285. 0 316.0 318.0 320. 0 71. 52. 38. 49. 184. 693. 107. 437. 97. 260. 205. 237. 140. 75. 50. 352. 59. 96. 54. 66. 82. 37. 47. 129. 58. SCAN 111 CONTAINED 81 PEAKS AND NOR HAL I ZED '/. PRINTED FOR VALUES GREATER THAN 291 71. 60. 68. 52. 30. 43 748. 184. 643. 107. 437. 97. 164. 205. 183. 140. 75. 50. 352. 86. 337. 66. 45. 73. 58. 1. 05J. 9. 59 8. 11 9. 19 7. S3 4. 05 6. 62 100. 00 24. 86 86. 89 14. 4 6 59. 05 13. 11 22. 16 27. 78 24. 73 18. 92 10. 14 6. 76 47. 57 11. 62 45. 54 8. 92 6. 08 9. 86 7. 84 �TABLE E-33. FIL47-1 MASS 27., 0 35., 0 36., 0 38. 0 39. 0 49.. 0 51. 0 52. 0 61. 0 62. 0 63. 0 73. 0 74. 0 75. 0 76. 0 81. 0 84. 0 85. 0 86. 0 87. 0 88. 0 89. 0 92. 0 93. 0 97. 0 98. 0 99. 0 101. 0 105. 106. 109. 0 0 0 110. 0 111. 0 112. 0 113. 0 122. 0 123. 0 124. 0 125. 0 126. 0 127. 0 134. 0 135. 0 136. 0 137. 0 138. 0 140. 0 141. 0 142. 0 147. 0 149. 0 150. 0 160. 0 161. 0 DDE (1,1 dichloro-2,2-bis (p-chlorophenyl)ethylene) Standard Spectrum ( 9 9 % , kit number 51AX, Polyscience Corporation). DDT,DDE,RONNEL/CHCL3 SCAN £ 57. 40. 154. 72. 133. 51. 251. 40. 86. 214. 177. 217. 357. 578. 54. 58. 76. 120. 185. 444. 388. 52. 144. 119. 113. 215. 289. 49. 1113. 413. 89. 176. 266. 53. 49. 430. 676. 272. 148. 40. 69. 55. 95. 48. 78. 53. 430. 360. 143. 66. 112. 172. 94. 40. 18 M I C R O L I T E R S SCAN 88 34. 101. CB492 DIFF. 57. 40. 120. 72. 133. 51. 251. 49. 86. 214. 177. 116. 357. 578. 54. 58. 76. 120. 185. 444. 388. 52. 144. 119. 113. 215. 289. 49. 1113. 413. 89. 176. 53. 49. 430. 676. 272. 148. 40. 69. 55. 53. 430. 143. 66. 112. 172. 94. 292 28 MARCH NORM. DIFF 1 . 49 1 . 04 3 . 13 1 .88 3. 47 1 . 33 6.56 1 . 04 2 . 25 5 .59 4. 62 3 .03 9.33 15 . 10 1 . 41 1 . 52 1 . 99 3 . 13 4. 83 11 . 60 10 . 14 1 . 36 3. 76 3 . 11 2 . 95 5. 62 7. 55 1 .28 29 . 08 10 .79 2. 32 4. 60 6.95 1. 38 1. 28 11.23 17. 66 7. 11 3. 87 1. 04 1. 80 1. 44 2. 48 1.25 2. 04 1.38 11. 23 9. 40 3. 74 1. 72 2.93 4. 49 2.46 1. 04 �163. 8 164. 0 170. 0 172. 0 173. 0 174. 9 175. 0 176. 0 177. 0 184. 0 186. 0 199. 0 209. 0 £10. 0 211.0 212.0 £13.0 233. 0 £35. 0 245. 0 £46. 0 £47. 0 24S. 0 249. 0 250. 0 251. 0 281. 0 £82. 0 £83. 0 284. 0 316. 0 317.0 31 8. 0 320. 0 3££. 0 189. 39. 173. 149. 72. 3£0. 330. 1244. 135. 62. 45. 66. 55. 568. 127. 184. 40. 123. 66. 109. 39. 173. 149. 7£. 320. 330. 1£44. 135. 62. 45. 66. 55. 568. 127. 184. 40. 123. 66. 100. 100. 3828. 770. 2580. 434. 460. 67. 246. 285. 262. 333. 66. 2155. 380. £563. 131 £. 3828. 770. £580. 434. 460. 67. 246. 285. 262. 333. 66. 2155. 380. 2563. 1312. 308. SCAN 88 CONTAINED 125 PEAKS AND NORMALIZED V. PRINTED FOR VALUES GREATER THAN 293 1. 2. 85 1. 92 4. 52 3. 89 1. 88 8. 36 8. 62 32. 50 3. 53 1. 6£ 1. 18 1. 72 1. 44 14. 84 3. 32 4. 81 1. 04 3. 21 1. 72 £. 61 100. 00 20. 11 67. 40 11. 34 12. 92 1. 75 6. 43 7. 45 6. 84 8. 70 1. 72 56. 30 9. 93 66. 95 34. 27 8. 05 �TABLE E-34. FIL47-1 MASS 27. 0 23. 8 31. 0 36. 0 37. 0 45. 0 46. 0 47. 0 48. 0 49. 0 50. 0 52. 0 61. 0 62. 0 63. 0 64. 0 65. 0 72. 0 73. 0 74. 0 77. 0 79. 0 89. 0 0 81 . 83. 0 84. 0 85. 0 93. 0 94. 0 95. 0 96. 0 97. 0 98. 0 99. 0 107. 0 108. 0 109. 0 110. 0 111. 0 125. 0 127. 0 129. 0 132. 0 133. 0 134. 0 143. 0 144. 0 145. 0 167. 0 169. 0 1 7 1 .0 179. 0 193. 0 195. 0 Ronnel (0,0-dimethyl-0-(2,4,5 trichlorophenyl) phosphorothioate) Standard Spectrum (99%, kit number 52, Polyscience Corporation). DDT,DDE,RQNNEL/CHCL3 SCAN 50 66. 221. 423. 174. 87. 259. 80. 2540. 189. 208. 893. 246. 195. 1017. 1121. 227. 75. 120. 189. 280. 98. 2251. 122. 71. 186. 96. 115. 1653. 274. 213. 271. 674. 87. 234. 228. 106. 2762. 141. 141. 6405. 341. 71. 109. 88. 75. 122. 108. 97. 389. 350. 124. 67. 83. 182. 10 MICROLJTERS SCAN 40 80. 45. 294 CD492 DIFF. 66. 141. 423. 174. 87. 259. 80. 2540. 189. 893. 246. 195. 1017. 1121. 227. 75. 120. 144. 280. 98. 2251. 122. 71. 136. 96. 115. 1653. 274. 213. 271. 674. 87. 234. 228. 106. 2762. 141. 141. 6405. 341. 71. 109. 88. 75. 122. 108. 97. 350. 124. 67. 83. 182. 20 MARCH NORM.DIFF. 1.03 2. 20 6.68 2. 72 1.36 4. 04 1.25 39. 6S 2. 95 3.25 13.94 3. 84 3.04 15. 88 17. 50 3.54 1. 17 1. 87 2.25 4. 37 1. 53 35. 14 90 11 90 50 25. 81 4. 28 3.33 4. 23 10. 52 1.36 3. 65 3.56 1. 65 43. 12 2. 20 2.20 100.00 5. 32 1.11 1.70 1. 37 1. 17 1. 90 1.69 1. 51 6.07 5.46 1. 94 �136.8 197.8 198.0 200.0 207.0 270.0 285.8 286.0 287.8 235.0 272. 186. 330. 104. 128. 304. 6234. 770. 4078. 913. . . . . 39: . . . . . • SCAN 58 CONTAINED 106 PEAKS AND NORMALIZED "/, PRINTED FOR VALUES GREATER THAN 295 272. 186. 338. 104. 89. 304. 6234. 770. 4078. 913. 1.05£. 4.25 2.99 5. 15 1.62 1.39 4.75 97.33 12.02 63.67 14.25 �TABLE E-35. ODD (1, l-dichloro-2, 2-bis- (p-chlorophenyl) ethane) , or Rhothane, or TDE Standard Spectrum (.70%, kit number 51AX, Polyscience Corporation) . FIL43-4 4 M I C R O L I T E R MASS 36 . 0 38 . 0 39 . 0 50 . 0 51 . 0 62 . 0 63 . 0 73 . 0 74 . 0 75 . 0 76 . 0 77 . 0 81 . 0 82 . 0 85 . 0 86 . 0 87 . 0 88 . 8 8.9 . 0 93 . 0 98 . 8 99 . 8 100 . 0 101 . 0 102 . 0 105 . 0 106 . 8 107 . 0 111 . 8 113 . 8 125 . 8 136 . 0 137 .0 138 . 0 139 . 8 149 . 0 150 . 0 151 . 0 163 . 0 164 . 8 165 . 0 166 . 8 172 . 0 174 . 8 175 . 0 176 . 8 177 . 0 178 . 0 179 . 0 199 . 8 200, , 0 201 . 0 202 . 0 212.. 0 SCAN CHCL3 100 196. 124. 242. 527. 623. .147. 426. 245. 366. 1063. 321. 163. 322. 968. 285. 117. 291. 1822. 252. 164. 1 2 1. 306. 347. 551. 263. 123. 435. 126. 190. 120. 138. 438. 298. 194. 190. 124. 142. 224. 460. 462. 4451. 787. 176. 140. 141 . 740. 327. 1188. 109. 1172. 416 . 395. 1 17 . 782. SCAN 25-459 33 CD492 DIFF. 196. 124. 242. 527. 623. 147: 59. . 68. . . . 32. . . . 69. 17. 83. 52. 296 85. 426. 1S6. 366. 995. 321. 163. 322. 936. 205. 117. 291. 953. 252. 164. 121. 306. 347. 551. 263. 123. 418. 126. 190. 120. 138. 438. 298. 194. 190. 124. 142. 224. 460. 462. 4368. 707. 176. 140. 141. 688. 327. 1108. 109. 1172, 416. 395. 117. 697. 22MAR NORM. BIFF 1. 83 1. 16 2. 26 4.93 5.83 1.38 3.99 1. 74 3.42 9.31 3. 00 1.53 3.01 8. 76 1.92 1. 99 2.72 8.92 2. 36 1. 53 1. 13 2. 86 3.25 5. 16 2. 46 1. 15 3. 91 1. 18 1 . 78 1. 12 1.29 4.10 2. 79 1.82 1 . 78 1. 16 1.33 2.10 4. 30 4. 32 40. 87 6. 61 1.65 1.31 1.32 6. 44 3.06 10. 37 1. 02 1<0. 97 3. 89 3. 79 1. 09 6. 52 �213.0 235.0 236.8 237.0 238.0 239.0 240.0 250.0 284. 0 255. 10882. 1826. 7,055. 1105. 1187. 157. 320. 125. . 194. 23. 116.. . . . . . . SCAN 100 CONTAINED 119 PEAKS AND NORMALIZED V. PRINTED FOR VALUES GREATER THAN 297 255. 10688. 1803. 6939. 1105. 1187. 157. 320. 125. 1. 2.39 100.09 16.87 64.92 10.34 11.11 1.47 2.99 1. 17 �TABLE E-36. ODD(1,1-dichloro-2,2-bis-(o,p-chloropheny1)ethane) or Rhothane, or TDE Standard Spectrum (25%, kit number 51AX, Polyscience Corporation), FIL43-4 4 MICROLITER MASS 27. 0 36. 0 39. 0 50. 0 51. 0 62. 0 63. 0 73. 0 74. 0 75. 0 76. 0 77. 0 81. 0 32. 0 85. 0 86. 0 87. 0 83. 0 89. 0 93. 0 99. 0 100. 0 101. 0 102. 0 105. 0 106. 0 107. 0 111. 0 133. 0 136. 0 137. 0 138. 0 139. 0 149. 0 150. 0 1 5 1 .0 152. 0 163. 0 164. 0 165. 0 166. 0 172. 0 174. 0 175. 0 176. 0 177. 0 173. 0 179. 0 199. 0 200. 0 0 0 201. 202. 212. 0 2 1 4 .0 SCAN DDD/ CHCL3 SCAN 25-450 83 87 .91 159 279 336 113 214 121 210 651 151 86 168 465 117 76 161 659 84 107 176 139 329 173 117 196 73 73 59. 68. 32. 69. 17. 87 135 204 93 85 73 86 162 72 274 232 2446 371 75 95 94 525 249 563 66 783 325 334 83. 52. 79 476 127 85. 298' CD492 DIFF. 87. 91. 159. 279. 336. 113. 214. 62. 219. 583. 151. 36. 168. 433. 117. 76. 161. 590. 84. 107. 176. 189. 329. 173. 117. 179. 73. 73. 37. 135. 204. 93. 35. 73. 86. 162. 72. 274. 232. 2363. 371. 75. 95. 94. 473. 249. 563. 325. 334. 79. 391. 127. 22MAR NORM. DIFF 1 . 42 1 . 49 2. 60 4. 56 5. 49 1 . 85 3. 59 1 .01 3. 43 9. 53 2. 47 1 . 41 2. 75 7. 03 1 . 91 1 . 24 2. 63 9. 65 1 . 37 1 . 75 2. 88 3 . 09 5 . 38 2. 83 1 . 91 2. 93 1 . 19 1 . 19 1 . 42 2 . 21 3 . 34 1 . 52 1 . 39 1 . 19 1 . 41 2. 65 1 . IS 4. 48 3 . 79 38 . 64 6. 07 1 . 23 1 . 55 1 . 54 7. 74 4. 07 9. 21 12. 80 5. 3 1 5. 46 1. 29 6. 39 2. 08 �235.8 £36. 0 237.9 238.8 239.0 248.0 249.0 250.0 636.9. 949. 4059. 597. 673. 180. 71. J.28. 194. 23. 116. . . . . . SCAN 88 CONTAINED 98 PEAKS AND NORMALIZED X PRINTED FOR VALUES GREATER THAN 299 6115. 926. 3943. 597. 673. 180. 71. 128. 1. 180.80 15. 14 64.48 9.76 11.01 2.94 1.16 2.09 �TABLE E-37. Aldrin (1,2,3,4,10,10-hexachloro-l,4,4a,5,8,8a hexahydro-1,4-endo-exo-5,8-dimethano-naphthalene) Standard Spectrum (99%, kit number 51AX, Polyscience Corporation). FIL44-1 0.5 MICRQLITER 10* ALBRIN/ CHCL3 MASS . 27. 0 36 . 0 . 38, 0 39 . 0 40 . 0 , 41, 0 . 50. 0 51. 0 53. 0 61. 0 62. 0 63. 0 65, 0 , . 66. 0 67, 0 , . 73. 0 . 74. 0 . 75, 0 76, 0 , 77. 0 78. 0 79. 0 89. 0 <"i "2 O0 . 85. 0 91. 0 32. 0 93. 0 .96. 0 97. 0 93. 0 99. 0 100. 0 1 8 1 .0 102. 0 103. 0 104. 0 107. 0 109. 0 0 1 10 . 111. 0 113. 0' 114. 0 115. 0 116. 0 125. 0 127. 0 3.28. 0 129. 0 135. 0 141. 0 143. 0 145. 0 147. 0 SCAN 63 SCAN 53 25-458 CD492 DIPT. 21 MAR NORM. D IFF 189. 152. 65. 394. 177. 79. 38. 147. 26. 4 1. 31. 84. 455, 189. 152. 65. 394. 177. 79. 38. 147. 26. 4 1. 31. 84. 455. 7. 72 6. 21 2.66 16. 10 7. 23 3. 23 1 . 55 6. 01 1. 06 1 . 68 1. 27 3. 43 18. 59 2447. 2447. 100. 00 176. 116. 85. 156. 27. 164. ' 57. 1041 . 78. 176. 66. 85. 156. 27. 164. 57. 1841. 78. 38. 82. 841. 303. 50. 53. 67. 57. 51. 4 1. 6S9. 54. 215. 36. 59. 55. 1 17 . 128. 73. 37. 36. 32. 32. 80. 29. 27. 39. 39. 44. 64. 48. "7 C1 •:' o .! 50. . 82. 841. 303. 50. 53. 67. 57. 51. 41. 689. 54. 215. 36. 59. 55. 117. 128. 73. 37. 36. 32. 32. 80. 29. 27. 39. 39. 44. 64. 48. 300- 7. 19 2. 70 3. 47 6. 38 1 . 10 6. 70 2. 33 42. 54 3.19 1. 55 3. 35 34.37 12. 38 2. 04 2. 17 2. 74 2.33 2. 08 1 . 68 28. 16 2.21 8. 79 1 . 47 2. 41 2. 25 4. 78 5. 23 2 98 1.51 1 . 47 1.31 1 .3 1 3. 27 1 . 19 1. 10 1. 59 1 . 59 1 . 80 2. 62 1. 96 �149.0 1S9.0 151.0 154.0 162.0 170.9 173.0 186.0 187.0 191.0 193.0 207.0 214.0 216.8 217.0 218.® 219.0 220.0 221.0 222.8 224.S 227.0 229.0 230.0 239.8 243.0 258.8 251.8 255.0 256.0 257.8 258.0 259.0 261.0 262.0 263.0 264.0 267.0 291.0 293.8 295.0 296.9 298.0 300.0 302. 0 . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 37. 122. 223. 412. 198. 94. 46. 149. 57. 35. 87. 48. 48. 101. 48. 63. 90. 101. 126. 84. 43. 58. 69. 35. 33. 26. 63. 75. 133. 117. 155. 156. 75. 493. 111. 772. 114. 197. 137. 204. 82. 108. 239. 151. 76. SCAN 63 CONTAINED 105 PEAKS ANB NORMALIZED "A PRINTED FOR VALUES GREATER THAN 301 37. 122. • 223. 412. 198. 94. 46. 149. 57. 85. 87. 40. 48. 1@1. 48. 63. 90. 101. 126. 84. 43. 58. 69. 35. 33. 26. 63. 75. 133. 117. 155. 156. 75. 493. 111. 772. 114. 197. 137. 204. 82. 108. 239. 151. 76. 1.054. 1.51 4.99 9.11 16.84 8.89 3.84 1.88 6.09 2.33 3.47 3.56 1.63 1.96 4.13 1.96 2.57 3.68 4.13 5.15 3.43 1.76 2.37 2.82 1.43 1.35 1.06 2.57 3.06 5.44 4.78 6.33 6.38 3.06 20.15 4.54 31.55 4.66 8.95 5.69 8.34 3.35 4.41 9.77 6.17 3. 11 �TABLE E-38. Endrin ( 1 , 2 , 3 , 4 , 1 0 , 1 0 - h e x a c h l o r o - 6 , 7 - e p o x y - l , 4 , 4 a , 5 , 6 , 7 , 8 , 8^-octahydro-l,4-endo-endo ,5,8-dimethanonaphthalene) Standard Spectrum ( 9 9 % , kit number 51AX, Polyscience Corporation). FIL08-3 2.5 MASS 27., 0 29.. 0 36.. 0 38.. 0 39,, 0 40., 0 41,, 0 50.. 0 51. 0 53. 0 53. 0 57. 0 61. 0 62. 0 63. 0 65. 0 66. 0 67. 0 68. 0 69. 0 72. 0 73. 0 74. 0 75. 0 77. 0 73. 0 81. 0 82. 0 83. 0 85. 0 86. 0 87. 0 95. 0 96. 0 97. 0 98. 0 99. 0 100. 0 101. 0 102. 0 103. 0 107. 0 108. 0 109. 0 111. 0 113. 0 115. 0 123. 0 133. 0 135. 0 136. 0 137. 0 138. 0 139. 0 MICROLITER SCAN 94 149. 86. 149. 41. 189. 22. 53. 68. 84. 35. 120. 36. 33. 63. 77. 85. 225. 932. 56. 43. 30. 156. 2V. ENDRIN IN CHCL3 SCAN 85 64. CD492 BIFF. 149. 86. 149. 41. 189. 22. 53. 60. 84. 35. 120. 36. 33. 63. 77. 85. 225. 932. 56. 43. 30. 92. 101. 101. 94. 115. 162. 45. 66. 48. 31. 69. 88. 111. 55. 49. 56. 74. 62. 145. 48. 41. 41. 62. 44. 66. 128. 61. 40. 43. 30. 39. 62. 44. 127. 94. 115. 162. 45. 66. 48. 31. 69. 88. 111. 55. 49. 56. 74. 33. 145. 48. 41. 41 . 62. 44, 66. 128. 61. 40. 43. 30. 39. 62. 44. 127. 29. 302 22 MARCH HORM.DIFF 15. 99 9. 23 15. 99 4. 40 20. 28 2. 36 5.69 6. 44 9. 01 3. 76 12.88 3. 86 3.54 6. 76 8. 26 9. 12 24. 14 100. 00 6.01 4. 61 3. 22 9.87 10. 84 10. 09 12.34 17.38 4. 83 7. 08 5. 15 3. 33 7. 40 9. 44 11. 91 5. 90 5. 26 6. 01 7. 94 3.54 15. 56 5. 15 4. 40 4. 40 6. 65 4 . 72 7. 08 13. 73 6.55 4. 29 4.61 . 3.22 4.18 6. 65 4.72 13. 63 �140.9 143.0 145.9 147.0 148.0 149.8 130.0 151-0 163.9 165.0 166.0 171.0 172.0 173.0 174.0 175.0 176.0 177.0 181.0 182.0 133-0 185.0 133.0 194.0 196.0 197.0 199.0 207.0 209.0 2H.0 212.0 217.0 219.0 22.1.0 229.0 235.0 236.0 237.0 239.0 243.0 244.0 245.0 247.0 258.0 252.0 277.0 279.0 231.0 283.0 309.0 315.8 317.0 319.0 321.0 55. 26. 25. 127. 47. 149. 41. 45. 26. 106. 20. 48. 45. 103. 35. 97. 37. 44. 59. 52. 35. 66. 53. 55. 43. 36. 41. 116. 199. 83. 61. 62. 50. 50. 30. 301. 55. 153. 34. 74. 72. 92. 64. 131. 72. 35. 78. 127. 75. 36. 113. 129. 112. 35. 343.0 82. . . . . . . . . . 68. . . . . . . . . . . , . . . . . . 61. . . . . . . . 169. . 109. . . . . . . . . . . .' . . . . . . SCAN 94 CONTAINED 114 PEAKS AND NORMALIZED * PRINTED FOR VALUES GREATER THAN 303 55. 26. 25. 127. 47. 149. 41. 45. 26. 38. 20. 48 45. 103. 35. 97 37. 44. 59. 52. 35. 66. 53. 55. 43. 36. 41. 55. 199. 83. 61. 62. 50. 58. 30. 13?.. 55. 44. 34. 74. 72. 92. 64. 131. 72. 35. 78. 127. 75. 36. 113. 3.29. 112. 35. 5.90 2.79 2.68 13.63 5.04 15.99 4.40 4.83 2.79 4.08 2.15 515 4.83 11.05 3.76 10 41 3.97 4.72 6.33 5.58 3.76 7.98 5.69 5.90 4.61 3.86 4.40 5.98 21.35 8.91 6.55 6.65 5.36 5.36 3.22 14.16 5.90 4.72 3.65 7.94 7.73 9.87 6.87 14.06 7.73 3.76 8.37 13.63 8. 05 3.86 12.12 13.84 12.02 3.76 82. 8.89 1. 0J; �304 �APPENDIX F TCDD DETERMINATIONS ON HERBICIDE-ORANGE SAMPLES NOTE; Gulfport drums analyzed were as follows: Drum Numbers Number of Drum Analyzed Analysis Sequence No. Manufacturer 456-515 60 5 Thompson Co. 7, 304-363 61 8 Hercules Co. 386-455, 249-258, 275, 276 80 10 Dow Chemical Co. 12-60E 43 14 Hercules Co. TOTAL 244 305 �RUN # 03300201 03300202 03300203 03300204 03300205 03300206 03300207 03300208 1 1 ." : run ,? 1 1 9 II j! 'il 111.'] f-i RET TIME 269 . 0 272. 0 270 . 5 270 . 0 270 . 0 270 . 0 268 . 0 268 . 0 268. 0 269. 0 2G7. 0 268. 0 2485692 2424187 2454939 788927 814687 801807 993175 129.:!- 102 1:143638 2454973 2133642 2294307 '-,T1 (1 0330021:! 03300212 ,'G.' $1 ,' M i 0 :! , ] I , I '-.I 03300213 S3300214 r-' i U rj ,:','] d ,.'i'0 K- u'li'i.'ijij:: ,-Yn1 •!::,' ,V,'i..nei rV.Y'i'Ki ,',""- I -' ,''! J 1 1 ' 1 . •nil, 1 "! 1 "., 1 HI,, in," 'i S .SS7 STD 1 .6 1 131 249XF 121 13. 16 187 250X0 06262 '. 00 37 6 25IX . 06700 06629 402 89 S .067 STD 258X 398 .0208 252X 1 'iV'i 'ii.,l"l 1 n'i'1 1 ,'f 1 fi "•!•-' ',,,','", .-'KM'.'i.i'j ,"U ':i!-;n'~i ,' '! ',::','-, ,"' ," 1 . c ,' r i 'i 03300219 03300228 ,''"'! fi ' ' i ' ''•f! 03300221 03300222 * ~t ' i ' 03300223 0330E224 UGRAMS ",''"., :;:'"i'-i „-',',:' 0 ..'I'll n Z 7' 1 . 0 03300217 03300218 UGRftIVML "< STD DEV , • r, i ' i •: r, i , fi t. ' \ ' f ' , vu n 03300215 033002 16 AREA !i:56X 06700 2. 20 01868 3. 24 402 S .067 STD 1 1 1 " * ' r' fi j 'r.n'iN.-' .'r U n .','1 f) ,'71 f! 1 '!n"',i ,':.: i ' U ' i ' •'• ,.' 1 1 1 ,'N"; ,:.'1 fl (1 I •: i 225 83751 | , ' •'! Til ,' i ,:' t' 1 ;,• 03468 306 .1 6.77 253X 255X �RUN tt RET TIME 277 . 0 274 . 0 275 . 5 272 . 0 273 . 0 272 . 5 271 . £J 272 . 0 271 . 5 HO PEAK NO PEAK AREA 3722527. 3349345. 3535936. 1819332. 1933913. 1879122. 1230529. 1144425. 1187477. UGRAM/ML * STD DEV 06700 03561 0S7 3. 18 033004 IS' 03300420 03308423 03300424 03300425 03300426 03380127 03300128 n •: ::nni,-"< IV? (Mil | "Ul n ":~:PII"I i -; i n -: ;:I"IM i \,j 033130133 03300134 03300135 03300136 03300137 03300133 03300133 03300140 . 036 .067 STD 275N-9 2443792. 2384011. 2413981. 1706265. 1708574. 1707419. 2788761 . 2838050. 2813405. 30 9234. 772671. 790952. 273 . 0 272 . 0 272 . 5 272 . 0 269 . 8 270 . 5 269 . 0 270 . 0 269 . 5 269 . 0 266 . 0 267 5 2443792. 2384011. 2413901. 2492400. 2509228. 2500814. 1260792. 1201087. 1230939. 86411.8. 894S6S. 879342. 269 . 0 271 . 0 . 27S 0 275 . 0 273 . 0 274 . 0 27 2 0 . 271. . 0 275P-S ,'"•1 W;"i 271 . !:"i 270 . 0 269 . 0 •.„' 2 ("9 . i::: 275N-10 000 273 . 0 272 . 0 272 275 . 0 273 . 0 274 . 0 272 . 0 273 . 0 272 . 5 269 . 0 268 . 0 268 . 5 KIT 83300417 03300418 S 023 02250 . 0 03308425 83300426 UGRAMS 1. 24 067 S •739 275P-7 . 88 078 275P-9 02195 2. 31 022 275N-11 06700 1. 24 067 06941 S 2. 43 02441 1. 73 024 .06700 3.42 067 ,'•1 i 'ii: r . " U Nf:| 'i ,'::•!•!!., U .00617 1.51 .-I'Si'i" | v < 1 1', . | i i ,'.1 ,'•". K • 1 I .I 1 .:. .076H8 4.74 076 .07934 .36 079 ,'',!' .067 STD 275P--9 069 0341' ,', Ml1"'!' , ,'i,r"i|.' 1 .M'n M .867 STD 275P-10 275P-11 S .067 STD 'f| 307 275Q-6 275Q-7 275Q-8 �RUN tt 03310101 83310101 03310103 03310104 03310103 03310106 03310107 0331010S 03310109 03310110 03310111 03310112 03310113 03310114 03310115 03310116 03310117 03310118 n, <,';i CM r-i 03310121 03310122 03310123 03310124 RET TIME ARE ft £79. 0 279. 0 279. 0 276. 0 274. 0 275. 0 272. 0 272. @ 272. 8 274. 0 272. 0 273. 0 2183267 2103267 2103267 636122 704947 7 06 8 8 4 1014572 1832723 1023647 2871398 1996339 2033863 277. 0 276. 0 276. 5 273. 0 274. 0 273. 3 270. 0 271. 0 270. 5 274. 0 274. 0 274. 0 2249254 2405879 2327566 2625596 2570605 2598106 1034437 1193673 1114055 1759117 1625359 1692233 276. 0 275. 275. 5 273. 0 273. 9 273. 0 274. 0 NO PEAK 137. 0 273. 8 NO PEAK 136. 5 2826994. 2761£95. 2794494. 1699146. 1335211. 1517173. 518510. U GRAM XML 5i STD DEV 06700 UGRAMS 402 S .067 STD 82230 . 57 134 249X,SX 03261 . 89 196 250X,2X 06479 1. 35 389 25IX, 2X 3. 36 402 1. 06 449 7. 13 192 03207 .067 STD 258X,2X 256X,2X 04871 06709 1 . 16 40; 03638 11. 99 . 213 255255. 87722. 00612 100.30 037 43361. 00105 100.00 308 S .667 STD 257-1 IGNORE IGNORE �RUN # 83310125 B3310126 0331S127 03310128 03310129 83310130 0331.0131 03310132 03310133 03310134 03310135 03310136 03310137 03310138 033101.33 03310149 03310141 03310142 033101,43 03310144 033101 43 03318146 RET TIME 273. 0 276. 0 274. 5 271. 0 271. 0 271. 8 272. 0 271. 8 271. 5 272. 0 274. 0 273. 0 3314488 283S532 3075S10 1655693 1797680 1726646 963642 951417 957529 1229632 123 6 383 1232970 273. 0 272. 8 272. 5 273. O 274. 0 273. 5 275. 8 272. 0 273. es•-..' 276. 0 276. 8 276. 0 UGRAM/ML '/. STD DEV UGRAMS ".-'.M,:M47 Ji'-. U-.J-.N 27 2 . 8 264. 0 268. 0 273. 0 27TI. 0 274. ,8 274. 0 272. 8 '"'.' '".•' '". ' 03310147 03310148 AREA 0 272. 0 273. 8 272. 5 -<',:>i -^t) ii:'-; !'•>,:• 2 06788 7. 77 492 83762 4.11 226 257 02886 . 64 125 457 . 27 161 458 2. 46 482 2. 50 215 10060 1.13 604 .82058 10 . 81 . 123 06700 1 0 'iy'jf-i? i:-,r-!f,7M S S .867 STD .867 STD 'j,M'-i \f,{'.\ '-, jvci '•.9 'VI.1' -,' .096 STD • i i , •!•„.: i , • i i9i.r:'i •: 1 1 1 Mil I ;';•••' 459 j >. ,'?<, :",'•! ^•n^&r^, ".;, "i.nvr: J,-:1H'! l'j 402 S .067 STD 1 1 1",,' 'i!,1 1 ."•nt'i-i'i:-' 02166 I Mi-iM'.Mfl Hi,.' in.!,' r;nif:ir, 7.;ri,'i. i f, ",' :;ii'j,'-i,: 7 ".Hi.",' 03412 1320::; 309 4. 1 295 792 275S - 6 275S - 7 �RUM 0331.8105 0:i 3! 0106 03316103 03310104 07319107 03310:1 BS 03310199 133310110 RET TIME AREA UGRAM/ML V. STIi DEV UGRAMS 274. 273. 5 2 7 3.0 273. C 2 r'13 . kj 2 7 4. 9 274. 0 27.-1 0 270. e 276. 0 270. 0 09600 9. 03 05872 3S4 .096 STD 283 276-HP 258-HP 3886 13. 10 355 02242 2. 35 099 310 S 254-2 HP �RUN 83310149 03319149 03310151 03310151 03313133 03310154 03310155 03310156 03310157 03310158 03310159 03310160 03310161 03310162 03310163 03310164 RET TIME AREA 273. 0 273. 0 273. 8 273. 0 273. 0 273. 0 263. 0 271. 8 269.5 NO PEAK 263. 0 131.5 2108455. 2108455. 2108455. 5138640. 5130640. 5130640. 1991780. 2475724. 2233752. 271. 0 274. 0 272. 5 268. 0 268. 0 268. 0 263. 0 264. 0 263. 5 272. 0 274. 0 273. 0 3142540. 3665451. 3403995. 2260976. 897510. 1579243. 525662. 451983. 488822. 312934. 319523. 316228. 403898. 201949. UGRAM.--ML "; STD BEV UGRAMS 096 S .896 STD 23368 .00 234 275S-8 10170 10.83 102 275S-9 00919 100.00 . 09608 7. 68 . 04454 43. 17 045 275S-11 . 01379 7. 54 014 275S-12 . 00892 1. 04 009 311 275S-10 S .698 STD 456<Xl/6) �RUN ft 83310165 83310166 63318167 03310163 03310169 03310170 03310171 03310172 03310173 03310174 03318175 03310176 03310177 03310178 03310177 03310178 RET TIME AREA 273. 0 272. 0 272. 5 276. 0 276. 8 276. 0 277. 0 277. @ 277. 0 273. 0 274. 0 274. 5 4281548. 4258667. 42781.08. 810159. 792018. 275. S 275. 0 275. 0 276. 0 275. 0 275. 5 276. 0 275. 0 275. 5 276. 0 275. 0 275. 5 41 J , T U '. -1 , •6 I/M' '• ••' f'.'l^'j': U G R A M / M L "4 STD .0S600 DEV . 27 UGRAMS 576 S .036 STD .01802 886740. 774752. 790746. 798202. 816732. 887467. 462 107 .01778 463 .01815 1. 15 09600 1. 72 02680 1. 68 464 01986 1.16 465 01386 1. 16 576 S .096 STD f-!,'.1ll'i l.fJO,1',? ,"',',"J r j '"ii..!.':1'; ,''..","•>'• \~,\, ,''-]!. 'jl.l,.'1'' ,'f1, /'if: 1'i.r-h. 312 119 465 �RUN tt RET TIME 03310181 03318182 272. 0 274. 0 273. 0 272. 0 . £73. 0 272. 5 275. 0 274. 0 274. 5 273. 0 277. 0 277. 3 3122586. 3457658. 3290122. 1043993. 633155. 833574. 2467736. 3293249. 2882992. 3739003. 7691 19. 2254063. 273. 0 272. 0 272. 5 279. 0 276. 0 277. 5 276. 0 275. 0 275. 5 276. 0 276. 0 276. 0 3593956. 4129633. 3861319. 817271. 809128. 813199. 796619. 337498. 802053. 894437. 852142. 373314. 273. 0 273. 0 273. 0 273. 0 278. 0 273. 0 278. 0 278. 0 278. 0 273. 0 273. 0 273. 0 4499433. 4647510. 4573474. 710320. 722157. 716238. 336337. 315788. 326087. 1741513. 1545730. 1643646. 03319133 03310134 03310185 03310136 03310137 0331S188 033101S9 03310130 03310191 03310192 03310193 03318194 03310195 03310196 03310197 03310198 03310199 033 101.1;10 03310181 03310102 03310103 03310184 AREA U G R A M / M L -4 STD DEV 09600 .02447 5. UGRAMS 576 S 24. 50 .096 STD 253-HP*** 03412 505 UNKNOWN 065'i 395 476--HP*** b. 576 S .096 STD 02022 121 466 01994 120 467 467-2 : 1 71 2. 42 130 09600 1 62 576 . 83 090 3. 03450 313 5. 95 S .096 STD . 041 207 276--HP** �RUN ft RET TIME 03328101. S3320102 278. 0 279. 0 27fi. 5 03320:1.03 03320104 76. 5 03320105 3332010S 03320107 03328108 0 0 27 2. 0 AREA U G R A M x M L ' STD DEV : 2529758. 257778$. 2553772. 6 12141 . b57132. £34636. 1212415. 1145361. 117P883. 23 9 0 G 2 9 2239183. 231460S. 576 09 600 02386 3.54 0*701 1 . 82 143 249X,3X 25@X,3X 276-HP 3. 26 l, 1 l, l 11 , 576 S .096 STD 292 l 03320115 03320136 .696 STD 266 044::"'2 0960S 133320113 03320114 S i i rn n, i ',n 83320109 03320110 83320111 Q3320112 UGRAMS 0499S 300 049 STD •I ' , -| ' r, I III '' 1 411 I 1 314 25IX, 3X �RUN tt 03320H7 033213117 03320119 03329120 83320121 03320122 83320123 03320124 03320125 03328126 03320127 0332S128 RET TIME AREft 276. 1770712 1770712 1770712 2991180 2780431 2885805 1081034 1313242 1197138 1978151 1912925 1945538 0 I:r! i1'" b . 0 £76. 0 271. 0 271. 0 271. 0 271. 0 272. 0 271. 5 272. 0 273. 0 272. 5 274. 0 273. 0 273. 5 274. 0 273. 0 273. 5 03320129 03320130 273. 0 274. 0 273. 5 03320131 03320132 274. 0 273. 0 ! 2 7 3 .:::i 03320133 03328134 0 2091963 2041485 2066724 1193650 1175049 1184349 849792 921955 885873 2193395 1140439 1666917 274. 0 276. 0 27?. 0 275. i::" -.,.' 274. 0 273. 0 273. 5 2246958 2246399 2246678 957288 936743 947015 1014933 961962 983447 832940 842822 862081 03320141 63320142 274. 0 273. 0 273. 5 ;'i" | -'piM 274. 0 276. R 271:5. 0 276. 0 274. 0 275. 0 274. 0 273. 0 273. 5 DEV 04880 07823 UGRAMS 288 S .848 STD 03245 469 258X, 3X 195 3. 65 252X,3X 256X.. 3X 05274 1. 68 .316 04890 1. 22 288 02751 . 79 165 456 02057 4. 07 123 457 S 048 STD 453 03871 2045527 i '-)80'ir:;' 03320143 03320144 LIGRAMXML "•< STD 'i "?:":!:,fi 1 03320135 033201:::; s 03320137 03320138 03320139 03320140 0332014"5 03320146 03320147 03320143 272. 274. 0 273. 0 274. 0 274. 0 S 04800 .048 STD 121 459 2. 68 127 460 2. 32 .11 461 1 . 62 2S8 8. 93 123 462 5.24 .15 463 ;. 77 138 464 02023 02112 04800 S .048 STD ,'i! M 'ij iii.L'Li'j 1 n-i'j.in; , <'-. J J 4 , • 1 8 M X 7/ 01915 VI If Til VI Hi1? I/, 1 ; 1 yf.'3'i.'fi 315 �03320149 93320158 83320151 63320152 83328153 83328154 03320155 03320156 273.0 273.0 273.Q 277.0 277.0 277.0 277.0 276.0 276.5 274.0 274.0 274.0 2111461, 2857105. 2S84283. 889040. 734863. 771951. 797435. 770094. 783764. 4444260. 1126038. 2785149. .04800 1.30 .288 .81778 4.80 .187 .81805 1.74 .108 46S .86414 59.57 .385 4S7-HP 316 S .048 STB 465 �RUN # 03320157 83320158 03320159 03320160 03328161 83328162 83328163 83328164 03328165 83328166 83320167 03320168 03328169 03328170 0332017:1. 83320172 03320173 03328174 03320175 0332817G 03328177 03329178 83328179 83320180 RET TIME AREA 274. 0 273. 8 273. 5 273. 6 273. 0 273. 0 274. 0 273. 0 273. 5 276. 0 275. 0 275. r::; 2224453 2496774 2357613 18244 3 C 91.2016 968256 839260 820535 854897 369739 353153 275. 8 274. 0 274. 5 276. 0 275. 0 275. 5 275. 8 274. 0 274. 5 275. 0 276. 0 275. 5 /Vf.'l.M1c „•'] •<C!'Uiri 2/'i-i ''.'A] ",' UGRAM/ML •< STD DEV UGRAMS S 84808 5. 65 .288 .048 STD 81971 5.81 .113 467 11741 4. 02 .194 468 80719 4. .843 469 84880 2. 96 3 3 b 5 68 283 S .048 STD -1 'v:,1!,' ;i r . Uin:: 0 -l l i,:ri 'Ibl'Tji. ; 109 01818 467-2 <J,\; I j M,' I'l.-'ii' „?-! 89628 4.51 578 .896 STD 83778 43. 78 227 456 ,?•!•; .,'•<',; V, ' i l l ' i H l r 'M'l,'-l 276. 8 275. 8 275. 5 279. 8 273. 8 278. 5 274. 8 272. 8 273. 0 273. 8 273. 8 283 02487 . 93 89518 317 7. 09 .848 STD 149 238 44 3 3 4 6 7 . S 571 254X 258-HP*** �033901,139 03390:1.18 03390111 0339011;: 03338113 03398114 0333>I3 H 5 1886238. 1362393. 18743?. 5. 1877760. 1870Z49. 1874084. 66S99S. 607116. 637357. 64293S. 56725S. 08180 . S4 48S 486 .92753 .92615 318 4. 70 S .081 STD .081 STD 1G5 157 407 �RUN S 83398117 033961 U ! 63390?13 0339i;;:'l ?J> 03395:112:: 833901;"::: 03390124 RET TIME AREA 595. 9 583. 8 584. E 507.8 55.0. 8 508. 5 513.0 512. 6 El?. 5 ir-lM , r !'".'., , '" |.'iiif>1 i " i '>' 'ri'i'" '.<'-, r r , , ',t> i i ', i ' . 1 , 1 ?!;;•'. 3 ^'1,^1 1 li 1 1 1 UGRAIVML •< STD BEV UGRAMS .83108 2.73 .486 . 8;:-':":55 . 85 .171 . 82839 1. 45 . :U:!?ti3 319 4. 16 . 178 . 642 S .081 STD 4Q8A 489 410 �RUN # 03390117 03399118 03390127 03390128 03390129 03390129 03390131 03390132 RET TIME AREA 585.0 503.0 504.8 508.8 506.0 S07.0 588.0 508.0 508.0 512.0 513.0 512.5 1645179. 1557749. 1601464. 1139712. 1196173. 1167942. 2441443. 2441443. 2441443. 863168. 774578. 818873. UGRAIVML Jj STB BEV UGRAMS .08108 2.73 .486 .05907 2.42 .354 411 .12343 .00 .741 412 .04142 5.41 .249 413 320 S .081 STB �RUN # 03390109 63390110 RET TIME AREA NO PEAK 500.0 1862393. 250.0 931196. 3287027. UGRAM/ML 5; STD DEV 08100 100.00 UGRAMS .486 S .981 STD b i. b . tu 1.239 20084 5 15.£ 5 17.6 513. E 41 - 1. 156 83390137 0339 01 38 415 93390 J. 33 03390140 5 12. 5 5S7747. .05113 321 55 . 367 �RUN tt RET TIME 03390149 83390149 499. 0 499. 0 499. 0 51 5 . 0 515.0 515. 0 515.0 517. 0 516.0 5 1 8. 0 5 13.0 b 15.5 03398145 03390145 03390148 03390149 03390150 03390151 AREA UGRAM/ML 5i STD DEV UGRAMS urn if 10 . 00 S .081 STD* . 477 07944 41.7 027 S 4 1. 167 418 08334 3. 64 500 419 ,:' i 1 Ml'-ii,,1"! 322 �RUN S 0339P14S e33:-30!49 8 3 2' 9 0 1 !=i 2 83396.1 S 4 RET T I M E 499.? 493. 8 49?.8 56 7 . 8 HO PEAK 253.5 AREA U G RftM-•'M L Z STD DEV 2438:;?08. 2438068. 2438898. .88100 ?. 4 4!: • 2 2 7 . .1234113. .84030 323 UGRAMS .08 .436 188.88 .245 B .381 STD* 428 �RUN # 03398173 03390174 0339Q175 03390176 03390177 03398178 03390179 03390130 RET TIME 510. 0 5 13.6 511.5 505. 0 509. 0 507. 0 503. 0 502. 0 502. 5 497. 8 503. 0 500. 0 03390131 03390182 03390183 63390184 83390185 03390186 03390187 03390 18S 509. 8 511.6 UGRAIVML '< STD DEV 2620877 2542442 2581659 787879 817368 802623 907150 916689 911919 3209418 3566704 3388061 4850811 3274836 4862848 3377293 2343528 3110413 3164603 3514181 3339392 5 1 C.i . 0 5 18.0 520. 0 5 19.0 517. 0 520. 0 5 18 . 5 NO PEAK 5 18.0 1160280 259. 0 580140 UGRAMS 1. 52 486 1. S 151 02361 . 52 5. 27 638 08100 19. 39 486 06201 8. 53 372 86658 5. 23 399 157 100.00 069 427 172 10630 .681 STD 324 429 S .081 STD �RUN ft 03400102 03408102 03400103 03400104 000000P0 03400106 03400197 03400108 03400109 03400110 513. 0 313. 0 5 1 3 .0 S 1 60 . 51 4 0 5150 . 5 1 1 .0 3 1 90 . 5150 . 523. 0 530. 0 526. 5 , 1 0 1 i II E 03409111 03400112 1 1 ' i,M I I 1 n E I 1 I 'l 1 0 ' . 1 "l 0340S1 13 03400114 V , 03400113 03400116 , 1 03400113 03400126 n n 11 u JV'f. 0 ' " ,< 3 8 '.."•in 1 I •; !•„•:• •„.' ' ! 'i ! 0 0 'j •.. 3 '!' 03400121 03400122 ',"<;;•: i 1 03400123 03400124 03490125 034 00 126 03409127 03400128 1 03400131 03400132 0 ; , 0 , '! -i iI 5 0 '.. "••! . S 524 . 5 I". "'.I n v-v '",,";1 '-, 1 ' i, 1 ' 1 1 '•'' 11 1 i Ml 03400123 03480130 i :i '..3'1 l j M ',••;'. L 30Sf965. 386G365. 30S6363. 3037678. 3163747. 3103712. 1878065. 1008422. 1043244. 3655198. 3210615. 3 4 3 2 3 06. '.] I'|J i M , > .P 'Cl l,ii 1 • i "'!"' , fi n 'l 11 u 331 . 5 UGRAM/ML '/. STB DEV UGRAMS .08108 .00 . 48S . 08197 2.13 . 432 434 .02753 3.34 .165 435 .09066 . 08100 6 .48 1.31 S .081 STD .544 . 486 S 41 2 .981 STD 1 i mil 1 I 1 M ' ,'i M i l l . 04899 2. 57 . 246 411 . 0773S 9.93 .464 410 . 02180 .36 . 126 409 . 08100 1. 0::; . 486 . 82267 . 44 . 136 408 A . 02270 1. 35 . 136 407 I ' l l . 02173 4. 38 . 131 486 M^Md J'j.'i <"<>•'< ^•n;1.!',,1 .08108 .38 .486 . 07744 4. 35 . 465 404 . 02377 2. 46 . 143 -'US . 06493 4. 13 . 330 417 M 1) ' 'i 1 1 *i '' Hi , 1 < ••< 1 11 1 03400117 03400118 AREA RET TIME 1 i i i i ir il ' J i i i i i i i ' i i M i i n * t It ' in S . 081 m S .081 Vii.Mi1 <;M 1 1 •I," 1"':; 2 'r- i ''.<1 ?.",. l m -1 1 1 1' J' 1 1 1'i4 "' I 'i 1 i i ? ' J i ','r. ,",';"1:l.r-l < rev >'*,',' 2812212. 325 STD �03400133 03400134 0340813!"; 03403136 13 7 03400139 03400140 034S0141 03400142 03400143 03400144 03400146 03400147 03400143 03400149 03400151 03400152 03400153 03400154 03400156 03400157 03400158 03400113:? 03400160 03400161 03400162 03400163 03400164 532, 0 . 529, 0 , , 530, 5 530, 0 . 530. 0 530. 0 531. 0 529, 0 . 530. 0 527. 0 533. 0 530. 0 3470725. 3533429. 3527077. 524738. 2601370. 1563329. 1640593. 1869672. 1755132. 1086830. 3R5503. 946166. 531. 0 531. 0 531. 0 532. 0 531. 0 531. 5 535. 0 534. 0 534. 5 5 3 7 .0 5 33. 0 537. 5 3775407. 3591638. 3633522. 1165740. 1072971. 1119355. 3539377. 3043995. 3291636. 1532003. 1732011. 1632007. 535. 0 5 3 5 .0 535. 0 539. 0 533. 0 533. 5 544. 0 543. 0 543. 5 537. 0 542. 0 539. 5 3877970. 3592179. 3735074. 1588490. 1332238. 1735364. 1131925. 1003509. 1092717. 3480414. 3278143. 3379231. 543. 0 537. 0 540. 0 538. 0 534. 0 536. 0 535. 0 531. 0 533. 0 5 3 3 .0 536. 0 534. 5 •:<.1i,'!n;";, r"i[,.iU,'.:| Virmj.i'T 1-1 M"4fi 486 8 .081 STD 08100 1. 60 03530 6S. 43 04031 6. 53 242 437 02173 14. 87 130 438 08160 2. 436 02461 4. 14 143 072" 7. 52 434 03589 6. 13 2 15 S .081 STD 448 3. 83 .081 STD J763 8. 46 442 02370 8. 16 142 443 07323 2. 99 440 444 08180 1. 28 S .081 STD H,"i|;U. H.'.'UI 3 U-'i :""i-j;i'.JMifT i-rv-i i A 03 3 5 3 197 445 12. 63 201 446 7. 23 . 497 03232 :<::4riirjfj ^.V'Li'i,? 1 •;',:-;,', ':::'-! 03282 326 447 �RUN # 03408165 03408166 03480167 03400168 03400170 03490170 03400171. 03400172 RET TIME AREA 533. 8 533. @ 533. 0 534. 0 533. 0 533. 5 535. 0 535. 0 535. 0 538. 0 531. 0 534. 5 3588635. 3772599. 3680312. 1111454. 1008290. 1059872. 2950515. 2950515. 2950535. 899796. 1853141. UGRAIVML X STD BEV UGRAMS 08180 2. 51 486 02333 4. 37 . 140 390 82156 327 8. 13 3 .881 STD 448 449* 458 �RUN ft 03408173 03480174 03400175 S34&0176 03400177 03400178 03400 ISP 180 03400181 03490182 RET TIME AREA 531. 0 525. 0 528. 9 533. 0 541. 8 537. 0 539. 0 536. 0 5 3? . 5 53I5. 0 535. 0 5 3'5. 0 3739164. 3692338. 3716001. 1498698. 1797815. 1648256. 4243382. 3498685. 3871833. 1069342. j 069342. 10C9342. UGRAM/ML '/. STD DEV . 62 03593 08438 UGRAMS 486 S .081 STD 216 .02331 506 452 140 9. 62 451 1-53* h (I ij • 08100 2.86 486 .081 STD 03373 . 39 282 454 03400183 03400184 03400186 U86 07878 455 03400187 03400188 309 328 275Z �RUN # 03410197' 03418198 03410199 03410100 03410101 03410102 03410183 83410104 RET TIME 531.0 531.0 531.0 538.0 537.0 537.5 543.0 545.0 544.0 541.0 543.8 542.0 AREA 409754. 384176. 396965. 114609. 118557. 112583. 180569. 193311. 186940. 143855. 127164. 135509. UGRAM/ML 's. STB DEV UGRAMS .08108 3.22 .4S6 .02297 1.30 .138 339ft .03814 3.41 .229 399A .02765 6.16 .166 329 S .081 STD 39 IB �RUN tt 03410J05 63410106 03410107 83410108 03410169 03410110 03410111 03410112 RET TIME 537. 0 543. 8 540. 0 544. 0 543. @ 543. 5 PEAK 272. 5 545. 0 547. 0 54G. 0 AREA 362629. 4I1U-D4 3'ii ," 11 r.TC.Tj I ,''-, J'.ir' UGRAIVML °< STD HEV .486 08100 03499 01278 UGRAMS 5. 63 10Q. .881 STD 210 332A 077 393A 121 330 8 394A �RUN 83410113 03410114 03410115 034101 16 03410117 03410118 03410119 03410120 03410121 03410122 03410123 03410124 03410125 03410126 03410127 03410128 03410129 03410138 03410131 03410132 03410133 03410134 03410135 03410136 03410137 03410138 03410139 03410140 RET TIME 544. 0 551. 0 547. 5 NO PEAK 549. 0 274. 5 552. 0 552. O 552. 0 NO PEAK 548. 0 274. 0 364073. 359115. 361594. 548. 0 545. 0 546. 5 HO PEAK 547. 0 273. 5 547. 0 546. 0 546. 5 543. 0 547. 0 547. 5 545. 0 545. 0 545. 0 546. 0 543. 0 544. 5 550. 9 548. 0 549. 0 NO PEAK 548. 0 274. 0 551. 0 VIM' M V,,."' ', ''' n jT '.':,;; n V, 1 I I 03410141 03410142 03410143 03410144 AREA u :> 'j ?-. it '"I'j':! n iy=i? fi '"iijR n '=iV-, n $;t -' UGRAIVML '; STB HEV UGRAI1S . 08100 . 69 496 . 01355 100.00 081 395A . 05824 7. 43 349 388 A 110995. 55497. . 01243 100.00 075 396A 352132. 322611. 337371. . 08100 4. 38 48S . 93856 100.00 231 434 . 02983 7. 03 179 435 . 09242 555 412 . 08100 486 . 03543 213 411 570 410 120982. 60491. 240654. 279311. 259982. 321172. 160586. 132973. 115507. 124240. 418316. 351556. 384936. 383106. 365984. 374545. 165387. 162233. 163810. 572670. 305913. 439291. . 09500 93259. 46629. . 01088 379862. 338721. 359291. 136075. 105628. 120851. 114892. 103798. 109345. 107331. 94441. 100886. S. 36 5. 73 486 . 02725 12. 60 163 . 02465 5. 07 148 331 S 3 .081 STD .081 STD .881 STD 061 . 08100 . 02274 S 136 S .081 STD 408A �RUN # 03410146 03410146 03410147 03410148 03410149 83410150 03410151 03410152 03410154 03410154 03410155 03410156 03410157 03410158 03410159 03410160 03410161 03410162 03410163 03410164 03410165 03410166 03410167 03410163 RET TIME AREA 549 . 0 549 . 0 549 . 0 547 . 0 549 . 0 548 . 0 551 . 0 553 . 0 552 . 0 551 . 0 549 . 0 558 . 0 353542. 353542. 353542. 410559. 485131. 407845. 174513. 83373. 128943. 407234. 264458. 335846. 550 . 0 550 . 0 550 . 0 551 . 0 548 . 0 549 . 5 545 . 0 553 . 0 549 . 0 555 . 0 555 . R 555 . 0 31954P. 319540. 319540. 296055. 47715. 171885. lf.!6970. 155609. 131289. 128397. 73884. 97140. 553 . 0 556 . 0 554 F! 557 . 0 560 . 0 558 . 5 55 7 0 . 556 . 0 556 . 5 HO PEAK 538 . 0 269 . 0 242657. 358903. 296780. 273303. 100094. 186698. UGRAM'ML 54 STD BEV UGRAPIS S .081 STD* 09344 . 67 561 404 02954 35.34 177 418 07695 21.26 462 417 S .081 STD* 04357 72.24 261 436 .83328 18.52 200 437 02462 23.94 148 438 68100 18. 486 . 081 05896 46.39 306 439 331098. 251158. 06853 31.83 4 1. 1 440 166269. 83134. 02269 1 7 1 2 19 . 332 441 �RUN ft 03410161 03410162 03410163 03410164 03410165 03410166 03410167 03410168 RUN # 03410169 03410170 03410173. 03410172 03410173 03410174 03410175 03410176 RET TIME 553 . 0 556 . 0 554 5 557 . e 560 . 0 558 . 1!-.!.".' 557 . 0 536 . 0 556 . 5 NO PEAK 538 . 0 269 . 0 .0190 03410194 03410195 03410196 242657 350903 296780 273303 180094 186698 1732 1 9 331098 251158 166269 83134 RET TIME 535. 0 544. 0 539. 5 548. 549. 548. 5 542. a 541. 0 541. 5 538. 0 539. 8 538. 0 0 s 63410139 03410189 AREA 524. 0 524. 0 524. 0 532. B 531. 0 531 . 5 531. 0 530. 0 538. 5 AREA UGRAM/ML •< STD DEV UGRAMS 08100 18. 24 050.96 06855 31. 83 160.00 136 . 081 STD 41.1. 02269 S 46. 39 UGRAM/ML y. STD DEV r'"i'-i5'."l0 i,.".'f30"i S L 1 ':; ] r 486 439 441 UGRAMS ; o. iV'i'ir i j,1 1 nci . 486 S .0:31 STD I44FY.": 3 3 °n 3(1 03761 5. 30 226 44; I0ri,"4ri JIM:,1 'I1'!, Y::i, 02919 5.91 17 = 443 .08535 S. 90 .512 08100 . 00 486 ."^'riJ^j: -,.JL";".^ 361426. 361426. 363.426. 220761. 275303. 24S032. 252055. 260632. 256333. 85559 05745 333 10. 1. 67 334 345 S .081 STD* 386E 387A �RUN ft 03420177 03420173 03420173 03420130 03420181 03420182 03420133 03420184 03420185 03420186 03420187 03420138 03420189 03420190 03420191 03420192 03420193 03420194 03420195 93420196 03420197 03420198 03420199 03420100 83420101 03420162 03420103 03420104 03420105 034201 0b 03420107 03420 1C 8 RET TIME AREA LI GRAM .-'ML '; STD DEV 533. 0 538. 0 538. 0 536. 0 535. 0 535. 5 537. 0 531. 0 534. 0 539. 0 541. 0 540. 0 413197. 332472. 375334. 134242. 131075. 132653. 167153. 138385. 152769. 357705. 274807. 316256. 546. 0 546. 0 546. 0 547. 0 546. 0 546. 5 543. O 541. 0 542. 0 54 1 . 0 540. O 54e. 5 321550. 359S30. 340740. 113222. 109322. 111272. 363364. 326306. 345332. 98312. 106433. 1C2372. 546. 0 543. 0 ' 544. 5 547. 0 545. 0 546. 0 545. 0 540. 0 542. 5 544. 0 545. 0 544. 5 57 'li'.l-V ",'",,"', 1 ',i •'lOVi'-, < 1 ' i ' i "!' i . . i I'j. '.>!-: 0 I'jiM r'-1 548. 0 ;>v5. 0 546. 5 552. 0 551- e 5 "; 1 .S 548. 0 542. 0 545. 0 5 4 9 .0 547. 0 548. 0 ":;•' M ! 1 ~:i;. !•,": i '' vrtf i '"< "•Jo '-I ! f 1 f' 1 UGRAMS S .881 STD 08100 11. 42 486 02863 ..19 172 445 193 446 03297 06825 08100 447 13. 11 5. 63 S .081 STD 1. 75 159 448 08209 5. 37 493 449 02434 3. 97 146 450 2. 20 486 S .081 STD 03467 . 71 08371 3. 60 502 452 82191 9. 35 131 453 451 "'•':' ',i":::;'<1 r , .'l ' I 1, .031 STD 1. 30 , "1 1i 1 '-"I 1 "1 i ' ,'•< i', i ' ,, 03230 1.21 10471 15.86 04713 2.31 194 454 '1 '., ll'' I '' ' \ "' i l l 455 ' 1 ,1 ' 1 'II 334 283 275Z �03420109 03420110 03420111 03420112 03420113 03420114 03420115 03420116 03420117 03420118 541. 0 335. 0 538. 0 536. 0 544 . 0 540. 0 544. 0 546. 0 545. 0 549. 0 547. 0 548. 0 , i '-, n 1, M i 'I'll V IT J.-1 i .P8100 .55 486 . GS758 9.73 405 25 1Z .03076 2.97 233 S6B .05246 5.42 315 387 A S .081 STD "'I'1 1 "' , 1 !•• 1 1 'Him, I ' M ' .,} 'i , 1 11 ,' 376555. r-i '<•',: ' I 1 ' ' 034201 IS 03420120 111 m 111 r rr , (i ii , '1 ' I iji1 1 i 1! . 081 0 0 . 49 !-86 S .081 STD ',1 1 '< 03420123 03420124 03420125 03420126 03420127 03420128 03420129 03420130 03420171 03420132 03420133 03420134 03420135 03420136 M 0 fl '•< '.i'!!1 fi r ,,i ..i I"' i i j, 'I'i „ II1,, M 1 - I 1 f> 1 1 - I . 1' i 1 I U.l'i .02127 .83 128 . 04034 9. 20 242 390ft ' i . ', i n 03420121 03420122 '"1 , 'i'jii V" ' 1 ,t ' ^ 129556. . 02773 11 . S3 166 391 A . 08100 5. 18 436 .02942 3.69 177 392A . 02109 . 62 127 393A '.l,'!:.,^!- . 020:;. 4 . 49 121 394 A ' ',, ','-, ',, 1 I I ',1 ' I I I ' "1, . 08100 . 19 436 .081 STD .132683 .SI 161 395 A .05620 3.03 337 388 A 00000$*$$*$$** 000 54 4 0 541. P 5 '• :• 2 . 5 546. 0 548. 0 547. 0 539. 0 547. 0 543. S 541 . 0 541. 0 541 . 0 1 i 11 ', ,-, fl ', , ', r , 1, , ! I I 03420137 03420 133 1 1 i ' .t ', 1 '1 1 . 03420139 03420140 MM MH r, i, ii n 1 1 i ni: i \\: f ."-''I:,'.' '.•;r.i :• :":•""> "'."."ji!" S .081 STD i •;''! '.' ; i >\<' ;.ii' > 1 ' ' i , 1 I'-. '"I,'! I I I . 'n^ni ' i T!'i i •' " ill,'. •.','1i,":: ' n, , u ni i i ', '' i ' i , |f l 335 397A �RUN # RET TIME 03420141 03428142 03420143 03420144 93420145 03420 14G 03420347 03420148 03420149 03420150 03420151 03420152 03420153 0342R154 532,. 0 531. 0 531. 5 526. S 524. 0 52 5 . 0 52 9 0 :.; 1 6 .0 5 3. P 0 . 5150 . 5 3. 90 . 517. 0 5 2 3 .0 521. 0 522. 0 522. 0 •'"i t1"' -/'"i 0 522. E 524. 0 5 2 !' ; .0 5 ':. 4 . 5 03420155 03420156 '• '• 2 fi 0 !J 'J ) 0 '!. !, ;'• •'' :" •J 03 4 2 01 5 7 83420153 93 4 2 PI 5::; 9342 01GP 0 525. 0 526. i: • CKt".. b I-; -..; •; 8 AREA UGRftM/ML "; STB DEV UGRAMS 34^ 'if, 4 3 3 ::!•'(:. ft "'•'\ i l' i l" 436 .08100 S 031 STD -'TllV.V.i 4 ' S.Cni 4 f;. ; •; | ••* 574 IIILii'l. ' j 1 , ' 1, ' .' 1. J •' M, .' i 1 . 82 15S 435 ,1 f\ ';,;<-' ,' 6 S3 412 4 ' i1"! '-" """" i J 1 " 1 '" 1 . 1 ..'i 4,"M ' ! 1',. ir.M 1 i..-1! '14 1 i ':":,•'; 486 .in iM."! ' i J.'.-'L '"> S .031 STC 41: ;:.-.' .' I : : -^jii!':', < u "; i , ' i 2. 84 485 !,' '!.:-' i , i "i, k1 .' i i 4 1« 409 'X '-': :•:'. /'. !'"• '-"I 3 ':.:! 8 2 3 2 . 3f- : 7f;t:. 4PG .0:31 STU j. 1 G232. . .^ -.-,.... 403 A !• 0 7 93420163 48S 336 �RUN tt 03430182 03430102 03430103 03438184 RET TIME AREA 520 . 0 520 . 0 520 . 0 NO PEAK NO PEAK 359724. 359724. 359724. 51 5 0 . 5 1 5. 0 5 1 5. 0 522 . 0 523 . 0 522 . 5 227609. 223242. 227925. ieS200. 107167. 10S683. 522 . 9 522 . 0 522 . 0 523 . 0 319 . a 521 . P 51 9 0 . 521 . 0 520 . 0 527 . 0 522 . 0 524 . 5 332139. 326172. 32D155. 103900. 107533. 105716. 145S86. 128326. 137006. 90852. 93770. 92311. 321 . 0 520 . 0 520 . 5 520 . 0 521 . 0 528 . 5 523 . 0 521 . 0 522 . 0 524 . 0 524 . 0 524 . 0 285138. 277493. 281270. 385681. 396093. 390887. 278052. 284472. 281262. 22375S. 213164. 523 . 0 523 . 0 523 . O 529 . 0 525 . 0 527 . 0 UGRAIVML '/. STD DEV UGRAMS 486 08100 S 397A 000 93430105 03436106 03430 IP'?' 03430108 03430189 034301H;::! 03430111 03430112 03430113 03430114 03430115 034301 1G 03430117 03430118 03430119 03430120 03430121 03430122 03430123 03430124 03430125 0343(3126 03430127 03430123 39SA 05132 02402 45 144 486 08100 02602 .081 STD 399A S .881 STD 03372 156 400A 202 1. 72 402A 136 483A 02272 1 . 5£ .08108 1. 38 .1257 1. 33 675 27-D1 38100 1. 14 . 486 251Z 218457. (36291 2. 42 377 275Z 307412. 272105. 289758. 27363. 291 &:,:i. 03108 6.09 486 28234 . 00789 3.08 047 337 S S .081 STD .081 STD L-l �RUN tt 03430129 03430130 03430131 03430132 03430133 03430134 03430133 03430136 RET TIME 523. 0 528. 0 528. 0 532. 0 532. 0 532. 0 534. 0 531. 0 532. 5 NO PEAK HO PEAK AREA 273532. 261901. 270716. 25307. 28091. 26799. 233519. 246837. 240178. UGRAM/ML * STD DEV UGRAMS 08108 3. 26 486 08802 4. 82 S 848 486 . 08108 .081 STD L- S .081 STD S .081 STD . 0 RUN tt 03430137 03430138 03430139 03430140 03438141 03430142 03430143 03430144 03430145 03438146 03430147 03430148 03430149 03430150 03430151 03430151 03430152 03430153 03430154 03430155 RET TIME 536. 0 536. fc 536. 0 537. 0 536. 0 536. 5 536. 0 532. 0 534. 0 537. 0 532. 0 534. 5 534. 0 533. 0 533. 5 534. 0 539. 0 336. 5 536. 0 531. 0 53 3. 5 534. 0 534. 0 534. @ 535. 0 533. 0 534. 0 53 4. 0 529. 0 531. 5 AREA UG P. A MX ML '/. STD DEV UGRAMS P'-'i if.'i .I"1 .^it.'-nj,"1 l"1!--::":'.^:,"1 '.I-! ,'<!'i k'-^'iT'. 08100 . 58 4SS '-V I M.! . 02587 2.81 . 155 439 .03327 2.70 500 440 .03669 7.55 220 441 08100 . 75 .486 03512 2.93 211 442 138 443 . 00 441 444 . 32 486 2. 14 184 ".H'lC.ti'l J '"'•'•':!'' i':< i-'^L.fif, | I.'IIO.C, Hii'./n l -:ri,"u,.' 325189. "-'..•n !i;:fj 3,', •",'.!. l S .081 STD 1 '<',•!-'. I '. K4u;:r 13 •"':-', - i •'ii.r-.Li7'i';, :;,| ' ! | 1 .III] " 02299 i'^.'i'CiC ;:•'•, '7i-u, :•':', - ' . ' i l i , 300634. 297509. 2 9987 1. 110516. 1J5343. 1 12926. 07348 03058 338 S .031 STD 445 �RUN # RET TIME AREA 538. 0 538. 0 538. 0 551. 0 557. 0 554. 0 536. 0 523. 0 529. 5 522. 0 527. 0 524. 5 358025. 336973. 347499. 74396. 62853. GS624. 232837. 233698. 233267. 338106. 340820. 339463. 03440137 03440138 r . , 1 13 03440139 03440140 '• ,1 U V 0 03440141 03440142 r 303946 300355 798U46 810211 804378 23274 17175 20224 UGRAMS 29S764 ', N n '.. , '=> LIGRAIVML "4, STD DEV 03449129 03440130 034403.31 03440132 03440133 03440134 03440135 03440136 'i • n ' ! 1 i1 11 '. C 5 03440143 03440144 S .081 STD . 0S100 3. 03 486 . 01600 !. 41 0.96 BR5--2A . 05437 326 DR5-3A . 07913 475 DR5-4A 0S100 1.20 .486 21693 .73 1.302 .00545 15.08 S .081 STD . 033 DR5-5A Hfi r f m" Mn PI Al H-2 03440145 03440146 03440147 03440148 03440149 03440150 03440151 03440152 551. 0 548. 0 549. 5 549. 0 549. 0 534. 0 539. 0 536. 5 535. 8 528. 0 531 . 5 277171. 289580. 283375. £3313. 58777. 61045. 257994. 225050. 241522. 571507. 578436. 574971. S .031 STD 2. 19 01745 06904 16435 339 486 3. 72 . 105 H-3 .414 H-4 H-5 �RUN # 03440153 03440154 03440155 03440156 03440157 03440158 03440159 03440160 03440161 03440162 RET TIME AREA 522. 0 331398. 5 19.0 329837. 520. 5 330617. 5 17.0 220930. 515 .0 217729. 5 16.0 219329. 5 1 S . 0 9172136. 5 1 5 . 0 9591134. 5 1 6 . 5 9381636. 5 1 8. 0 20530. NO PEAK 259. 0 10290. 03440163 03440164 521. 0 521. 0 521. 0 HO PEAK NO PEAK 03440165 03440166 NO NO 03440173 03440174 03440177 03440'! 73 524. 0 524. 0 524. 0 'j ? C 'i !n ',,;':"! 5/ri V'ln i) 0 0 >T H H NO . NO 535. 0 535. 0 535. 0 t ( ,; ':> p| '.'.? ti J3,' 0 '.- il., 1 1 03440181 03440132 03440183 03440184 .05373 . 73 . 322 2.29843 2.23 13.791 .00252 100.00 .08100 . 50 . 48S . 000 DR-3B ;«*«$ . 00000*$^ . 000 DR-4B S .031 STD H-6 DR-1B .015 DR-2B S .031 STD 5539598. 5493128. 551S359. 351775. 330625. 341200. 392787. 366440. 379613. 1.35096 . 42 8. 106 .08100 3. 10 . 486 ".09012 3.47 DR-5B .541 S .081 STD I5R-6B PEAK PEAK 1 03440179 03440133 . 486 ;$$$$$$ . 00000«3 ;««#$ . 00000**;! . 0 03440175 03440176 . 24 PEAK PEAK '.if1'1 03440171 03440172 .03100 ;_<, 'J80 ^ . 7 , ' H 4 ' . 0 03440169 03440170 UGRAMS .-I,-""' 1.0 7 . 0 03440167 03440163 U G R A I V M L '4 STD LEV 0 , -; r, f -i <l, 0 ">:'.*.. O 1 1 <i" n '.i '•!.- I-:! 1 i .< 4 0 '.i -I i O ''"• ^ 76419. 81249. 78834. £71935. 270370. 271402. 67924. 63661. 68292. 68862. 6534P. 67101. 63603. 63035. 65819. . 000 DR-7B . 01871 3. 06 .112 .08100 . 19 . 486 .02038 . 54 . 122 482 .02003 2. 62 . 120 483 .01964 3. 37 .113 484 340 431 S .081 STD �03448188 03440199 03440191 03440192 03440193 03440194 03440195 03440196 03440197 1.40138 03440193 1100 03440101 03440102 03440103 03440104 03440105 03440106 03440107 03440108 533. 8 535. 0 536. 5 533. 0 536. 0 534. 5 535. 0 532. 0 534. 0 536. 0 533. 0 534. 5 228:1.54. 220573. 224366. 76809. 73773. 78291. 62190. 61895. 62042. 74181. 70451. 531. 0 534. 0 532. 5 541 . 0 538. 0 539. 5 533. 0 538. 0 535. 5 536. 0 536. 0 536. 0 252888. 224047. 238467. 64408. 73620. 69014. 71200. 66649. 68924. 67797. 63 4 71 . 65634. 534. 0 537. e 243312 244205 244058 55256 51520 53388 68123 63918 66023 652G0 69801 67539 5 3 5 .5 535. 0 536. 0 535. 5 if; 3 g _ 0 540. 0 539. 0 544. 0 0 54 3 . 543. 5 S .931 STD 03 100 1. 69 486 02826 1. 83 170 485 02240 . 24 134 470 02611 2. 58 157 471 486 0811 S 472 6. 67 140 02341 02223 .081 STD 3.30 473 134 474 486 S .081 STD H772 3. 5H 106 475 02191 3. 19 131 476 477 341 �RUN # 83450201 03450292 03458203 03450204 03458205 03450206 03450207 0345920S 03450203 03450210 RET TIME 531. 0 531 . 8 531 . 0 540. 0 537. 0 53S. 5 534. 0 530. 0 532. 0 ::J25. 0 525. 0 525. 0 0 267147. 283533. 275340. 74534. 75953. 75263. 62512. 57411. 59961. 77642. 85358. n I 0 n 03450213 03450214 03450215 03450216 '-, :n n V"' fj 78346. 101422. 103375. 102390. 76619. 73545. 77532. 81U00. 03450217 0345S213 03450219 03450220 527. 0 524. 0 525. 5 53] . 0 527. Q ;; ; 2 9 0 03450221 03450222 03450223 03450224 UGRAIVML "; STD DEV 233272. 277023. 2:30147. 76231. 1 03450211 03450212 AREA 524. 8 530. 0 527. 0 534. 0 527. 0 530. 5 276943 251039 264016 67264 70549 639P6 71354 72724 72209 73391 78093 7:! 7 42 1. 12 02377 2. UGRAMS .510 S .031 STD 143 136 03107 479 430 02354 1. 24 141 08500 2. 510 S .031 STD 02324 . 91 139 436 01351 4. 25 111 487 151 02516 519 08500 4. 98 2213 2. 38 02327 . S8 140 02310 2. 3@ 139 342 S .831 STD 489 490 491 �RUN RET TIME AREA UGRAM/ML '< STB BEV UGRAMS 'i M 1 ,n i , 08190 S £. 15 .081 STD I It < i I , , I 1 139 15.4 61832 492 493 099 494 U 1'ifl il "if,' 4. 60 486 R310R S .881 STD ',.. 08 02 IB?. 142 495 :' . 05 126 496 137 343 497 �RUN tt 0345B241 03450242 03450243 03450244 03450245 03458246 03459247 03450248 03450249 03450258 03450251. 03450252 03450253 03450254 03450255 03450256 03458257 03450257 03450253 0345025:;) 03450260 03450261 03450262 03450263 03450264 03450265 03450266 03450267 03450263 03450269 03450270 03450271 RET TIME AREA 532,, 0 538. 0 535. 0 542. 0 539. 0 540. 5 543. 0 553. 0 548. 0 557. 0 560. 0 553. 5 286043. 256861. 271452. 115217. 32746. 98931. 75382. 80084. 77733. 74164. 71569. 72366. 555. 0 552. 0 553. 5 559. 0 562. 0 560. 5 567. 0 566. 0 566. 5 558. 0 557. 0 557. 5 263721. 26S298. 266009. 70321. 64333. 67327. 73688. 71672. 72680. 62354. 65726. 64290. 553. 0 553. 0 553. 0 562. 0 558. 0 560. 0 558. 0 555. 0 55S. 5 553. 0 556. fei 554. 5 363345. 303345. 303845. 89966. 85203. 87534. 74814. 71721 . 73267. 660S 7. 72528. 69293. 551. 0 554. 0 552. 5 558. 0 552. 0 555. 0 559. 0 558. 0 558. 5 557. 0 557. 0 557. 0 282156. 231 116. 231636. 75554. 78534. 77844. 36278. 31673. 83975. 83(349. 82930. 32539. UGRAM/ML '/. STB 03100 DEV 5. UGRftMS 486 S .081 STD 02954 16. 40 177 498 02320 3. 02 139 499 02174 1. 130 509 486 08100 S .081 STD 02050 4. 45 123 501 02213 1. 39 133 502 01958 2.23 117 503 486 08100 S .081 STD* 504 .02335 !. 72 11953 2. 11 117 505 4. 66 1 11 506 486 08100 S .681 STD S2216 1. 133 507 02415 2. 74 145 508 142 509 02374 344 �03438264 83450265 5'T1 W 1. u .M V. 'i 03450272 03450273 '.', n LI I I ] n I I I 1 i i '.r.ifi," ,"'' U,<4M>.\ ' < 034130276 83450277 1 'I'M G !' ' I k' l ' l I' 1 i r u 'I'M V i f. II V . fl 03400278 03450279 ", " I i 1 0345028C. 03459281 H , 'ill! II ,' ', i ' 03450282 03450Z83 03450234 03450285 n ',', ' i 'I 1 ,- i r ,,, n 1 ' r 'i i V II U r, ii-.-"ii ! 1! 14', > i w\ 1 i i M'lii,": !' r. ;.",r f 547. 9 553. 6 550. 0 "n PEAK l l f i PEAK 282156. 2811 IS. 23)636. 73551 . 73883. 73? 20. 69634. 6 38 1 3 . 66 7 23 . SI 49 4. 85707. 83660. . 08100 . IS . 4SS . 02120 . 23 . 127 510 . 01319 4. 36 . 11.5 511 . 02464 2. 52 . 1.44 512 . 08100 . 63 . 4SS . 01952 ?. . 66 . 119 513 7? f e 4 . . 01931 . 20 .116 514 8G373. 83376. G'4374. . (712244 4. 74 .135 515 . 00100 . 73 . 486 306734. 302503. 3046?! . 76138. 7365':::. 7 48 36. 727:' 30. 72458. S S .081 STD* . 981 STD "•' !i:'Y ,„•: f" i! ..'1 l' 1 -i 1 1 . i ,| • > . S . 081 STB . 0 M'.iO,11"1 1 1 " ; i> 1 i 1 1 , ; HO NO 11 r i 11 ••> u \ ".i 1 NO HO RUN »• 03460197 03460198 03460199 03460100 . S 00(38$ SSSS^SiU-. .080 PEAK PEAK .6 PEAK PEAK . i:::!0000:;;;>:;;:;:;:*:£5--.::?: . 000 2 1 < < . 02 ) . 0 11 . 0000 0S:?$ Si:? :••:£$:*• .000 22 C < . 02 > RET TIME AREA 488. -0 485. 0 486. 5 HO PEAK HO PEAK 361905. 356355. 359430. 468. 0 NO PEAK 234. fi DEV UGRAMS 11174. 5587. . 69 . 436 . 000005***$$**$ .e 03460101 0346010S UGRAM/-ML */. STD 29A«.02> . 08100 . 000 . 00126 . 008 345 '.00. 0S S .881 STD 23 24 �RUN tt 03460:104 03460104 RET TIME 03460195 03460106 493. 0 49 S. 0 498. 0 NO PEAK HO PEAK 03460107 63460108 HO HO HO HO UGRAIVML •< STD DEV 364469 364469 364469 UGRAMS PEAK PEAK 03460109 03460110 AREA PEAK PEAK .881 STD* 00 26«.02) 28«. 02) 29<:<.@2) . 0 83460111 03460112 03460113 03460114 03460115 03460116 03460117 03460118 03460119 03460120 03460121 03460122 03460123 03460124 03460125 03460126 498. 0 • 272630 277210 492. 0 274926 495. 0 HO PEAK 1 1286 467. 0 5643 233. 5 35115 470. 0 17212 474. 0 26163 472. 0 13471 481. 0 9930 482. 0 11700 481. 5 172118 497. 0 194901 494. 0 183509 495. 5 14017 477. 0 18296 475. 0 16156 476. 0 11159 462. 0 NO PEAK 5579 231. 0 713G250 486. 0 7105879 490. 0 7 1 21065 488. 0 486 00166 34.21 .931 STD 100. 00771 S 31 15. 13 6. 21 .00713 021 .486 '. 14320 346 . 015 .21 .981 STD 33 13. .06246 S 18.859 34 H START �RUN # 034SS201 03460202 o~.Mi.02ur-, 3-I r. 1 1? 1 RET TIME 487. 0 5 0 i. 0 5 1 7. 0 HO PEAK 258. 5 NO PEAK NO PEAK .0 NO PEAK NO PEAK .0 NO PEAK NO PEAK AREA 174059. 231228. 202643. 2517. 1258. UGRAM/ML V. STB DEV 08109 00050 14.11 UGRAMS 48G S .081 STB 35 <X. 02) 180. 000 36 «. 02 ) 37 (X. 38 (X. 02) NO HO PEAK PEAK .0 NO PEAK 481. P. 240. 5 4435. 2217. 00089 347 100.03 40«. 02) �RUN tt 03460217 03468213 RET TIME 9346021.9 03460220 503. 0 507. 0 505. 0 NO PEAK NO PEAK 03460221 03460222 NO HO NO NO UGRAIVML 5; STD DEV 247891 253047 259469 UGRAMS PEAK PEAK 03460223 83460224 AREA PEAK PEAK 03 S .081 STD 41«. 42 A 000 . 0 43<X.02> . 0 03460225 03460226 03469227 03460223 506. 0 506. 0 506. 0 HO PEAK NO PEAK 03460229 83460230 NO NO PEAK PEAK 03460231 03460232 HO NO 227352 271633 249492 PEAK PEAK !. 87 486 S .031 STD 44 . 0 45 46ex. 02) . 0 03460233 03460234 03460235 03460236 03460237 9346023S 03460239 93460240 504. 0 504. 0 504. 0 NO PEAK 483. 0 241. 5 4S5. 0 NO PEAK 242. 5 NO PEAK NO PEAK 235069 230032 232550 08100 10099 5049 7356 00176 100. 3678 00128 S 1. .081 STD 100. .011 47 . 0 03460241 03469242 83460243 03460244 501. 0 504. 0 502. 5 NO PEAK NO PEAK 213855 202670 208262 2. 69 .081 STD 58A «. 02) 03460245 03468246 03460247 0346S24S 481. 0 NO PEAK 240. 5 NO PEAK NO PEAK 6757 3378 .00131 100. 51 52<X.02) . 0 348 �n ..u.n.'i] ii" 'if n. l i. 504. 0 507. 0 505. 5 NO PEAK NO PEAK 03460253 03468254 NO NO PEAK PEAK 03460255 03468255 HO NO PEAK PEAK 03460249 03460250 130397 1 9 13 1 7 186157 3. 99 486 S 53 «. 02) . 0 000 . 0 03460258 03460259 NO PEAK 505. 0 252. 5 NO PEAK NO PEAK 142819 71409 0tt460262 03460263 NO PEAK 487. 0 2 4 3. 5 NO PEAK NO PEAK 03460266 03460267 504. 0 506. 0 505. 0 NO PEAK HO PEAK 03460268 03460269 HO HO 03460270 0346027! 476. 0 HO PEAK 238. e 6590 3295 158768 176418 167593 00374 57 «. 02) 100. RET TIME 03460277 03460278 497. 0 490. 0 43 3 5 HO PEAK HO PEAK .0 NO PEAK HO PEAK 03460279 03460280 NO HO 03460273 03460274 0346027S 03460276 53 <X. 02) S 5. 27 .486 00000$$$$*$$$* 0 0 0 60«. 02! 00000$$$$$$$* 000 60 A 00207 012 08100 .931 STD PEAK PEAK . 0 It .0:31 STD 56C<.02) 000 . 0 RUN S 100. . 0 03466264 03460265 55 «. 92)* 00000$$$*$$$$$ . 0 03460260 83460261 08100 54«. 02) 000 .0 03460256 03460257 .031 STD . 0 8548 4274 AREA 266219 287336 276777 1.00. 00 UGRAM.'ML '4 STD DEV 08100 3. 60B UGRAMS 486 S .031 STD 60C«. 02) 00000$:*$$$$ PEAK PEAK 6@E«. 92) 349 �RUN tt RET TIME 03468283 03469234 491. 0 431. 0 491. 0 NO PEAK NO PEAK 03460285 63460286 NO HO 03460287 03466288 NO HO UGRAM/ML "< STD DEV UGRAMS NO PEAK HO' PEAK 83460239 03468290 AREA 03460281 03460282 194186 143359 168732 88100 .081 STD 15.04 1«. 02) . 0 PEAK PEAK 4C<.02) . 0 5«.02) PEAK PEAK 6«. 82) . 0 03460297 03460298 484. 8 487. 0 485. 5 NO PEAK HO PEAK .8 HO PEAK HO PEAK .8 NO PEAK NO PEAK 83469297 63460238 NO HO 03460291 03460292 83468293 03460294 03460295 03460236 178119 192807 181463 08108 6.25 .486 .081 STD 7B«. 02) 00000$*$****** 000 . 0 S . 02) PEAK PEAK 10«.02)* . 0 33460201 03468282 5 1 7. 8 515.0 516. 0 NO PEAK NO PEAK M ";.|i'-,n,^n ', i fiii.i^ri'.'M'i NO NO 03468205 03460206 NO HO 168771 132486 146625 PEAK PEAK PEAK PEAK S3 468299 03460200 83100 .081 STD 9.65 000 . 089 . 0 . 0 08008********* 350 . 82) HftcX. 02) 304(X. 02) �RUN ft 034701 13 034701 14 RET TIME !™| 04. 0 4S ':::. 0 !•:.' 8 3 4 7fillIS 034701 1 b NO HO 01.0 PEAK PEAK 03470117 034761 IS HO HO NO NO 157561 18G369 171965 I.JGRAM/ML "< STD DEV UGRAMS . 486 S PEAK PEAK 034 701 IS 03470120 AREA PEAK PEAK 0S 100 . 000 . 0 .a 03470123 03470124 [=; •! .; p • •-..' J. i:_, . '...< 515 . S 5 1 3. 5 NO PCAK NO F'!£:''!K <.02> . 030 . 800 . 0 03470121 081 STD 200151. :7SS25. .08100 .4SS . 600 0347Q125 03470 i;iS 2.G48KS 351 15. 8l?3 S .081 STD 30S «. 02) �RUN # 03470127 03470128 03470129 03470130 03470131 03478132 RET TIME 512. 0 589. 0 510. 5 HO PEAK NO PEAK .9 NO PEAK NO PEAK .0 NO PEAK NO PEAK AREA 203355. 205763. 204562. UGRAIVML ''. STD DEV .08190 . 59 UGRAMS 486 S .081 STD 310«.02> 03470135 03470136 5 11 . T-l 03478137 03470138 NO NO 03470139 03470140 HO NO NO NO 214396. 180739. 197563. 08100 8.52 311«.S2> 312«. 02) 486 S PEAK PEAK .0 PEAK PEAK 03470141 03470142 000 000 03470133 03470134 .881 STD PEAK PEAK 313«. 02) 314C<.02) 315«. 02) 03470145 03470146 508. 0 510. 0 509. 0 NO PEAK NO PEAK 03470147 03470148 NO NO PEAK PEAK 03470149 03470150 NO HO PEAK PEAK .0 03470143 03470144 215759. 211602. 213630. 08100 . 97 .081 STD 316«. 02) 317«. 02) 03470153 03470154 507. 0 507.0 507. 0 HO PEAK HO PEAK 03470155 03470156 HO HO 03470157 03470158 HO NO 03470151 03470152 2BC<.02) 207886. 194673. 201279. 08100 3. 486 S .081 STD . 02) PEAK PEAK .0 PEAK PEAK .00000$*****$$* 31S«. 02) 319<X. 02) 352 �03470159 03470168 567. 0 5 13.0 5 10.0 03479161 03470162 HO HO 03470163 03470 164 HO HO HO HO .03108 16.65 PEAK PEAK .8 PEAK PEAK 83470165 S3470166 196784 148602 168533 486 S .031 STD PEAK PEAK 320«. 800 321 «. 02 > . 0 322«.02> . 0 03470163 03470163 507. 0 507. 0 587. 0 NO PEAK HO PEAK 03478170 03470171 HO HO PEAK PEAK 03470172 03478173 HO HO PEAK PEAK 03470167 03470 16S 219164 183105 281134 8. 96 . 03 486 S .881 STD 323 «. 02>* . 0 324 «. 02) 03479174 03470175 517. 0 511. 0 514. 0 NO PEAK HO PEAK 325 «. 02) .00800$$$$$**$$ .0 167905 181323 174616 83470178 83470179 03478108 83478181 584. 0 5128630 5148701 497. 0 3138691 588. 5 586. 0 £8327 NO PEAK 18163. 3.34 .486 .80000$$$$$$$*$ 03470176 03470177 . 006 19 14.302 108.88 . 828 .08190 2.38 3 71 .80471 353 S .981 STD 326>X. 02':> 327 323* �RUN # 03480102 03480103 03480104 03480104 03480105 03488106 RET TIME 492. 0 493. 0 49 2 5 NO PEAK NO PEAK .0 NO PEAK NO PEAK AREA 168189. 183489. 175799. UGRAM/ML "< STH DEV .08100 33 UGRAMS 48S S .031 STD 338«. 02)* .e 339'X.02) 323, 2X'X. 02> PEAK PEAK 03480111 03488112 491. 8 491. 8 491. 0 NO PEAK NO PEAK 03480113 03480114 NO NO 03480109 03400110 000 800 HO NO 3 1 6 Ii5 6 285 998 301 306 08100 S 5.08 . 000 . 0 34, 2X«. 02) PEAK PEAK 338, 2X«. 8 . 0 RUN tt 83490110 03490110 03490111 03490112 .881 STD RET TIME AREA 586. 8 586. 8 586. 0 NO PEAK HO PEAK 172541 172541 172541 '" CM 0 '•iii, 1 8 1 I' . 0 UGRAIVML * STD DEV 64486 54154 59288 UGRAMS 486 S .081 STD H-l 83498113 03490114 . 167 354 498A �RUN S 03490139 03490140 03499141 03490142 03490143 03499144 03490145 03490146 03490147 03490148 03490149 03490158 03490151 03490132 RET TIME 'r n ' fu i i 1 .' ', M i. ' 1, ' i i i , ', ' ' fi 'M .i i .M M ii ' i"1 M '.[, ' '. '.'i, i '.MM, n 1 1 i 'i'," 1 f 'f 1 n '„ i ' i j c i M'l 1 1 [ .P ' H f n i i 03490155 03490156 03490157 03490158 03493159 03490 1S0 Ml! i',1 ii.i 'i ' i1 P i' ii 1 jt " 03490153 03490154 t 1 r 1 Vi n ,' ' i i ' , • '•, i ' '"' ''• i-lREA 2 7c> 4 2 H . 2001 SI . 2 7 i: 8 1 0 . 35316. 20962. 32139. 85 1 H: 1 . 87782. 9SS 81 . 49808. 4f:966. 493S7. 67 2 6 9 . 64964. iSetlOfi. 279372. 29::J4i:"5. 2864:! S. 1004*5. C7C41. 94043. fr ' 1 1 1 , , i 1 r 1 '' i '., ,. ' i i i 1 i i , 'i, i ii UGRAM/fIL "; STD DEV P 8 1fi! ? . 14 . 08930 UGRAMS 48 S S .081 ST31 436 056 . 02518 437 . 0143P S86 438 . 0 19 1 " 1. 70 115 439 . 08291 2. 46 497 440 . 02722 6. 81 S .031 STD . 08100 486 . 02 7 PC 167 446 442 447 R " 3 f" 5 4':. 0 355 455 �RUN tt RET TIME 03500103 03500104 465. 0 465. 0 465. 0 NO PEAK NO PEAK 03500105 03500106 HO HO 03500101 03500102 AREA UGRAM/ML "4 STD DEV 130323. 178723. 175523. 03160 2.73 UGRAMS .486 S .081 STD 346«.02> PEAK PEAK 341«. S2> . 0 03500.1.07 03500103 450. 0 451. 0 450. 5 03500113 03500114 459. 0 456. 0 457. 5 NO PEAK HO PEAK .0 HO PEAK HO PEAK 03500115 03500116 NO NO 03500109 03500110 03500111 03500112 4134232. 3534241. 3834261. 211.869. 209915. 210392. 1. '.82 46 486 342 10.617 03 100 S .081 STD 343«.02> 344<X. 02 > PEAK PEAK 345 «. 02 > . 0 03500119 03500120 461. 0 462. 0 461. 5 NO PEAK NO PEAK 03500121 03500122 NO HO PEAK PEAK 03500123 03500124 HO HO PEAK PEAK 03500117 03500118 320312. 319329. 320070. 23 03100 486 S .031 STD 346«. 02 > 000 347C<.02> 035 SB 127 03500123 464. S 464. 0 464. 0 NO PEAK HO PEAK 03500129 03500130 NO HO 03500125 03500126 348 «. 02) 000 . 0 267874. 301.359. 234866. 08100 S 5. .881 STD 349«.02> . 0 PEAK PEAK 350C<.02> 03500131 03500132 459. 0 454. 0 456. 5 5858374. 6141524. 5999949. 70605 356 2.36 10.236 351 �03508133 03300134 03300135 03500136 03500137 03300133 03500139 03500140 03500141 03500142 03500143 03500144 03500145 0350014G 463. 0 461. 5 461. 0 460. 0 460. 5 460. 0 458. 6 459. 0 457. 0 458. 0 457. 5 08100 u'i r," j 11'.i.i P."' 11.23 02601 . 15S .02427 162957. 464. 0 263443. 257479. 464. 3 464. 8 260461. NO PEAK NO PEAK . 0 454. 0 2770527. 455. 0 2812506. 27915 IS. 455. S . 15 14S 485 040 IS 11.43 241 401ft 08100 1. 15 .436 . 090 86813 5. 209 S .081 STD 126 BEFORE RIM 357 AU.S.Government Printing Office: 1975 — 657-022/598 � Dublin Core The Dublin Core metadata element set is common to all Omeka records, including items, files, and collections. For more information see, http://dublincore.org/documents/dces/. Title A name given to the resource Alvin L. Young Collection on Agent Orange Description An account of the resource <p style="margin-top: -1em; line-height: 1.2em;">The Alvin L. Young Collection on Agent Orange comprises 120 linear feet and spans the late 1800s to 2005; however, the bulk of the coverage is from the 1960s to the 1980s and there are many undated items. The collection was donated to Special Collections of the National Agricultural Library in 1985 by Dr. Alvin L. Young (1942- ). Dr. Young developed the collection as he conducted extensive research on the military defoliant Agent Orange. The collection is in good condition and includes letters, memoranda, books, reports, press releases, journal and newspaper clippings, field logs and notebooks, newsletters, maps, booklets and pamphlets, photographs, memorabilia, and audiotapes of an interview with Dr. Young.</p> <p>For more about this collection, <a href="/exhibits/speccoll/exhibits/show/alvin-l--young-collection-on-a">view the Agent Orange Exhibit.</a></p> Text A resource consisting primarily of words for reading. Examples include books, letters, dissertations, poems, newspapers, articles, archives of mailing lists. Note that facsimiles or images of texts are still of the genre Text. Box The box containing the original item. 005 Folder The folder containing the original item. 0055 Series The series number of the original item. Series I Dublin Core The Dublin Core metadata element set is common to all Omeka records, including items, files, and collections. For more information see, http://dublincore.org/documents/dces/. Creator An entity primarily responsible for making the resource Hughs, B.M. D.C. Fee M.L. Taylor T.O. Tiernan C.E. Hill, Jr. R.L.C. Wu Description An account of the resource <strong>Corporate Author: </strong>Chemistry Research Laboratory/LJ, Aerospace Research Laboratory, and Systems Research Laboratories, Inc., Wright-Patterson AFB, Ohio Date A point or period of time associated with an event in the lifecycle of the resource 1975-05-01 Title A name given to the resource Analytical Methodology for Herbicide Orange: Vol. I: Determination of Chemical Composition, Final Report, December 1972-December 1974 Subject The topic of the resource dioxin herbicide properties herbicide testing