United States
Environmental Protection
Agency
Office of
Toxic Substances
Washington DC 20460
EP'A-560/78-009
November 1978
Toxic Substances
r/EPA
Identification of Organic
Compounds in Industrial
Effluent Discharges
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IDENTIFICATION OF ORGANIC COMPOUNDS
IN INDUSTRIAL EFFLUENT DISCHARGES
by
D. L. Perry, C. C. Chuang, G. A. Jungclaus,
and J. S. Warner
BATTELLE
Columbus Laboratories
505 King Avenue
Columbus, Ohio 43201
Contract No. 68-01-4350
Project Officers
Vincent J. DeCarlo
Office of Toxic Substances
U.S. Environmental Protection Agency
Washington, D.C. 20460
and
Ann Alford
Analytical Chemistry Branch
Environmental Research Laboratory
Athens, Georgia 30605
ENVIRONMENTAL RESEARCH LABORATORY
OFFICE OF RESEARCH AND DEVELOPMENT
U.S. ENVIRONMENTAL PROTECTION AGENCY
ATHENS, GEORGIA 30605
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DISCLAIMER
This report has been reviewed by the Environmental Research Laboratory,
U.S. Environmental Protection Agency, Athens, Georgia, and approved for
publication. Approval does not signify that the contents necessarily
reflect the views and policies of the U.S. Environmental Protection Agency,
nor does mention of trade names or commercial products constitute endorsement
or recommendation for use.
ii
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FOREWARD
ill
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ABSTRACT
Samples of 63 effluent and 22 intake waters were collected from a wide s
range of chemical manufacturers in areas across the United States. The
samples were analyzed for organic compounds in an effort to identify pre-
viously unknown and potentially hazardous organic pollutants. Each water
sample was preconcentrated for analysis of organic compounds in four frac-
tions: volatile organics by helium-gas stripping and semivolatile organics
by extraction with methylene chloride resulting in separate neutral, acidic
and basic fractions. All sample analyses involved a GC/MS/COMP system that
used high-resolution glass capillary GC columns. Organic constituents were
identified using the computerized Biemann mass spectral matching system
together with some manual interpretation and quantified using GC-FID peak
area determinations.
Over 570 compounds were tentatively identified of which 33 are priority
pollutants. Generally, industrial effluents contained few priority pollutants.
Most of the components found in the effluents were specific for a particular
industrial site and did not appear in reoccurring patterns. The data
suggest that many possible environmentally important compounds would be
overlooked if frequency of occurrence is the major criterion for determining
environmentally significant compounds.
We recommend that future studies concentrate on basic compound analyses
and that the biological activity of a compound(s) be established first before
exhaustive screening programs are initiated for environmental pollutants.
Mass spectral data bases containing all the organic compounds produced by
industry should be developed.
This report was submitted in fulfillment of Contract No. 68-01-4350 by
Battelle, Columbus Laboratories, under the sponsorship of the U.S. Environ-
mental Protection Agency. This report covers the period September 30, 1976,
to November 30, 1978, and work was completed as of September 30, 1978.
iv
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CONTENTS
Forward iii
Abstract iv
Figures vi
Tables vii
Acknowledgement viii
Introduction 1
Conclusions and Recommendations 2
Analytical Protocol 2
Analytical Results 2
Future Studies 4
Sampling 5
Site Selection 5
Sample Collection and Preservation 5
Sample Analyses 8
Instrumentation 8
Volatile Analysis Procedures 8
Experimental Method 10
Quantitation. . . . ''. 11
Semivolatile Analysis Procedures 11
Experimental Method 11
Quantitation 15
Quality Assurance Studies 19
Gas Chromatograph Calibration 19
GC-MS-COMP Calibration and Evaluation 21
GC-MS Tune Up Mixture 24
GC-MS-COMP Evaluation 24
Recovery Studies 27
Priority Criteria for GC/MS Analyses 33
Results and Discussion 41
Tentative Identification of Volatile Compounds ....'.. 41
Tentative Identification of Neutral Compounds 50
Tentative Identification of Acidic Compounds 50
Tentative Identification of Basic Compounds 69
Summary of Identified Compounds in Industrial
Effluent Survey 73
References ..... 75
Appendices
A. "Sample Data Tables A-l
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FIGURES
Number Page
1 Instrumentation for purge and trap analysis 9
2 Total ion chromatogram of volatile fraction of industrial
effluent 12
3 Extraction procedure 14
4 Gas chromatogram of neutral fraction of industrial
effluent 16
5 Gas chromatogram of acidic fraction of industrial
effluent 17
6 Gas chromatogram of basic fraction of industrial
effluent 18
7 Glass capillary gas chromatogram of the calibration standard
used for non-polar compounds 22
8 Electron impact mass spectrum of DFTPP 23
9 GC-MS-COMP tune up mixture chromatogram on a 30M SE-30
capillary column 25
10 Gas chromatogram of neutral fraction from water spiked with
BCL standard mixture 28
11 Gas chromatogram of basic fraction from water spiked with
BCL standard mixture 29
12 Gas chromatogram of acidic fraction from water spiked with
BCL standard mixture 30
13 Neutral fraction process blank 34
14 Basic fraction process blank 35
15 Acidic fraction process blank 36
16 Total ion chromatogram obtained from water blank 37
17 Total ion chromatogram obtained from water spiked with
internal standards 38
18 Total ion chromatogram obtained from water spiked with
internal standards and external standards 39
vi
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TABLES
Number Page
1 Chemicals produced by companies sampled 6
2 Internal standards and external standards 13
3 Gas chromatographic conditions 15
4 Recovery of compounds in BCL standard mixture 20
5 Decafluorotriphenylphosphine (DFTPP) 26
6 Periodic recovery of compounds in BCL standard mixture .... 31
7 Priority criteria for GC-MS analysis 40
8 Volatile compounds tentatively identified in 63
industrial effluents 42
9 Classification of compounds identified in purgeable
fractions 49
10 Neutral compounds tentatively identified in 33
industrial effluents 51
11 Classification of compounds identified in neutral
fractions 62
12 Acidic compounds tentatively identified in 26 industrial
effluents 63
13 Classification of compounds identified in acid fractions ... 68
14 Basic compounds tentatively identified in 21
industrial effluents 70
15 Classification of compounds identified in basic fractions. . . 72
16 Summary of identified compounds in industrial effluent
survey ..... ......... 74
vii
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ACKNOWLEDGMENT
Battelle's Columbus Laboratories and the project team members express
their appreciation to Ann Alford and Dr. Wayne Garrison of the Environmental
Research Laboratory, USEPA, Athens, Georgia, and to Dr. Vincent DeCarlo
of EPA's Office of Toxic Substances for helpful recommendations concerning
site selection and analytical protocols. Gratitude is also expressed to
the regional USEPA offices whose cooperation facilitated the process of
locating sampling sites.
viii
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INTRODUCTION
There has been an increasing concern in recent years that man and his
environment are being exposed to unknown industrial pollutants which may
represent significant hazards. One approach to assessing the potential
hazards involves a detailed chemical characterization of waste effluents.
The objective of this program was the identification and quantification of
organic compounds present in representative industrial final aqueous
effluents. The information obtained will help the U.S. Environmental
Protection Agency in its efforts in determining the health and environmental
effects of industrial effluents, determining transport and degradation
mechanisms, developing and assessing monitoring and control technology, and
assessing wastewater disposal permits.
Priority was given to major industrial activities that were most apt to
have significant amounts of organic compounds in their final aqueous effluents.
Four different fractions from each effluent sample were analyzed by gas
chromatography (GC) and gas chromatography-mass spectrometry (GC-MS)
procedures. The fractions were acidic and neutral volatiles, neutral semi-
volatiles, acidic semivolatiles, and basic semivolatiles.
The program was designed as a cursory survey of wastewater effluent
samples. A computerized mass spectral search system was used as the basis
for compound identifications. High-resolution glass capillary GC columns
were used to obtain the best possible mass spectra from the GC/MS/COMP
systems. Because of the large number of samples, this program provided for
only limited manual mass spectral interpretation.
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CONCLUSIONS AND RECOMMENDATIONS
The conclusions and recommendations concerning this project are
divided into three categories: (1) those which deal with the analytical
protocol used in this program; (2) those which deal with the analytical
results obtained; and (3) those concerned with the design of future
studies for detecting environmentally significant pollutants.
ANALYTICAL PROTOCOL
• Stringent quality assurance protocols, such as those established
for this program, must be followed during the performance of
each analysis. Particularly important are instrument calibration
(GC/MS/COMP), process and field blanks, uniformity of capillary
GC system performance and recovery of representative standard
compounds from spiked samples.
• Capillary column GC/MS for volatile analysis was demonstrated
in this program to be a sensitive and specific method suitable
for routine work. The improved resolution of the capillary
column (compared to packed columns) provides well resolved
peaks which result in cleaner mass spectra and thus more
certain identification of the various volatile compounds.
However, capillary columns are not the answer for every
analytical problem.
• Basic priority pollutants were not found in the industrial
effluents using SE-30 glass capillary columns. Benzidine
and 3,3'-dichlorobenzidine could only be detected reliably
at levels of greater than 50 yg/1 with our method. Con-
sequently, if lower detection limits are necessary for
benzidine analysis, more suitable methods should be used.
One such method is the electrochemical detection of benzidines
following HPLC separation.
• Mass spectral and relative retention time data bases con-
taining most, if not all, of the organic compounds produced
by industry should be developed. Present data bases contain
mass spectra of less than 20% of the presently manufactured
industrial compounds. Consequently, identification of
"unknown" pollutants was difficult due to the incomplete data
bases of the mass spectral matching systems. Manual
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interpretation procedures are not feasible for a screening
project of this scale.
The majority of pollutants present at levels greater than
10 ug/1 were tentatively identified. However, there is con-
siderable uncertainty associated with some of the interpreta-
tions. In general the most common and most frequently studied
compounds (i.e., hydrocarbons, halocarbons, fatty acids, and
phenols) are identified with a high degree of certainty.
Pollutants which have not been previously identified are of
particular interest in this type of study but they are less
likely to be included in data bases and less likely to be
correctly identified.
The Biemann computer mass spectral matching system does pro-
vide a useful "first guess" in the identification of an
unknown compound, but it is unreliable in determining the
degree of certainty of a particular compound identification.
Thus, the computer generated GC/MS data alone are not sufficient
evidence for the positive identification of "unknown" compounds.
Retention time data and manual interpretation must be used.
Many samples contained only a few components as determined by
preliminary GC analysis, whereas others contained many compounds
in high concentrations. Consequently, the GC screening pro-
cedure used (i.e., priority rating system) saved time and money
by determining which samples contained a sufficient number of
components above a specified concentration level (10 yg/1) to
warrant subsequent GC/MS/COMP analysis. However, the relatively
few contaminants present in those samples not analyzed by GC/MS
may have been potentially toxic components that should be of
concern.
ANALYTICAL RESULTS
• Caution should be used when interpreting the analytical data,
especially the frequency of occurrence tables, because this
was only a limited study.
• Generally, industrial effluents contain few priority pollutants.
In the semivolatile fractions only 17 priority pollutants were
identified and these occurred collectively 78 times—only 10%
of the 816 occurrences of semivolatile compounds. This per-
centage of occurrence of priority pollutants is the upper
limit since the unidentified compounds would not be priority
pollutants.
• Priority pollutants are most prevalent in the purgeable fractions
o_f industrial effluents. This was expected since most of these
compounds are common industrial solvents. Twenty-two priority
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pollutants were identified and occurred collectively 359 times—
51% of the 710 occurrences of purgeable compounds.
Most of the components found in the effluents were specific
for a particular industrial site and did not appear in re-
occurring patterns. Specifically, 176 out of 261 neutral com-
pounds, 56 out of 104 acidic compounds, 39 out of 49 basic
compounds, and 85 out of 159 volatile compounds occurred only
once. These data suggest that many possible environmentally
important compounds (mutagenic, toxic, carcinogenic) would
be overlooked if frequency of occurrence is the major criterion
for determining environmentally significant compounds.
Few polycyclic aromatic hydrocarbons (PAH's) were identified
in industrial effluents. This fact supports the combustion
airborne hypothesis that PAH's enter the surface waters
primarily as a result of the combustion of fossil fuels.
Many different types of heterocyclic compounds appeared in the
basic fraction. Such compounds are very likely toxic or
mutagenic and may prove to be environmentally significant.
FUTURE STUDIES
• We recommend that future studies concentrate on basic compounds
using suitable methods of identification and that appropriate
tests for compound activity (toxicity, mutagenicity, carcino-
genicity) be conducted.
• We recommend that future studies concerning the environmental
impact of various compounds first identify which compounds are
biologically active (toxicity, mutagenicity, carcinogenicity)
and then apply suitable methods for their detection in the
environment. This could be accomplished by fractionating
extracts using liquid chromatography and screening the fractions
by bioassay techniques (e.g., Ames mutagenicity assay, mammalian
cell toxicity assay). Active fractions would be subfractionated
and studied in detail to identify the biologically active
components.
• The current study was concerned only with volatile and semi-?
volatile components. The many nonvolatile organic components
that were undoubtedly present and which may be biologically active
were ignored. We recommend that future studies include efforts
to identify biologically active nonvolatile components. This
could be accomplished most efficiently by combining liquid chroma-
tographic fractionation and bioassay techniques with HPLC-MS and
HPLC/IR studies.
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SAMPLING
SITE SELECTION
The objective of sampling site selection was to develop a sampling
design system which allowed the collection of representative, usable and
statistically reliable data concerning the possible source of organic pollu-
tants entering receiving waters. A preliminary list of 478 organic chemical
manufacturing facilities was compiled and classified according to type of
chemical industry. Sampling sites were chosen from this list using the
following criteria:
(1) Type of industry
(2) Potential toxicity of anticipated pollutants
(3) Production capacity of company
(4) Willingness of company to permit sampling
In retrospect, the main factor for site selection was the willingness
of the company to permit sampling. The other major criterion was the type
of industry to be considered. These industries included all types of
organic chemical manufacturers and even steel manufacturers because of
their coal tar production. Table 1 summarizes the various types of chemi-
cals produced by these companies.
Letters were sent to 250 corporations requesting permission to sample
at some 450 sites. Each company was informed that data obtained from their
water samples would not be identified with their respective company. In
this way each company's identity will remain confidential. Approximately
10% of the corporations contacted refused to participate. Many corporations
(94 out of 250) had sampling sites (100) which discharged into municipal
treatment plants. These sites were not applicable for this project since
only those effluents which were discharged directly into surface waters were
of interest. Eighteen corporations requested that intake water be analyzed
as well as effluent water. In this way, chemicals identified as being intro-
duced via the intake water would not be erroneously attributed to the manu-
facturing operations.
SAMPLE COLLECTION AND PRESERVATION
Samples were collected from sites in Ohio, West Virginia, Pennsylvania,
New Jersey, New York, Louisiana, Kentucky, Delaware, and Texas. In total,
samples of 63 outfalls and 22 intakes (plant water supply) were collected.
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TABLE 1. CHEMICALS PRODUCED BY COMPANIES SAMPLED
rubber processing chemicals
plastics and resins
dyes, color agents and pigments
aromatic hydrocarbons
surface-active agents
tar, tar prods, petroleum prods.
carbon black
lecithin and derivatives
aliphatic solvents
medicinals or phameceuticals
industrial organic chemicals
organic acids and salts
fatty acids & derivatives
organic sufrace coatings
flavor and fragrance chemicals
pesticides
epoxys
miscellaneous organic chemicals
surfactants
elastomers
catalysts and catalyst supports
polymers
organic intermediates
synthetic fibers
paints and varnishes
enzymes
pulp and paper chemicals
silanes, silicones
leather finishes
chelating agents
amines
printing inks
peroxides
chlorine compounds
edible fats, oils, etc.
synthetic rubbers
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Samples were collected In such a way as to provide as representative a
sample as possible from each sampling site. This required close coordination
with facilities personnel to ensure that sampling was performed during a
representative stage of the production cycle. In many cases effluents from
the various operations of a particular plant were pooled and may have been
subjected to purification treatment prior to discharge. These pooled samples
averaged many of the periodic fluctuations in the composition of the
effluents and permitted a grab sample to be taken which was reasonably
representative of several hours of operation. For this reason and because
grab sampling is by far the least costly method, grab samples were collected
at all the sites. Other advantages of grab sampling are that contamination
is minimized and the sample can be immediately capped and cooled to prevent
loss of volatile compounds.
Grab samples for analysis of semivolatile compounds were collected in
pre-washed one-half gallon glass bottles containing 5 grams of potassium
bisulfate (KHS04) and 75 grams of sodium chloride. Two bottles of sample
were collected at each intake (or process water source) and process water
outfall. Each bottle was filled approximately half full with sample water.
Next, 150 ml of high purity distilled-in-glass methylene chloride was added
followed by the remaining half portion of sample water. The methylene
chloride prevents microbiological degradation and retards hydrolytic de-
gradation of many organic components by removing them from the aqueous phase.
A field blank was collected at each site in the same manner as a sample
using distilled water (taken to each site from the laboratory) instead of
waste or inlet water. All bottles were appropriately labelled and stored on
ice.
Grab samples to be analyzed for volatile compounds were collected in
40 ml glass vials. Four samples were collected at both the inlet and outfall
by filling each vial until it overflowed. This sampling method ensured that
no air remained in the samples. The completely filled vials were sealed
with screw-caps containing Teflon-lined silicon rubber septa and stored cap-
side down on ice. A field blank consisting of distilled water was prepared
at each site using the preceding overflow method. All water samples were
stored at 4°C until they were extracted and/or analyzed by GC/MS.
_
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SAMPLE ANALYSES
All sample analyses involved a GC/MS/COMP system that used high-
resolution glass capillary GC columns. Volatile compounds were purged from
water by helium, trapped on Tenax and subsequently desorbed. Semivolatile
compounds were extracted from water with methylene chloride using an extrac-
tion scheme that gave the neutrals, acids, and bases as three separate
fractions. These three fractions were analyzed by GC as well as by
GC/MS/COMP.
INSTRUMENTATION
A Tekmar Liquid Sample Concentrator, Model LSC-1, was used for purging
the volatile compounds. The device was equipped with a 25-ml sample con-
tainer and the adsorbent tube was packed with 6 inches of 60/80 mesh Tenax
GC. A 25-ml gas tight syringe with a 3-way valve and 12-inch needle was
used to transfer the water samples to the LSC-1.
The GC/MS system for both the volatile and semivolatile analyses con-
sisted of a Finnigan Model 9500 gas chromatograph coupled with a Finnigan
Model 3200 quadrupole mass spectrometer. The mass spectrometer was inter-
faced to a Systems Industries Model 150 data system.
The GC column for volatile analyses was a 50 m x 0.25 mm i.d. glass
capillary column (Perkin-Elmer) coated with SF-96 (a low molecular weight
methyl silicone fluid). Figure 1 illustrates the instrumentation used in
our purge and trap method.
The GC analyses of semivolatile compounds were performed using a Varian
Model 1840 or Hewlett-Packard Model 5730 gas chromatograph equipped with a
Hewlett-Packard automatic sampler. Each GC was fitted with a 30 m x 0.22
mm i.d. SE-30 glass capillary column (J. & W. Scientific). The calculation
of retention index and concentration relative to the internal standard
(pentadecylbenzene) was performed by a Spectra-Physics Model 4000 chromato-
graphy data system.
VOLATILE ANALYSIS PROCEDURES
During the course of this project it was mutually decided with the
sponsor that all 85 samples would be analyzed for volatile compounds by
using capillary column GC/MS instead of the usual packed column GC/MS
system. The employment of capillary column GC/MS for routine volatile
analyses proved to be a significant technical improvement in this project
by providing well resolved GC peaks which result in clean mass spectra of
volatile compounds.
8
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VD
Desorb CM and Sample to Gat Chromatograph
(Desorb Gas i> Umt u Column Carrier G«« •!
About 2 ml/mini
Flow meter
40 ml/min
Helium Purge In
(12 pii)
Tenan Trap in
DesorbMode
(180'C for IS mini
25 ml for Most Samples
5 ml for "Smelly" Samples
Purge for 15 min at Ambient T
Total Column Effluent
to Man Spectrometer
SF 96 Glass Capillary (50 ml
With Immenible Loop Which
Is Immersed for 15 min During
the Oesorb Mode
Lab Jack
Finnigan 9500 GC
(With Door Open)
An«lyrii conditions: Door open at ambient T
for 10 min. then door shut at 40° C for 6 min.
then temperature program at 4°C/min to 160°C.
TEKMAR LIQUID SAMPLE CONCENTRATOR
GC-MS
FIGURE 1. INSTRUMENTATION FOR PURGE AND TRAP ANALYSIS
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Experimental Method
Since the glass capillary column was attached directly to the mass
spectrometer, cryogenic trapping was used to concentrate the entire volatile
sample as a plug on the head of the column. Thus no compounds were
pumped away with the helium by passing through a separator. However, this
method did require some modification of the procedure described in "Sampling
and Analysis Procedures for Screening of Industrial Effluents for Priority
Pollutants".(1) One modification was the use of only Tenax in the adsorbent
tube. If silica gel was added at the front of the absorbent tube, large
amounts of water vapor were eluted during the desorption step. This water
sometimes formed a plug in the glass capillary column. In a second modifi-
cation, the LSC-1 Desorb Mode outlet was used as the capillary column carrier
gas. The helium entered a "T" at the back of the LSC-1 and a small pressure
regulator was installed between the Desorb and Purge inlets. The pressure
was set at 15 psi for the Desorb inlet (i.e., 15 psi was the pressure at the
head of the capillary column) and the purge regulator was set at 12 psi.
The flow rate through the capillary column was about 3 ml/min. The first
coil of the glass capillary column was fashioned into a U-tube about 4 cm
deep which was immersed in liquid nitrogen during the desorption step.
To analyze a sample, 25.0 ml of water sample was poured into the gas-
tight syringe followed by the addition of 200 yl of a solution containing
200 ng of the internal standard (the internal standard was prepared by
diluting 74 yl (100 mg) of 1,2,3-trichloropropane to 10.0 ml with methanol
and then diluting 10 ul of this solution containing 100 pg of internal
standard to 100 ml with sparged water); this gives an internal standard con-
centration of 8 yg/1. The sample was added to the purging device through
a septum and sparged for 15 min with helium at a flow rate of 40 ml per min.
The Texax trap was then desorbed for 15 min at 180° with the capillary
U-tube immersed in liquid nitrogen. The LSC-1 was then switched to the
Purge mode, the liquid nitrogen was removed from the capillary column, and
data acquisition started. A plug of air reached the source in the mass
spectrometer in about three minutes followed by the separated organic com-
ponents.
The GC/MS conditions were as follows: 1) the initial column tempera-
ture was 25°C and held at this temperature for 10 min after the solvent
front (air) passed through the column; 2) the column was quickly heated to
40°C and held at this temperature for 5 min; 3) the column was then tempera-
ture programmed at 4°C/min to 130°C and held at the final temperature until
all the volatile components eluted (usually 10-15 min); 4) the MS was
scanned from m/e 40-350 with the sensitivity at 10"? and the electron multi-
plier voltage at about -2.00 KV. Between each run the purging device was
rinsed several times with sparged distilled water and the Tenax trap was
baked out at 210°C for 15 minutes.
2-Bromo-l-chloropropane was initially used as the internal standard.
However, experiments revealed that the 2-bromo-l-chloropropane was not com-
pletely resolved from toluene and also exhibited two isomer peaks on the
10
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SF-96 capillary column. Consequently, 1,2,3-trichloropropane was used as
the internal standard. The internal standard (200 ng) was added to each
sample including the blanks and reference solutions. Retention times
relative to 1,2,3-trichloropropane were calculated for each compound found
in the samples. Figure 2.shows a typical RGC of the volatile components in
an industrial wastewater samples.
Quantitation
The quantitation of each volatile compound using extracted ion currents
of major ions of each compound would be time consuming (computer time) and
costly. Therefore, it was mutually agreed with the sponsor that a semi-
quantitative estimation of the amount of each volatile component found would
be adequate for this program. Relative peak heights of reference compounds
(i.e., response factors) in the normalized total ion chromatogram (T.I.C.)
were used to estimate the concentrations of each compound in the samples.
The relative responses of acetone, diethyl ether, benzene, chlorobenzene,
and o-xylene (compounds which appear in many of the industrial samples) were
determined to be in a 20-fold range and depended upon the stripping effi-
ciency of the procedure (related to compound solubility and volatility) and
the ionization and chromatographic characteristics (polarity, molecular
weight, etc.) of the compounds. For compounds identified in the samples,
estimated relative response factors were used to estimate the approxi-
mate quantity of each compound. Initially, relative responses for a few
samples couid not be obtained because the sample components were so concen-
trated that the internal standard peak was not observed in the normalized
TIC plot. Consequently, three additional internal standards (bromochloro-
methane, 2-bromo-l-chloropropane and 1,4-dichlorobutane) were added to all
samples. This modification permitted reliable semi-quantification of the
volatile compounds in the industrial water samples. Table 2 lists the
relative responses of internal and external standards used in our semi-
quantification of volatile compounds.
SEMIVOLATILE ANALYSIS PROCEDURES
Each of the 85 water samples was extracted to give three fractions
containing the neutral, acidic, and basic semivolatile compounds, respec-
tively. These fractions were gas chromatographed (methylated acid fraction)
to obtain semiquantitative data and to prioritize the respective fractions
for subsequent GC/MS/COMP analysis. Only the top priority fractions (total
of 89) were analyzed by GC/MS/COMP.
Experimental Method
Semivolatile organic compounds were extracted from each water sample
using the procedure illustrated in Figure 3.
Each 1500 ml sample, previously treated with 5 g of KHSO^ and 75 g of
Nad, was spiked with three internal standards—hexaethylbenzene, 2,4-
dimethylaniline and palmitic acid. The pH was adjusted to pH=l using H2S04
and the sample extracted three times with nanograde distilled in glass
11
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108-1
80-
60-
N)
28-
TOTPL ION O-ROMRTOGRflM CX 13
28
//14 Dimethyl disulfide
#10 1,1,1-Tri-
chloroethane
c«)
Jilj
A>
//16 Thiacyclopentane
(*)
I
I
too
l
209
I
300
I
100
I
SCO
I
eo9
l
TOO
I
eoo
I
809
I
1009
1109
I
1290
I
1300
Figure 2. Total ion chromatogram of volatile fraction of industrial effluent.
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TABLE 2. INTERNAL STANDARDS AND EXTERNAL STANDARDS
Compound
Acetone
Diethyl ether
Benzene
Chlorobenzene
o-Xylene
Bromochlorome thane
2-Bromo-l-chloropropane
1 , 4-Dichlorobutane
1,2, 3-Trichloropropane
Amount in 25-ml
water sample, ng
473
142
178
221
176
200
200
200
200
Concentration,
Vig/1
19.0
5.7
7.0
8.8
7.0
8.0
8.0
8.0
8.0
Relative
Response3
0.8
7.3
11.5
3.2
3.8
5.0
3.9
1.1
1.0
(a) Response/concentration relative to that of the internal standard, 1,2,3-
Trichloropropane
13
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FIGURE 3. EXTRACTION PROCEDURE
1500 ml of waste water effluent
5.0 g of KHSO,
1 ml of cone. H SO,
75.0 g of NaCl i *
pH - 1
1. extract with CH.C1.
150 ml + 50 ml 4 50
ml
1500 ml of aqueous layer
pH - 1 I
extract with 0.2 N NaOH
200 ml + 200 ml
Aqueous layer
pH - 12.5
1. add 50 ml of 2N NaOH (pH=12.5)
2. extract with CHoCl? (150 ml +
50 ml + 50 ml)
wash ON with 100
ml 0.1N HC1
dry over Na.SO^
K-D evaporate
ext. std.
Pentadecylbenzene
added
Neutral fraction ready for
GC, GC-MS analysis
_L
Aqueous layer
1. add 20 ml of 6N
HC1 (pH • 1)
2. extract with
CH2C12 50 ml +
50 ml + 50 ml
1. dry over Na_SO,
2. K-D evaporate
3. ext. std. Pentadecylbenzene
added
Basic fraction ready for
GC, GC-MS analysis
CH2C12 layer
- solution OA
1. dry over Na.SO,
2. K-D evaporate
3. ext. std. pentadecylbenzene added
4. methylate with CH
Acidic fraction ready for
GC, GC-MS analysis
14
-------
methylene chloride. The combined methylene chloride extracts (neutral and
acidic fractions) were extracted twice with 0.2N NaOH resulting in organic
(neutral fraction) and aqueous (acidic fraction) layers. The organic layer
was washed with 0.1N HC1, dried over anhydrous sodium sulfate, filtered, and
concentrated to 400 yl using a Kuderna-Danish evaporator.
The aqueous layer (acidic fraction) was made acidic (pH=l) with 6N HC1
and extracted three times with methylene chloride. The resulting organic
layer was dried, filtered and concentrated to 400 yl. The solution was
split in half. Half was methylated using a diazomethane generator and the
other half was stored for possible reanalysis.
The original acidic aqueous layer (basic fraction) was made alkaline,
(pH=12.5) using 2N NaOH, extracted three times with methylene chloride,
dried, filtered, and concentrated to 400 yl.
An internal standard, 20 yg of pentadecylbenzene was added to each of
the respective fractions together with 400 yl of benzene. Each fraction was
concentrated to 400 yl, split in half and stored at 4°C until GC or GC/MS
analysis. By replacing methylene chloride with the higher boiling solvent
benzene, samples had longer storage life. More importantly, the "solvent
effect" produced by benzene improved column resolution and peak shape in
subsequent splitless injections of GC/MS analyses.
All 255 fractions were analyzed by GC using the conditions listed in
Table 3.
TABLE 3. GAS CHROMATOGRAPHIC CONDITIONS*
Injection procedure 2 yl 10:1 split
Initial temperature 608C
Initial time 5.0 min.
Programming rate 4°C/min.
Final temperature 260°C
Final time 35 min.
Injector temperature 250°C
Detector temperature 300°C
*30 m x .0.22 mm i.d. SE-30 glass capillary
column.
Figures 4, 5 and 6 illustrate typical gas chromatograms of the respec-
tive neutral, acidic, and basic fractions from industrial waste-water
effluents. The GC/MS conditions for semivolatile compound analysis were
similar except that a 2 yl splitless injection was used.
Quantitation
The emphasis of this program was on the identification and not quanti-
fication of organic compounds. Consequently, semiquantitative methods based
solely on gas chromatography were sufficient. The Spectra-Physics 4000 data
15
-------
1,4-Dichlorobenzene (*) _ ., ., , , /j.j.\
' Tnbutyl phosphate (**)
IS
Trixylyl phosphate (**)
Figure 4.
Gas chromatogram of neutral fraction of industrial
effluent. Experimental conditions: 2 ul injection at
60°C onto a SE-30 column 30 m x 0.22 mm i.d. glass capillary
column. Temperature programmed from 60°C (held for 5 minutes)
at 4°/min to 260°C (held for 35 minutes).
-------
02 Benzole Acid (**)
I " «—
Methyl
cyclohexene-
1-carboxylic
acid (**)
95 Dodecanolc
Acid (*)
ff7 C - 14 Branched Fatty Acid + Methyl Phenol (***)
Figure 5. Gas chromatogram of acidic fraction of industrial
effluent. Experimental conditions: 2 pi injection
at 60°C onto a SE-30 column 30 m x 0.22 mm i.d.
glass capillary column. Temperature programmed
from 60°C (held for 5 minutes) at 4°/min to 260°C
(held for 35 minutes).
-------
oo
95 1,6-Naphthridine (**)
I
Methylcinnoline (***)
Dimethyl naphthyridine
(*)
4—Internal standard
Figure 6. Gas chromatogram of basic fraction of industrial
effluent. Experimental conditions: 2 yl injection
at 60°C onto a SE-30 column 30 m x 0.22 mm i.d.
glass capillary column. Temperature programmed
from 60°C (held for 5 minutes) at 4%nin to 260°C
(held for 35 minutes).
-------
system calculated concentrations using pentadecylbenzene as an internal
standard. The sample component concentrations were calculated using "esti-
mated response factors" which were obtained by correlating the following:
(1) The relative response of a similar compound found in the
BCL Standard Mixtures (Table 4);
(2) The recovery of the respective fractions (determined by
comparison of internal with external standard);
(3) The shape of the respective GC peak and baseline (which
indicated how accurately each peak area was integrated).
The reliability of our quantitative data depended ultimately upon the
computer integration of the respective GC peak areas. Because of actual
problems associated with this procedure (co-eluting compounds, poor GC peak
shape and/or irregular baseline), the following ranges were established for
reporting compound concentrations:
(1) * = less than 10 yg/1
(2) ** = 10-100 ug/1
(3) *** = greater than 100 ug/1.
QUALITY ASSURANCE STUDIES
An essential and enlightening aspect of this project was the continued
use of various quality assurance measures. Because of the variety of
chemical and physical properties of compounds expected to be found and the
Ug/1 detection limit, stringent standards were necessary to validate our
procedures for the extraction, detection, and identification of compounds
from industrial wastewater effluents. These quality assurance standards
included instrumental calibration, recovery studies, and process and field
blank studies.
Gas Chromatograph Calibration
A standard solution containing 2,6-dimethylphenol (DMP), 2,4-
dimethylaniline (DMA), decylaldehyde, decanol, ji-tridecane, and n-tetradecane
was injected into the GC to determine the polarity, separation number (SN),
and number of effective plates (Neff) of the glass capillary column. This
evaluation was made each time a column was connected in the GC and each time
column degradation was suspected. In order for a GC column to have been
acceptable for sample analysis the following conditions had to be met.
(1) Neff I 50,000
(2) SN < 25
(3) Area of DMP/Area of DMA = 0.5 to 2.0
19
-------
Table 4. Recovery of Compounds in BCL Standard Mixture
1.
2.
3.
4.
5.
6.
7.
8.
9.
10.
11.
12.
13.
1.
2.
,3.
4.
5.
1.
2.
3.
4.
5.
Compound
Chlorobenzene
Nonane
1,2 , 4-Trimethylbenzene
Naphthalene
Decylaldehyde
Dibeazofuran
Tri-n-butyl Phosphate
Pentadecanol
Dibutyl Fhthalate
Carbazole
Pyrene
Methyl Stearate
Heptadecylcyclohexane
2 , 6-Dimethylphenol
p-Nltrophenol
m-Nitrobenzoic Acid
2,3,4, 5-Tetrachlorophenol
Palmitic Acid
N-Ethylmorpholine
Dibutylamine
2 ,4-Dimethylaniline
Quinoline
m-Nitroaniline
•No. of Runs
4
4
4
4
4
4
4
4
4
4
4
4
4
Acidic Fraction
5
4
4
5
5
Basic Fraction
5
2
5
5
5
Recovery , 2
94.3 + 8.7
87.9 + 9.5
98.9 + 8.1
88.4 + 7.2
88.7 + 11.0
93.0+ 4.6
85.8 + 5.2
155.8 + 60.8
85.1 + 9.4
131.0 + 12.9
88.6 + 12.2
82.8 + 8.4
79.0 + 9.0
97.5 + 8.1
26.6 +_ 3.4
45.2 + 20.4
97.0 + 7.2
118.8 + 15.8
98.9 + 8.4
70.5 + 9.6
94.9 +14.4
109.5 + 6.8
72.4 + 11.8
Relative
Standard
Deviation, %
9.2
10.1
8.1
8.1
12.4
4.9
6.0
39.0
11.0
9.8
13.7
10.1
11.3
8.3
12.7
45.0
7.4
13.4
8.4
13.6
15.1
6.2
16.3
20
-------
(4) Width of half height for decanol <_ 4 x width at half height
for tridecane.
In addition, a mixture containing Cg to 632 n-paraffins was analyzed
periodically to calibrate the retention time in terms of retention index
(R.I.). This retention index calibration was made each time a column was
connected in the GC and each time the retention index of the internal
standard changed by 4 units relative to the previously calibrated value.
A typical gas chromatogram obtained by the injection of this calibration
standard mixture is shown in Figure 7.
GC-MS-COMP Calibration and Evaluation
The GC-MS-COMP system is checked daily by injecting a tune-up standard
mixture and employing the following procedures and criteria.
Mass Spectrometer Tune Up
(1) Adjust zero level of the mass spectrometer using a
preamplifier setting 10~° amp/volt, and the filament
(800 yA) and electron multiplier (^ 2kV, gain ^5 x
10*) on.
(2) Admit FC-43 into the ion source and tune the MS as follows:
(a) Using the potentiometers on the "Ion Source Controller",
optimize the electronics to give highest intensity
with best peak shape for m/e 219 as described by the
manufacturer (see service manual).
(b) Set the controls to scan the range 400-600, and further
adjust the ion source controller to give a 219 ion peak
intensity of ^50-70% of that of the repeller to ^10 V,
then decreasing the ion energy slightly. Again focus
on m/e 219 and adjust the lens voltage for good peak
shape. Tuning in this manner will favor the high mass
end of the spectrum (i.e. >200). Decafluorotriphenyl-
phosphine (DFTPP) is admitted via the solids probe into
the mass spectrometer. Its spectrum should be comparable
to that of Eichelberger, et al. [(Anal. Chem., 46 (7),
995 (1975)]. A spectrum of DFTPP taken in this manner
is shown in Figure 8.
(c) Check peak shape and resolution at 18, 69, 219, 264,
414, and 502.
(d) Check calibration using CONT mode using 10 samples/amu.
21
-------
N>
INJ.
2,6-DIMETHYLPHENOL
2,4-DIMETHYLANILINE
"13
DECANOL
DECYLALDEHYDE
'14
Figure 7. Glass capillary gas chromatogram of the calibration
standard used for non-polar columns.
-------
198
I
f)
8
p.
hR.
ro
R.
69
38 « GB SB TB
tt/f
442
)3a 118 ise ne \ie IOB iaa ZBB ZIB zzo zaa zw aa zca
2» 3BB JIB 3ZB i» J« Z0 itO 778 3BB JOB WB 110 1ZB
Figure 8. Electron impact mass spectrum of DFTPP
-------
GC-MS Tune Up Mixture
Inject 1.0 Ul of the "Tune Up Mixture" using a syringe with a 4"
needle and splitless techniques. This mixture contains 30 ng each of
2,4-dimethylaniline and 2,6-dimethylphenol, and 10 ng each of 1-octadecene,
octadecane, phytane, DFTPP, and methyl stearate. The conditions of the
GC and computer are as follows:
(1) GC
(a) Cool column to room temperature
(b) Set initial temperature to 20°C and final temperature
to 200°C
(c) Set the program rate to 20°C/min
(d) Inject 1.0 yl of the mixture using splitless techniques
(e) When the solvent elutes into the mass spectrometer,
begin the temperature program
(f) Data collection can begin after solvent has passed
(2) Data System
(a) Mode: IFSS
(b) Max repeat count: 5
(c) Integration time: 2
(d) Check lower threshold: 2
(e) Lower threshold: 3
(f) Upper threshold: 1
(g) Clock: Y
(h) Fast scan opt: Y
(i) Delay between scans: CR
(j) Start clock 10 seconds after GC injection
GC-MS-Comp Evaluation
The resulting data were evaluated using the Selected Ion Summation
Program (SIS) and plotting the Reconstructed Gas Chromatogram (RGC). A
typical SIS reconstructed chromatogram is shown in Figure 9. The following
parameters were evaluated:
(1) Capillary column pH - Peak heights of aniline (DMA) and phenol
(DMP) were equal if the column was neutral; a decrease in aniline
indicated an acidic column and a decrease in phenol indicated a
basic column. Area of DMP/Area of DMA should be within the range
of 0.5 to 2.0.
(2) Capillary column resolution - The hydrocarbon GC peaks were used
to evaluate resolution. The GC peaks should be resolved with
no more than a 50% valley.
24
-------
100-
TOTFL ION CHRDMRTOGRRM CX 1) TUsE UP HIX 1P1-20
83-
NJ
(Jl
23-
•
DIMETHY1
PHENOL
u
-x_
L
k^
DIMETHYL OCTADECANI
ANILINE
^ OCTADECENE
i
4-PHYTANE
METHYL STEAR^TE
(J
DFTPP A
1 * 11
L A 11
220
Figure 9. GC-MS-COMP tune up mixture chromatogram on a 30M SK30 capillary column
-------
Table 5. Decafluorotriphenylphosphine (DFTPP)
Mass Ion Abundance Criteria
51 30-60% of Mass 198
68 Less than 2% of Mass 69
70 Less than 2% of Mass 69
127 40-60% of Mass 198
197 Less than 1% of Mass 198
198 Base peak, 100% relative abundance
199 5-9% of Mass 198
275 10-30% of Mass 198
365 1% of Mass 198
441 Less than Mass 443
442 Greater than 40% of Mass 198
443 17-23% of Mass 442
Eichelberger, et al., Analytical Chemistry,
995 (1975).
26
-------
(3) MS Tuning - DFTPP was used to evaluate the MS tuning under
dynamic conditions. A spectrum on the front side of the
DFTPP GC peak (before peak maximum if possible) was observed
using CRTPLT. Eichelberger's criteria were used to evaluate
this spectrum. A summary of these criteria are given in
Table 5.
(4) GC/MS transfer line - Methyl stearate was included in the
mixture to evaluate the transfer line system of the GC/MS. When
the transfer line was inadequately heated, the methyl stearate
peak tailed. Obtaining a symmetrical peak for methyl stearate
verified that large, involatile molecules can elute from the
capillary column into the mass spectrometer.
Recovery Studies
For the semivolatile compound recovery studies, 13 neutral compounds,
5 basic compounds and 5 acid compounds (BCL Standard Mixture, see Table 4)
were selected to ensure a wide range of GC retention times and different
functional groups. Recovery studies were performed by analysis of process
blanks spiked with the BCL Standard Mixture at a level of 13.3 yg/1. Two
process blanks were analyzed in one set of runs and three process blanks
were analyzed in another set of runs one week later. Recovery data are given
in Table 4. Representative gas chromatograms of neutral, basic and acidic
process blanks are shown in Figures 10, 11 and 12, respectively.
For most compounds, recovery was greater than 807,. Coeluting contamin-
ants accounted for excessively high recoveries for pentadecanol and carbazole.
Two compounds, p_-nitrophenol and m-nitrobenzoic acid gave low recoveries,
27% and 45%, respectively. This was expected since, these two acid compounds
are very polar and fairly soluble in water. The reproducibility of the
recoveries achievable is indicated by relative standard deviations of less
than 15% in most cases.
As is true for all analytical programs, a continuing quality assurance
program is necessary to ensure continued reliability of data. Consequently,
weekly recovery checks carried out over a period of 4 months were made for
this program. Table 6 lists these results.
The periodic recoveries of each compound in the BCL standard mixture
generally averaged over 70%. The reproducibility of the respective recoveries
was indicated by relative standard deviations of approximately 20% in most
cases. Only the polar compounds p_-nitrophenol, in-nitrobenzoic acid and
m-nitroaniline had low recoveries and/or high relative standard deviations.
Process and Field_Blank Studies
Blank studies were performed on each of the following reagents used in
the sample collection and extraction procedures: CH2C12, NaCl, KHSO^, Na2S04,
2tJ NaOH, 6N HC1, H20 (millipore water). Methylene chloride was studied by
1000-fold concentration followed by GC analysis. All other reagents were
extracted with CH2C12 which was then concentrated for GC analysis. Similar
studies were carried out on the diazomethane generator, sample vials, filter
paper, and Teflon liners (for vial caps). The GC results indicated that
27
-------
123
10
to
oo
J
T
i
1
1
t
i
J
i
i!
'1
!
1 1
i
1
1
I
1-1
3
o.
s
^
c
2
1
.. !
X .
u
3
a.
C
n)
^
ill ...I
.,,1
1JJ.I
•
,
U
a
.1
9
8
I
iJ^
I
I
1
12
11
1
0)
c
N
C
"^
O
-------
vO
1
i
i
N
Fi
»\
gu
I
I
Li
ir«
•H
. 3
O.
E
•H
ra
*
2
t '
t
? 11
^JU
Gas
irapurity
IT)
a
1
-!
p
EL
^
», ' e
J
^3
ll ,
yLjaJii-ijJ*
iromatogram o
M
(X
C
n)
ijj
4>J^w.
Gas chromatogram of basic fraction from water spiked with BCL standard mixture
Experimental conditions: 2 pi injection at 60°C onto a SE-30 column 30 m x 0.22 mm i.d.
glass capillary column. Temperature programmed from 60°C (held for 5 minutes) at
4°/min to 260°C (held for 35 minutes). See Table 4 for identity of components.
-------
CO
o
Figure 12. Gas chromatogram of acidic fraction from water spiked with BCL standard mixture
Experimental conditions: 2 yl injection at 60°C onto a SE-30 column 30 m x 0.22 mm i.d,
glass capillary column. Temperature programmed from 60°C (held for 5 minutes) at
A°/min to 260°C (held for 35 minutes). See Table 4 for identity of components.
-------
Table 6. Periodic recovery of compounds in BCL standard mixture
Compound Recovery, Z, From Spiked Process Blank
12/27/77
1/3/78
1/11/78
1/23/78
1/31/78
Extracted on Given Date
2/6/78
2/9/78
2/13/78
2/20/78
Neutral Fraction
1.
2.
3.
4.
5.
6.
7.
8.
9.
10.
11.
12.
13.
14.
Chlorobenzene
Nonane
1 ,2 ,4-Trloethylbenzene
Naphthalene
Decylaldehyde
Dlbenzofuran
Tri-n-butyl phosphate
Pentadecanol
Dlbutyl phthalate
Carbazole
Pyrene
Methyl stearate
Heptadecylcyclohexane
Hexaethylbenzene
111
106
115
108
108
116
108
114
102
112
80.0
86.6
76.0
—
96.2
95.5
107
99.5
93.1
105
85.4
125
76.2
88.7
79.1
82.5
71.3
—
105
96.0
106
108
107
114
118
106
125
116
95.2
104
96.4
--
57.6
50.5
72.3
87.9
101
103
110
118
99.5
106
105
101
98.8
104
83.6
74.4
58.4
74.9
86.6
71.5
104
109
118
77.1
75.5
89.2
78.3
85.1
67.9
55.6
48.0
73.1
78.6
76.7
118
115
129
91.9
90.1
108
84.1
121
108.2
80.9
94.1
104
30.1
98.1
98.7
69.5
73.3
79.7
72.2
74.4
78.3
113
69.2
26.3
53.3
81.8
40.1
105
125
104
111
115
101
108
81.2
116
72.3
60.9
75.8
80.2
86.8
84.9
82.5
80.0
96.7
140
77.5
105
84.4
93.1
Acidic Fraction
1.
2.
3.
4.
5.
2,6-Dloethylphenol
p-Nltrophenol
m-Nltrobenzolc acid
2,3,4,5-Tetraehlorophenol
Palnltlc acid
57.5
16.7
14.4
74.4
86.9
51.9
10.7
16.6
70.0
75.4
33.3
21.0
9.1
55.8
74.5
62.5
20.3
40.0
56.6
62.1
94.1
35.6
37.5
75.8
85.5
81.6
12.5
10.2
66.7
71.4
68.3
29.8
28.0
60.6
57.1
59.5
24.6
57.5
70.1
74.6
70.1
21.3
36.0
63.1
71.4
Basic Fraction
1.
2.
3.
4.
5.
N-ethylmorphol Ine
Dlbutylamine
2,4-Dlmethylanlllne
Qulnollne
m-Nltroanlllne
78.7
107
68.1
82.9
30.0
88.9
125
81.8
88.6
20.9
106
128
90.9
107
15.0
75.9
75.6
92.1
107
49.0
94.1
74.4
76.9
121
63.0
61.2
82.5
88.1
95.6
46.2
69.4
58.2
111
109
68.7
42.9
52.1
92.1
85.7
15.1
66.4
101
107
110
32.0
-------
Table 6. (Continued)
u>
to
Compound
Recovery.
3/15/78
Z. Frpm polked Process Blank Extracted on
3/20/78
3/27/78
4/1/78
4/10/78
Given Dat€
4/17/78
L Avg. + Std.
Dev. (Z)
Relative
Std. Dev. (Z)
Neutral Fraction
1.
2.
3.
4.
5.
6.
7.
8.
10.
11.
12.
• 13.
14.
Chlorobenzene
Nonane
1 , 2 , 4-Tr Imethylbenzene
Naphthalene
Decylaldehyde
Dibenzofuran
Tri-n-butyl phosphate
Pentadecanol
Catbazole
Pyrene
Methyl stearate
Heptadecylcyclohexane
Hexaethylbenzene
73.6
82.6
94.1
93.1
80.5
88.8
93.2
102
87.3
76.6
82.6
84.6
101
65.3
73.8
82.2
80.0
82.4
83.6
84.3
79.3
75.0
68.2
72.6
86.6
70.1
51.5
55.0
68.8
73.8
69.1
93.2
80.8
80.3
96.4
73.4
78.3
75.2
101
85.7
61.7
92.1
68.3
53.7
95.3
96.7
48.5
53.3
55.6
57.1
55.1
76.4
69.4
60.1
84.1
59.2
60.2
54.2-
56.7
42.2
61.7
61.1
52.1
56.2
73.6
61.2
86.9
109
63.3
57.9
50.8
47.2
37.5
55.3
57.1
47.5
53.1
96.4
78
71
84
83
75
89
93
86
90
77
83
77
95
.5 + 18
.1 + 20
.0 + 20
.8 + 15
.7 + 22
.3 + 19
.9 + 21
.6 + 27
.3 + 23
.8 + 14
.3 + 19
.3 + 13
.9 + 16
.3
.5
.8
.3
.8
.0
.2
.8
.8
.3
.4
.3
.3
23.3
28.8
24.8
18.2
30.1
21.2
22.5
32.0
26.4
18.4
23.2
17.2
17.0
Acidic Fraction
1.
2.
3.
4.
5.
2,6-Dimethylphenol
p-Nltrophenol
m-Nitrobenzolc acid
2,3,4, 5-TetrachloTophenol
Palmitic acid
75.1
38.3
46.0
75. B
74.6
75.0
27.7
40.0
66.7
74.3
96.7
23.4
44.0
84.8
71.5
55.1
21.2
19.0
42.4
44.3
83.3
27.7
14.0
72.7
65.7
53.3
23.4
16.1
40.0
41.0
67
23
28
66
68
.8 + 16
.6 + 7.
.5 + 14
.0 + 11
.7 + 12
.5
3
.9
.9
.6
24.3
20.9
52.2
18.0
18.3
Basic Fraction
1.
2.
3.
4.
5.
n-Ethylmorpholine
Dlbutylamlne
2,4-Dlmethylanlllne
Qulnollne
m-Nltroaniline
88.0
73.0
85.0
98.8
31.4
92.5
69.9
68.3
72.6
20.1
88.0
73.2
66.7
82.1
28.6
120
80.9
123
90.5
40.0
108
40.2
96.4
112
40.2
80.0
55.2
64.3
71.8
14.3
84
79
87
95
34
.0 + 19
.7 + 24
.4 + 16
.6 + 14
.2 + 16
.0
.8
.7
.5
.5
22.6
30.1
19.1
15.2
48.2
-------
no contaminants from these sources were present at levels equivalent to
<1 yg/1 of water analyzed. Figures 13, 14, and 15 show typical examples
of neutral, basic, and acidic process blanks, respectively.
Volatile sample blanks were generally run at the beginning of each
day's analyses. The water used was previously sparged overnight with
50 ml/min of nitrogen at 50°C. The sparged water blanks generally yielded
several small peaks (<1 pg/1) which probably are contaminants in the
commercial distilled water. Figures 16, 17, and 18 show volatile sample
process blanks and water spiked with internal and external standards.
Field blanks were obtained for each site sampled. Analysis of various
field blanks for volatile and semivolatile compounds indicated no signifi-
cant contamination occurred during any of our sampling procedures. Methylene
chloride and chloroform were found in many of the volatile field blanks but
at levels below the concentrations found in the respective effluent samples.
PRIORITY CRITERIA FOR GC/MS ANALYSES
In an effort to obtain as much useful information as possible within a
limited budget it was mutually agreed with the sponsor that GC/MS analysis
of semivolatiles would be performed only on selected fractions. Priority
was given to those fractions which were shown by GC analysis to contain
several components at levels higher than 10 pg/liter that could not be
tentatively identified on the basis of their GC patterns and retention
indices. Table 7 lists the three priority ratings and their respective
criteria. In most cases, only the "++" rated fractions were analyzed by
GC/MS. In total, 89 fractions (39 neutrals, 29 acidics and 21 basics) were
analyzed by GC/MS.
33
-------
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JD
D.
0.
.0
c.
CL
U
-------
n
CL
ex
CO
Ui
.o
a.
a.
o
o
o.
o
-JL
O
a*
•o
ID
AJ
u
o.
JO
IX
D.
Figure 15. Basic fraction process blank
Experimental conditions: 2 pi injection at 60°C onto a SK-'3() column 30 m x 0.22 mm
i.d. glass capillary column. Temperature programmed from 60°C (held Tor 5 minutes)
at 4°/min to 260° (held for 35 minutes).
-------
CO
w
•
te
MU*
O
01
•o
nj
4J
§
Figure 15. Acidic fraction process blnnk
Experimental conditions: 2 yl injection at 60°C onto a SE-30 column 30 m x 0.22 mm i.d.
glass capillary column. Temperature programmed from 60°C (held for 5 minutes) at
4°/min to 260°C (held for 35 minutes).
-------
96-
co
28-
7OTPL 1CN OfiOMFTTOGRPM CX 13 WTGR ELK
«_ Air
,Dlchloroethylene
,DIchloromethane
.Carbon disulfide
Chloroform
yTrichloroethane
/Benzene
'
^Toluene
T
i i j »
333
T
r» i r i > i'< i i i » i .•»•»•»'»'?» » » i i » »ir»-rir»'«'» i » » fi'» i » » > I r
sea e» TOO esa SOB
109 289 303 ' -W9
Figure 16. Total ion chromatogram obtained from water blank.
ic»
I"
lies
-------
T0TFL ICN CHROMFTTOGRflM CX ID IS4181
aa-
oo
as-
Air— »
t
j.
a
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it
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j
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3
r .
u
^— -Bromoch
vXLL^JvJL-
2-Bromo-l-chloropropane (8 yg/1)
and isomer
1,4-dichlorobutane (8 yg/1)
•1,2,3-trichloropropane
(8 yg/1)
|..,..H.ilm.ni..|..iii.i..j.iiim<.J,i.nin.| ......... ,.i.m<..| ......... , ..... „,., ..... ,.„, ...... ...(..nrrr,,,,,,,,,,,,,,,,,,,,,,; ......... ,„„„„,. ..... „.,,,
Figure 17. Total ion chromatogram obtained from water spiked with internal standards
-------
183-i
TOTflL ION CmOMFTTOGRfW CX ID INTERNRL ST£H RJUS EXTERNPL STD -1181
€8-
VO
28-
Bromochloro
methane
8 wg/l
Diethyl
ethyl
ether
5.7 ug/1
I
Air
P
60
ON
3. 1
-*l
S'l
2 1
0 1
o I
_JL
<— • Benzene
7 ug/1
Chlorobenzene
/8.8 ug/1
* o-Xylene
Bromochloropropene * 7 pg/1
7 ug/1
+ \
(l,A-Dlchloro-
butane V
8 pg/1 \ 1,2,3-Trichloropropane
^^ _ -_
L. wf"
100 238 aog -K53 S» 6O3 703 889 £39 1CC8
Figure 18. Total ion chromatogram obtained from water spiked with internal standards
and external standards
-------
TABLE 7. PRIORITY CRITERIA FOR GC-MS ANALYSIS
Priority Criteria
0 A zero priority rating is given to any fraction which contains no compounds above a
concentration of 4 yg/1 or contains compounds 4 yg/1 that have been tentatively
identified by retention index or GC patterns in context with historical data.
+ A "+" priority rating is given to fractions on the basis of the following criteria.
Compounds greater than 4 yg/1 but not sufficient for -H- priority.
o '
-H- A "++" priority rating is given to fractions on the basis of the following criteria.
• 10 or more neutral compounds with cone > 10 yg/1 not previously identified
• 4 or more acidic compounds with cone > 10 yg/1 not previously identified
• 2 or more basic compounds with cone > 10 yg/1 not previously identified
• Cone, of any given compounds >100 yg/1.
-------
RESULTS AND DISCUSSION
The procedures used to tentatively identify each organic compound, while
specific for individual compounds, employed these general operations. First,
the GC/MS/COMP analysis of each sample generated many individual mass
spectra and total ion chromatograms (TIC). Inspection of each TIC resulted
in the selection of a mass spectrum number and a background subtract
spectrum number for each "peak" likely to produce a good mass spectrum.
Second, a computerized Biemann mass spectral matching system (NIH-EPA data
base, =25,000 spectra) generated a Similarily Index (S.I.=1.000=perfect
match) for the spectrum of each semivolatile compound with a concentration
greater than 10 ug/1 and selected volatile compounds. The S.I. provided a
good first guess as to a compound's identity, but it was unreliable in
determining the degree of certainty of a compound's identity. Consequently,
many of the mass spectra were manually interpreted and compared to reference
spectra in published data bases (2,3) before a tentative identification was
made.
Samples containing many and/or concentrated components produced "mixed"
mass spectra (two or more compounds eluting simultaneously) in the GC/MS
analysis. In many instances of coeluting peaks only general compound names
could be assigned (alkyl alcohol, subst. benzoic acid, subst. benzene).
Individual isomers and/or members of a class of compounds (C5-alkylbenzenes,
fatty acid methyl esters) were rarely identified because time and funds did
not permit the required analyses with authentic compounds. In general, the
two limiting factors concerning the tentative identification of organic
compounds were the "purity" of each sample component mass spectrum and whether
or not each compound's spectrum was in accessible data bases.
TENTATIVE IDENTIFICATION OF VOLATILE COMPOUNDS
The analysis of 63 industrial effluents for purgeable organic compounds
resulted in tentative identifications of 159 compounds. In general,
the compounds were cleanly separated from each other resulting in clean,
easily interpretable spectra. A few samples were selected for Biemann
spectral matching on the computer, but most of the compounds were tentatively
identified using manual interpretation procedures and the aid of published
data bases.(2,3)
Table 8 is a comprehensive list of the volatile compounds tentatively
identified in the 63 industrial waste-water effluents and their frequency
of occurrence. The purgeable organic compounds tentatively identified in
each of the 85 samples (63 effluents, 22 intakes) are listed in tables
found in Appendix A.
41
-------
Table 8. Volatile Compounds Tentatively
Identified in 63 Industrial Effluents
Compound
Hydrocarbons
Aliphatic
Butene
C5H10
C6H14
C7H14
°7H16
C8H16
C9H18
C9H20
C10H12
C10H16
C10H20
Cyclohexadiene
Cyclohexane
C -Alkylcyclohexane
C , -Alky Icyc lohexane
Cyclohexene
Cyclooctatetraene
Cyclopentad iene
Cyclopentene
Decane
Decene
Diisopropyle thane
Dicyclopentadiene
Dimethylbutane
Frequency of Occurrence
at Given Concentration^
*
8
1
1
3
2
5
3
2
1
1
1
1
3
3
3
1
1
4
1
4
2
9
** *** Total
2 10
1
1
1 4
2
1 6
1 4
2
1
1 2
1
1
3
3
3
1
2 2
1 1
1
4
1 2
4
2
9
42
-------
Table 8. (Continued)
Compound
Hexane
Heptane
Methylcyclohexane
Methylcyclopentane
Methylpentane
Nonane
Octane
Octene
Pentane
Pentene
Propene
Trimethylpentene
Tetramethylcyclopropane
Undecane
Vinylcyclohexene
Aromatic
Benzene (a)
Biphenyl
C^-Alkylbenzene (a, if ethylbenzene)
C.-Alkylbenzene
C,-Alkylbenzene
C_-Alkylbenzene
Divinylbenzene
Ethylbenzene (a)
Indene
Methylstyrene
Naphthalene (a)
Frequency of Occurrence
at Given Concentration^
* ** ***
2 1
1
1
9 1
12
4
1
1
1
1
. 1
2
2 1
1
3
23 5 1
1
19 4 2
11 6
821
211
1
2
1
411
3 1
Total
3
1
1
10
12
4
1
1
1
1
1
2
3
1
3
29
1
25
17
11
4
1
2
1
6
4
43
-------
Table 8. (Continued)
Compound
Styrene
Cj-Alkyls tyr ene
Toluene (a)
e-Xylene
m-Xylene
p-Xylene
Halo-Compounds
Aliphatic
Bromodichlorome thane (a)
Bromoform (a)
Carbon tetrachloride (a)
Chlorobutane
Chlorobutene
Chloroethane (a)
Chloroform (a)
Chloroprene
Chloropropane
Chloropropene
Dibromochlorome thane
Dibromoethane
1,1-Dibromoethane
Dibromome thane
Oichlorobutane
2 ,3-Dichlorobutane
Dichlorobutene
Dichlorocyclooctadiene
Dichloroe thane (a)
Dichloroethylene (a)
Frequency of Occurrence
at Given Concentration^)
*
1
3
29
3
2
2
10
2
3
1
2
2
25
1
1
2
6
1
1
1
1
13
18
** *** Total
1
1 4
7 5 41
3
2
2
4 14
2
3 6
1
1 3
2
15 2 42
1 2
1
2
2 8
1
1
1 1
1 1
1
1 1
1
2 15
4 22
44
-------
Table 8. (Continued)
Compound
Dichlorome thane (a)
Dichloromethylenepropane
Dichlorome thy Ipropane
Dlchloropropane (a)
Dichlorop ro pene
Ethyl chloride
Fluorotrichlorome thane
Tetrachloroethene (a)
1,1,2,2-Tetrachloroethane (a)
Trichloroechane (a)
1,1 ,1-Trichloroethane (a)
Trichloroethylene (a)
Trichlorof luoromethane (a)
1 , 2 ,2-Tr ichlor opropane
Trichlorotrifluoroethane
Aromatic
Benzotrifluoride
Chlorobenzene (a)
Chloroethylbenzene
Chlorotoluene
Dichlorobenzene (a)
Trichlorobenzene (a)
Alcohols, Aldehydes and Ketones
Aliphatic
Acetone
2-Butene-l-ol
Butyl ketone
Frequency of Occurrence
at Given Concentration^3)
*
24
1
9
1
1
6
4
5
31
11
2
1
1
1
2
1
1
6
1
5
1
2
** *** Total
27 5 56
1
1 1
3 12
1
1 1
1
6
1 5
5
5 36
3 14
1 3
1
1
1
31 6
1
1 2
4 1 11
1
12 10 27
1
2
45
-------
Table 8. (Continued)
(a)
Compound
Butyraldehyde
Crotonaldehyde
Ethylbutyraldehyde
2-Ethyl-l-hexanol
Hexanone
Heptanone
Isobutyraldehyde
Isopropyl alcohol
Methylbutyraldehyde
Methylcyclopentanone
Methylethyl ketone
Methylhep Canone
Methylisobutyl ketone
Methylisopropyl ketone
Methylpentanone
Methylpropenal
Methyl- t-butyl ketone
Nonone
2-Pentanone
3-Pentanone
Ethers and Esters
Aliphatic
Butyl acetate
Butyl ether
Di-sec-butoxy ethane
Diethyl ether
Dihydrofuran
Dlisopropyl ether
Dimethyl ether
Frequency of Occurrence
at Given Concentration(b)
* ** *** Total
11 2
1 1
1 1
1 1
1 1
2 2
1 1
1 23
1 1
1 1
92 11
1 1
3 3
1 1
11 2
1 1
1 1
1 1
1 1
2 2
1 1
1 1
1 1
621 9
1 1
6 3 1 10
2 2
46
-------
Table 8. (Continued)
Compound
1,4-Dioxane
2-Ethyl-l , 3-dioxolane
Ethylisopropyl ether
Furan
Methy 1-1, 3-dioxolane
. Methylethy 1-1, 3-dioxolane
Tetrahydrofuran
Vinyl formate
Aromatic
Diphenyl ether
Sulfur Compounds
Carbon disulfide
Carbonyl sulfide
Diethyl disulfide
Diethyl sulfide
Dimethyl disulfide
Dime thy Idithiahexane
Dimethyl sulfide
Dimethyl thiacyclopentane
Dithiahexane
Ethanethiol
Ethyl mercaptan
Ethyl-1-methylethyl disulfide
Methylethyl sulfide
Methylpropyl sulfide
Methyl thiacyclohexane
Methyl thiacyclopentane
Methylthiaethylbenzene
Frequency of Occurrence
at Given Concentration^)
* ** *** Total
1 1
1 1
1 1
1 1
1 1
1 1
11 11 13
1 1
1 1
62 8
1 1
1 1
1 1
21 3
1 1
2 13
1 1
1 1
1 1
1 1
1 1
1 1
1 1
1 1
1 1
1 1
47
-------
Table 8. (Continued)
Compound
3-Me thy 1- 2- thiapentane
Thiacyclopentane
Miscellaneous Compounds
N-N-Dimethylformamide
Methoxy tr ime thyls ilane
Oxazole
trimethylsilanol
Frequency of Occurrence
at Given Concentration^5)
* ** *** Total
1 1
1 1
1 1
1 1
1 1
1 1
(a) Priority pollutant.
(b) Compound concentration levels:
* » <10 pg/1
** . 10-100 pg/1
*** » >100 pg/1
48
-------
TABLE 9. CLASSIFICATION OF IDENTIFIED PURGEABLE COMPOUNDS
Compound Type
Hydrocarbons
Aliphatic
Aromatic
Halogenated Compounds
Aliphatic
Aromatic
Total No.
Identified
39
17
35
6
Total No. of
Occurrences
115
154
271
22
Priority
No.
Identified
0
4
15
3
Pollutants
No. of
Occurrences
0
101
240
18
Alcohols, Aldehydes & Ketones
Aliphatic
Ethers and Esters
Aliphatic
Aromatic
Sulfur Compounds
Miscellaneous Compounds
TOTAL
23
68
15
1
19
4
159
45
1
30
4
710
0
0
0
0
22
0
0
0
0
359
49
-------
The effluent samples analyzed for purgeable components ranged in com-
plexity from those as clean as drinking water to some that were quite smelly
and containing compounds with concentrations in the mg/1 range. The most
polluted samples (number and amount of compounds) were from paint companies.
Generally, most volatile compounds were found in the 10-100 ug/1 range. The
159 compounds are classified in Table 9.
These compounds range in volatility from chloroethane (b.p. = 12.3°C)
to trichlorobenzene (b.p. = 213.5°C), which was also identified in the semi-
volatile fractions. In some cases, such as C^-alkylbenzenes, many isomers
of the same generic compounds were identified but were classified as one
compound in Tables 8 and 9.
Twenty-two purgeable priority pollutants were identified and they
occurred 359 times, 51% of the total number of occurrences of volatile com-
pounds. Thirteen priority pollutants occurred in more than 10% of the total
samples while only methylene chloride, chloroform, toluene and 1,1,1-tri-
chloroethane occurred in more than half the samples.
TENTATIVE IDENTIFICATION OF NEUTRAL COMPOUNDS
The GC/MS analysis of 33 industrial effluents for neutral semivolatile
compounds resulted in the tentative identification of 261 compounds listed in
Table 10. Generally, the neutral fractions contained more compounds than
either the acidic or basic fractions. Concentration levels were usually
in the 10-100 yg/1 range but numerous compounds were found in greater than
100 yg/1 concentrations. In many cases, the large number and/or high con-
centration of compounds resulted in coeluting peaks. Consequently, the
mass spectra were mixtures of two or more compounds. In many of these
cases, only general identifications could be made, if at all. Tables found
in Appendix A list the neutral semivolatile compounds tentatively identified
in each of the 39 priority rated neutral fractions (33 effluents, 6 intakes).
The 261 neutral compounds are classified in Table 11.
Hydrocarbons and halocarbons accounted for about 51% of the compounds
while 30% were aromatic compounds. Alkylbenzenes, particularly C2~
alkylbenzenes, occurred the most frequently. Eleven priority pollutants
were identified and occurred collectively 46 times, 10% of the 474 total
occurrences of neutral compounds.
General patterns concerning the type of industry versus compounds in
effluents could not be distinguished in this project due to the limited
number of samples. However, some interesting compounds were found, such as:
N-methyl-N-nitrosomethanaminobenzene, iodochlorocyclohexane, and substituted
benzofuranones.
TENTATIVE IDENTIFICATION OF ACIDIC COMPOUNDS
The GC/MS analysis of 26 industrial effluents for acidic semivolatile
compounds resulted in the tentative identification of 104 compounds. The
compounds listed in Table 12 are names as the parent compound, although
methylation with diazomethane meant that certain acidic compounds were
actually identified as methyl esters and/or methyl ethers.
50
-------
Table 10. Neutral compounds tentatively identified
in 33 industrial effluents
0
COMPOUND8
Straight or Branched Chain Compounds
Hydrocarbons
Heptane
Alkane C 1 8
Alkane C 19
Decane
Branched Hydrocarbon
Undecane
Alkane C 1 11
Dodecane
Alkane C 1 12
Tridecane
Alkane C 113
Tetradecane
Alkane C 1 14
Pentadecane
Alkane C 115
Hexadecane
Alkane C 116
Heptadecane
Alkane C 1 17
Octadecane
Alkane C 118
Nonadecane
Alkane C 119
Eicosane
Heneicosane
Alkane C 1 21
Docosane
Tricosane
Branched Hydrocarbon C 123
Tetracosane
SAMPLE N0.b
31E
31E
31E
54E
IE
54E
12E
26E
12E
54E
54E
29E
29E
29E
54E
54E
25E
29E
54E
25E
29E
25E
26E
4E
26E
29E
26E
26E
IE
IE
Frequency of
Occurrence at Given
Concentration0
*
1
2
2
4
1
1
1
1
2
1
2
1
1
3
2
1
1
1
1
1
**
1
1
3
1
1
1
1
1
1
1
2
1
1
2
2
1
2
3
2
2
3
1
1
1
1
***
1
1
1
1
2
1
1
2
1
1
1
1
TOTAL
1
2
4
5
1
5
2
2
2
2
4
3
4
4
1
4
3
6
3
2
2
4
2
3
4
2
1
1
1
1
51
-------
Table 10. (Continued)
COMPOUND*
Alkane C 1 24
Pentacosane
Alkane -C >_ 25
Hexacosane
Heptacosane
Octacosane
Nonacosane
Nonene
Methyloctene
Decene
Methylnonene
Alkene C >_ 11
Dodecene
Alkene C ^ 12
Alkene C >. 13
Tetradecene
l-Propene-2-methyl trimer
Alkene C 1 15
Hexadecene
Alkene C >_ 17
Octadecene
Alkene C >_ 19
Elcosene
l-Propene-2-methyl tetramer
Alkene C >_ 20
Alkene C >_ 22
Alkene C >_ 23
Alkene C >_ 27
Alkene C >. 29
Dimethyldecene
SAMPLE N0.b
58E
40E
26E
26E
26E
26E
26E
33E
29E
29E
33E
25E
29E
31E
26E
29E
34E
29E
29E
29E
29E
29E
29E
34E
29E
29E
29E
29E
29E
29E
Frequency of
Occurrence at Given
Concentration0
* ** ***
1
2
1
1
2
1
1
1
1
1
1
1
1
1 1
1
2
1
1
1
1
1
1
1
1
1
1
1
1
1
1
TOTAL
1
2
1
1
2
1
1
1
1
1
1
1
1
2
1
2
1
1
1
1
1
1
1
1
1
1
1
1
1
1
52
-------
Table 10. (Continued)
COMPOUND*
Halocarbons
1 , 3-Butadiene , 2-chloro-dimer
C4H6C12
Chloroalkene
Chlorohydrocarbon
Dichlorobutene
Dichloropropene
Halo-alkane
Halo-alkene
lodoheptane
Tetrachloroethane
Alcohols
Alkyl alcohol
Alkyl alcohol C >_ 8
Alkyl alcohol C 1 9
Alkyl alcohol C ^ 11
Alkyl alcohol C >. 12
Dlmethylpentanol
Docosanol
Eicosanol
Heptadccanol
Hexenol
Methylheptanol
Octanol
Propylheptanol
SAMPLE N0.b
34E
45E
45E
58E
45E
35E
4E
21E
49E
60E
31E
31E
22E
25E
22E
35E
29E
8E
35E
21E
31E
29E
29E
Frequency of
Occurrence at Given
Concentration0
* ** *** TOTAL
1 1
1 1
1 1
1 1
1 1
1 1
1 1
1 1
1 1
1 1
5 5
1 1
3 3
1 1 2
121 4
112
1 1
1 1
1 1
1 1
1 1
1 1
1 1
53
-------
Table 10. (Continued)
COMPOUND8
Ethers
Alkyl ether
Alkenyl ether
2-Butoxyethanol
n-Butyl ether
Ethanol,2-(l-(2-butynxy ethoxy)
Ethanol,l-(2-butoxy ethoxy)
Hexexy butanol
2-Propanol , 1- (2-methoxy-l-l
methyl ethoxy)
2-Propanol,l-(2-methoxy-l-
methyl ethoxy)-isomer
Ketones
Alkyl diketone
Alkyl ketone C >_ 7
Alkyl ketone C >_ 10
Alkyl ketone C >_ 11
Alkyl ketone C >_ 27
Dimethylpentanone
Heptanone
Isophorone
Methyl hexanone
Methyl pentanone
4-Octanotie
Aldehydes
Aldehyde CgH^O
Methylpentanal
SAMPLE N0.b
33E
33E
30E
7E
7E
45E
15E
50E
50E
7E
22E
34E
22E
22E
28E
6E
7E
22E
45E
8E
35E
21E
Frequency of
Occurrence at Given
Concentration0
* ** *** TOTAL
2 2
1 1
14 5
1 1
1 1
1 1
1 1
1 1
1 1
1 1
11 2
1 1
1 1
1 1
2 2
2 2
2 2
1 1
1 1
1 1
1 1
1 1
54
-------
Table 10. (Continued)
COMPOUND*
Esters
Acetic acid C ^ 8 ester
Acetic acid C > 9 ester
Butyl acetate
Propanoic acid-2-methyl propyl
Cyclic Nonaromatic Compounds
Hydrocarbons
Alkylcyclohexane
Alkylcyclohexene
l,l'-Bicyclohexyl, ethyl
Methylcyclohexane
Halocarbons
Bromochlorocyclohexane
Chlorocyclohexane
Chlorocyclohexene
l-Chloro-S-(l-chloroethenyl)
cyclohexene
Dibromocyclohexane
Dibromocyclohexene
Dichlorocyclohexane
Halo-cyclohexane
lodochlorlcyclohexane
Subst. iodocyclohexane
Alcohols
Bromocyclohexanol
C.-Alkylcyclohexanol
SAMPLE N0.b
34E
34E
26E
28E
9E
49E
49E
49E
2 IE
49E
15E
34E
5E
15E
15E
77E
49E
49E
15E
22E
Frequency of
Occurrence at Given
Concentration0
* ** *** TOTAL
1 1 .
1 1
1 1
1 1
2 2
1 1
1 1
1 12
232 7
1 1
14 5
1 1
4 4
1 1
134
1 1
1 1
1 1
241 7
2 2
55
-------
Table 10. (Continued)
COMPOUND3
Chlorocyclohexanol
Cyclohexenol
Methylcyclohexanol
Ethers
Bromomethoxycyclohexane
Oxybisyclo [4 ,1,0] heptane
Ketones
Alkylcyclohexanone
C.-Cyclohexadienone
C_-Cyclohexenone
Chlorocyclohexanone
Methylcyclohexanone
Methylcyclohexenone
SAMPLE N0.b
15E
15E
22E
15E
15E
33E
33E
33E
9E
22E
35E
•Frequency of
Occurrence at Given
Concentration0
* ** ***
24 2
2
1
2
1
1
1
1
1
1
1 1
TOTAL
8
2
1
2
1
1
1
1
1
1
2
Esters
Subst. cyclohexene carboxylic
acid methyl ester
40
Aromatic Compounds
Hydrocarbons
Alkyl benzene
Alkyl indene
Alkyl naphthalene
Alkyl tetrahydronaphthalene
l.l'-Biphenyl
C.-Alkylbenzene
C,-Alkylbenzene
C--Alkylbenzene
C,-Alkylbenzene
7E
33E
12E
45E
14E
26E
26E
25E
35E
3
2
1
1
1
1
1
1
3
6
3
i
1
1
3
2
1
2
3
1
3
1
7
9
5
4
1
56
-------
Table 10. (Continued)
COMPOUND8 SAMPLE N0.b
C2-l,l'-Biphenyl
C_-Alkyldihydroindene
C.-Alkyldihydronaphthalene
C.-Alkylstyrene
C.-Alkynylbenzene
C.-Alkylstyrene
Cj-Phenanthrene
C.-Phenanthrene
Dihydrodimethylindene
Dihydronaphthalene
Dlmethylnaphthalene
Ethylbenzene (a)
Ethylstyrene
Indene
lH-Indene-l-ethyl-2 , 3-dihydro
Methyl-l.l'-biphenyl
Methylindene
Methylnaphthalene
Methyl phenanchrene
Methylstyrene
Methyltetrahydronaphthalene
Naphthalene (a)
Styrene
Subst . -alkylbenzene
Subs t. -benzene
Subst. -benzene isomer
Subst. styrene
Tetrahydrodimethylnaphthalene
l,2,3,A-Tetrahydronaphthalene
Toluene (a)
Xylene
25E
AE
12E
35E
35E
25E
IE
IE
32E
60E
5AE
26E
30E
32E
25E
25E
32E
26E
IE
26E
35E
26E
31E
32E
31E
31E
31E
32E
7E
1AE
28E
Frequency of
Occurrence at Given
Concentration0
* ** ***
1
1
1
2
1
2
1
1
1
3
1
26 2
1 1
1
1
1
2
A 1
1
2
1
33 1
1
1
1
1
1
1
1
2 6
15 2
TOTAL
1
1
1
2
1
2
1
1
1
3
1
10
2
1
1
1
2
5
1
2
1
7
1
1
1
1
1
1
1
8
8
57
-------
Table 10. (Continued)
COMPOUND*
Ealocarbons
Bromonaphthalene
Chlorobenzene (a)
Chlorome thy Ibenz ene
1 , 2-Dlchlorobenzene (a)
1 , 3-Dichlorobenzene (a)
l,4-Dichlorobenzene(a)
Dichloromethylbenzene
Tetrachlorobenzene
1,2,4-Trichlorobenzene (a)
Tribromoethylbenzene
Alcohols
Tetrahydromethylnaphthalenol
Ethylbenzenemethanol
1-Methyl-l-phenylethanol
1 , A-Methanonaphthalen-9-ol , 1 , 4-
dihydro
1-Phenylpropanol
Tetrahydromethylnaphthalenol
Ethers
Benzene , 1 , 1* -Oxybis (4-me thyl)
1,1* -Biphenyl , 2-phenoxy
Diphenyl ether
Me thoxy-C -benzene
SAMPLE N0.b
49E
49E
60E
7E
7E
7E
60E
60E
60E
12E
6E
28E
14E
15E
12E
45E
7E
28E
29E
Frequency of
Occurrence at Given
Concentration0
* ** *** TOTAL
1 1
22 4
1 1
2 2
1 1
1 1
1 1
1 1
1 1
1 1
1 1
1 1
123
1 1
11 2
1 1
1 1
1 1
2 35
1 1
58
-------
Table 10. (Continued)
COMPOUND* SAMPLE N0.b
Ketones
Acetophenone
Alkylaromatic ketone
Alkyl-naphthalenone
Dihydroindenone
Dihydro-lH-Inden-1-one
o-Methoxypropylphenone
l-Phenylpropanone
2-Propanone,4-methyl-4-phenyl
1,2,3,4-Tetrahydronaphthalen-l-one
Aldehydes
Benzaldehyde
Ethanone , 1- [4- (1-methylethyl )
phenyl
Ethanone , 1- ( 2 , 4-dime thy Ipheny 1 )
Esters
Benzole acid,2-propenyl ester
Benzene methanol, methoxy acetate
Bis(2-ethylhexyl) phthalate (a)
Butylbenzyl phthalate (a)
Di-2-propenyl phthalate
Dibutyl phthalace (a)
Diethyl phthalate
Phthalate
45E
8E
4E
35E
35E
45E
15E
7E
7E
9E
25E
4E
45E
58E
50E
26E
45E
14E
40E
45E
Frequency of
Occurrence at Given
Concentration0
* ** *** TOTAL
21 3
1 1
1 1
121 4
1 1
1 1
111 3
1 1
1 1
1 12
1 1
1 1
1 1
1 1
21 3
12 3
1 1
51 6
11 2
5 5
Sulfur Compounds
Benzene-l.l'-sulfonyl bis-
Benzene,l,l'-sulfonyl bis[4-
chloro-j
63E
63E
59
-------
Table 10. (Continued)
COMPOUND*
N-Dimethylbenzene sulfonamide
2,3-Dichiahexane
3,4-Dithiahexane
Methyl, 4-chlorophenyl sulfone
Methyldithiahexane
Nonanethiol
Nitrogen Compounds
Benzene methanamino.N-methyl,
N-nitroso
N,N-Dimethylacetamide
Nitroaniline
Nitrobenzene
Nitrocyclohexene
Phosphorus Compounds
Phosphordithioic acid, 0,0-
dimethyl-S-ethyl ester
Subst. Phosphate
Trialkylphenyl phosphate
Tributyl phosphate
Tricresyl phosphate
Triphenylester, phosphoric acid
Trixylyl phosphate
Trioctyl phosphate
SAMPLE N0.b
14E
25E
25E
63E
25E
33E
50E
14E
50E
51E
51E
A5E
7E
7E
5E
7E
7E
7E
IE
Frequency of
Occurrence at Given
Concentration0
* ** ***
1
1
1
1
1
1
1
1
1
1
1
1
1
1
1 1
1
1
1
1
TOTAL
1
1
1
1
1
1
1
1
1
1
1
1
1
1
2
1
1
1
1
Silicon Compounds
Silicone
Hetrocyclic Compounds
Alkylphenol C > 15
22E
60
-------
Table 10, (Continued)
COMPOUND8 SAMPLE N0.b
3(2H)Benzofuranone, Dimethyl
3(2H)Benzofuranone, Methyl
1,2, 3-Benzothiadiazole
Dibenzofuran
Dihydromethylfuranone
Dimethylbenzofuran
1 , 3-Dioxolane , 2- (chloromethyl)
Methylbenzothiazole
2-Propenal-3(2-furanyl)
l,2-Benzisothiazol,3-ethoxy,l,l-
dioxide
Tetrahydrothiaphene , 1 , 1-dioxide
Subst. benzofuranone
Miscellaneous Compounds
Alkylphenol C ^ 15
Alkylphenol C >_ 16
2,4-Bis(l-methylethyl) phenol
2 , 4-Bia (1-methylbutyl) phenol
2,4-Bis(l-methylethyl) phenol
C4-Alkylphenol
C,-N,N-Subst. aniline
Chloroalkyl subst. phenol
Subst. phenol
45E
25E
12E
14E
60E
35E
50E
60E
45E
45E
32E
45E
22E
22E
7E
50E
7E
45E
29E
50E
7E
Frequency of
Occurrence at Given
Concentrationc
* ** *** TOTAL
1 1
3 3
1 1
1 1
1 1
1 1
1 1
1 1
1 1
1 1
1 1
1 1
1 1
1 1
1 1
1 1
1 1
1 1
1 1
1 1
1 1
(a) Priority pollutant
(b) Representative sample in which compound was identified (see Appendix A)
(c) Compound Concentration Levels: * * <10 Ug/1
** - 10-100 yg/1
*** . >10o ug/i
61
-------
Table 11. Classification of Compounds Identified in Neutral Fractions
Priority Pollutants
Total No.
Compound Type Identified
Straight or Branched
Chain Compounds
Hydrocarbons
Halogenated compounds
Alcohols
Ethers
Ketones
Aldehydes
Esters
Cyclic Non-aromatic Compounds
Hydrocarbons
Halogenated compounds
Alcohols
Ethers
Ketones
Esters
Aromatic Compounds
Hydrocarbons
Halocarbons
Alcohols
Ethers
Ketones
Aldehydes
Esters
Sulfur Compounds
Nitrogen Compounds
Phosphorous Compounds
Silicon Compounds
Heterocyclic Compounds
Miscellaneous Compounds
TOTAL
60
10
13
9
11
2
4
4
10
5
2
6
1
40
10
6
4
9
3
8
8
5
8
1
13
9
261
Total No. of
Occurrences
115
10
24
14
15
2
4
6
26
20
3
7
1
105
14
9
8
16
4
22
8
5
9
3
15
9
474
No.
Identified
0
0
0
0
0
0
0
0
0
0
0
0
0
'
3
5
0
0
0
0
3
0
0
0
0
0
0
11
No. of
Occurrences
0
0
0
0
0
0
0
0
0
0
0
0
0
25
9
0
0
0
0
12
0
0
0
0
0
0
46
62
-------
COS CHEKTOO, VCBC9KC/tCH-aXFILEttnjJj IHKRflCTDOH CENTER
dFCOIAirCN
CML NOKBER:
OOCNCKBER
BCKCHQl: (PtEASE FRZNT FOIL KRHE)
TEIEHENE:
OXE:
KKOHEKS SXGNA10KE
-------
Table 12. Acidic Compounds Tentatively Identified
in 26 Industrial Effluents
COMPOUND*
Aliphatic Acids
Alkenoic Acid C >_ 18
Alkenoic acid (branched)
Acetoxyhexanoic acid
Benzeneacetic acid
Benzenepropanoic acid
C.-Alkylphenylpropanoic acid
DimeChylbutanoic acid
Dimethylphenylpropanoic acid
Fatty acids
3-Methylpentanoic acid
Hexanoic acid
0^6
Heptanoic acid
C i7
Octanoic acid
C i.8
Nonanoic acid
0^9
Decanoic acid
C >_ 10
Dodecanoic acid
C >.!!
C >.12
C >.13
Tetradecanoic acid
C >.14
Pentadecanoic acid
SAMPLE N0.b
9E
35E
53E
53E
35E
35E
35E
35E
62E
31E
26E
31E
26E
31E
26E
31E
26E
31E
26E
29E
43E
62E
26E
35E
53E
Frequency of
Occurrence at Given
Concentration0
*
1
1
1
3
2
1
2
3
2
1
6
2
2
** ***
1
1
3
1
1
1
2
1
7 1
1
3 1
3
1 2
1
1 1
1
2
4
1
5
3
1
TOTAL
1
1
1
3
1
1
1
1
2
I
9
1
7
3
5
1
3
1
4
7
1
2
1
11
5
3
63
-------
Table 12. (Continued)
COMPOUND*
C >. 15
Hexadecanoic acid
C >. 16
Heptadecanoic acid
C >. 17
Octadecanoic acid
C >_18
C >.19
Eicosanoic acid
C > 20
C >.21
C >_ 22
C ^23
C ^24
Methylcyclohexene-1-carboxylic
acid
Methylphenylpropanoic acid
Octadecadienoic acid
Octadecenoic acid
Subst. cyclohexane acid
Aromatic Acids
Alkylbenzoic acid
Beozenedicarboxylic acid
Benzole acid
C5-Alkyloctahydrophenanthrene
car boxy lie acid
Dimethylbenzoic acid
Ethenylbenzoic acid
Methylbenzoic acid
Octahydro-l,4-dimethyl-l-
SAMPLE N0.b
18E
29E
18E
56E
56E
26E
31E
53E
9E
40E
40E
40E
40E
40E
22E
35E
26E
26E
2E
35E
50E
28E
58E
3SE
35E
26E
52E
Frequency of
Occurrence at Given
Concentration0
*
5
3
1
4
5
5
1
1
1
1
1
1
2
1
2
**
3
7
4
3
3
5
2
1
1
1
1
2
1
2
2
2
1
8
2
1
1
3
1
*** TOTAL
8
2 9
7
1
7
8
1 1
1
1
3
2
2
1
1
2
1
1 4
2 6
1
2
1
1 11
2
1
1
3
1
"(methylethyl)phenanthrene
carboxylie acid
64
-------
Table 12. (Continued)
COMPOUND*
Octahydrodimethylphenanthrene
carboxylic acid
Subst. phenanthrene carboxylic acid
Subst. benzoic acid
Trimethylbenzoic acid
Haloaliphacic Acids
Chloro-fatty acid
Halo-acid
Haloaromatic Acids
Chlorobenzoic acid
Chloroalkylbenzoic acid
Dichlorobenzoic acid
Alkylpjienols
Alkylphenol
Benzene [ (dihydroxy)methyl]
Benzene , l-hydroxy-2- 1(4-
hydroxyphenyl) ]
C2-Alkylphenol
C.-Alkylphenol
C^ -Alkylphenol
C,-Alkenylphenol
Dimethylphenol (a)
I some r of phenol 2- [ (4-hydroxy-
SAMPLE N0.b
22E
31E
12E
26E
9E
9E
60E
12E
60E
34E
58E
58E
44E
44E
44E
44E
43E
58E
Frequency of
Occurrence at Given
Concentration0
* ** *** TOTAL
1 1
3 3
11 2
2 2
1 1
1 1
2 2
1 1
2 2
1 1
1 1
1 1
1 1
1 1
12 3
1 1
4 4
1 1
phenyl)methyl]
65
-------
Table 12. (Continued)
o
COMPOUND* SAMPLE N0.b
Methylallylphenol
Methylphenol
Nonylphenol
Phenol (a)
Phenol,2,6-(4-(hydroxyphenyl)
dimethyl]
Phenol,2-[4-(hydroxyphenyl)methyl]
Halophenols
Bromomethylphenol
Bromophenol
Chlo roalky Ipheno 1
Chlorobromosubst . -phenol
Chlorophenol (a)
Chloromethylphenol (a)
Dichlorophenol (a)
Trichlorophenol (a)
Beazenesul£onlc Acid Derivatives
Benzenesulfonic acid-4-hydro-
cyhydrazide
Benzenesulfoniamide,N,4-dimethyl
p-Toluenesulfonamide
Subst.-benzenesulf onic acid
Heterocyclic Compounds
Benzothiadiazole
Methoxy-1 , 2-benzo thiazole
Methoxythiiobenzothiazole
Subst . -b«nz iaothiazole
44E
29E
22E
60E
52E
52E
53E
52E
53E
58E
52E
57E
S8E
50E
34E
52E
9E
34E
12E
60E
60E
60E
Frequency of
Occurrence at Given
Concentration0
* ** ***
1
15 3
1
5 7
2
1 1
3
1 4 '
1
1
3 4
1 2
3
1 2
1
2 2
3
1
1
1
1
1
TOTAL
1
9
1
12
2
2
3
5
1
1
7
3
3
3
1
4
3
1
1
1
1
1
66
-------
Table 12. (Continued)
COMPOUND*
Miscellaneous Compounds
Allylthiopropanoic acid
Dihydroxybenzaldehyde
Dimethylhydroxybenaldehyde
Hydroxybenzoic acid
Hydroxybenzeneacetic acid
Hydroxytrimethylbenzoic acid
Hydroxymethylbenzoic acid
Indolinecarboraldehyde ,
hydroxymethyl
Oxiraneoctanoic acid,2-octyl
Octadecanoic acid,9,10-dihydroxy
Thienopyridine
SAMPLE N0.b
35E
58E
18E
32E
50E
50E
35E
18E
9E
9E
60E
Frequency of
Occurrence at Given
Concent rationc
* ** *** TOTAL
1 1
1 1
1 1
2 2
1 1
1 1
1 1
1 1
1 1
1 1
1 1
(a) Priority Pollutant
(b) Representative sample in which compound was .identified (see Appendix A)
(c) Compound Concentration Levels: * - <10 ug/1
** .
*** .
10-100 ug/1
>100 Mg/1
67
-------
TABLE 13. CLASSIFICATION OF COMPOUNDS IDENTIFIED IN ACID FRACTIONS
Compound Type
Aliphatic acids
Aromatic acids
Halo-aliphatic acids
Halo-aromatic acids
Alkylphenols
Halophenols
Benzenesulfonic acid
derivatives
Heterocyclic compounds
Miscellaneous compounds
TOTAL
Total No.
Identified
45
12
2
3
15
8
4
4
11
104
Total No. of
Occurrences
143
30
2
5
41
26
9
4
12
272
Priority
No.
Identified
0
0
0
0
2
4
0
0
0
6
Pollutants
No. of
Occurrences
0
0
0
0
16
16
0
0
0
32
68
-------
Because mass spectra of many of these methylated compounds were not
included in accessible data bases the number of tentative identifications
in the acidic fractions was limited. Tables in Appendix A list the acidic
semivolatile compounds tentatively identified in each of the 29 priority
rated acidic fractions (26 effluents, 3 intakes).
The acidic fractions of the 26 effluent samples analyzed were generally
less complex than the neutral fractions but contained more components than
the basic fractions. Most acidic compounds were found with concentrations
of 10-100 yg/1. No particular type of company had effluents which could be
distinguished from one another on the basis of their acidic compound content
(concentration and number of compounds). The 104 acidic compounds are
classified in Table 13.
Not surprisingly, aliphatic acids were the most numerous compounds
followed by alkylphenols and aromatic acids. Six priority pollutants were
identified - phenol (12 times), chlorophenol (7 times), dichlorophenol (3
times), trichlorophenol (3 times), dimethylphenol (4 times) and chloro-
methylphenol (3 times). Fifty-six compounds occurred only once, while
phenol and benzoic acid occurred 12 and 11 times respectively. The acidic
compounds occurred a total of 272 times while priority pollutants accounted
for only 32 occurrences, about 12% of the total number of occurrences.
TENTATIVE IDENTIFICATION OF BASIC COMPOUNDS
The analysis of 21 industrial effluents for basic semivolatile compounds
resulted in the tentative identification of 49 compounds listed in Table 14.
Tables found in Appendix A list the basic compounds tentatively identified
in each of the 21 effluent samples.
Generally, the basic compounds found in the effluent samples were
present in smaller numbers and lower concentration (<10 yg/1) compared to the
neutral and acidic compounds. Steel companies, as a group, had effluents
with the highest number of basic compounds, and in some cases, the basic
compounds were the most concentrated components in the sample. It should be
noted that all the basic compounds present in the effluent extracts probably
did not elute from the SE-30 capillary column. This result was expected—
future analyses should use a more suitable column for basic components.
The 49 basic compounds are classified in Table 15.
The basic compounds occurred a total of 70 times while no priority
pollutants were identified. Methyl pyridine occurred most frequently (8
times) while 39 of the 49 compounds occurred only once. The heterocyclic
compounds would appear to be the most interesting group of compounds both
in biological activity and environmental significance.
69
-------
Table 14. Basic Compounds Tentatively Identified
in 21 Industrial Effluents
COMPOUND8
Aliphatic Amines
Alkyl amine
Cyclohexyl amine
Hexamethylenetetramine
N-Butyl-1-butamine
N-Butyl ,N-methyl-l-butamine
N-Phenylmethyleneheptamine
Aromatic Amines
Diethylaniline
Dime thy laniline
Methylaniline
N-Ethyl-o-toluidine
N,N-Diethylaniline
Pen tame thylaminobenzene
Heterocyclic Compounds
Alkylaziridine (C-H^N)
o 1 /
Benzo[c]methylcinnoline
C -Alkylpyridine
C, -Alkylp iper id ine
C.-Alkylpyridine
C.-Alkylpyridine
C -Alkylquinoline
SAMPLE N0.b
22E
52E
56E
62E
62E
22E
29E
30E
50E
29E
54E
45E
22E
18E
54E
45E
33E
33E
34E
Frequency of
Occurrence at Given
Concentrationc
* ** *** TOTAL
11 2
1 1
1 1
1 1
11 2
1 1
1 1
23^ 5
111 3
1 1
1 1
1 1
1 1
1 1
2 2
1 1
21 3
1 1
1 1
70
-------
Table 14. (Continued)
COMPOUND*
C.-Benz imidazole
Dime thy Ibenzimidazol e
2 , 6-Dimethyl-4-e thylpyridine
Dimethylnaphthyridine
Dime thy Iquinoline
Imidazolidine.C -alkylphenyl
Imidazolidine.C -alkylphenyl
Isoquinoline
Methylbenz imidazole
3-Methylcinnoline
Methylisoquinoline
Methylnaphthyridine
Methylpyridine
1,6-Naphthrydine
Phenanthroline
Phenothiazine
Pyridinc,3-(l-Methyl-2-pyrrolidinyl)
Pyrrolo(2,3,8-pyridine, dimethyl
Quinoline
Trimethylpiperidine
Trimethylpyridine (2 isomers)
Miscellaneous Compounds
Cyanopyridine
2-Diethylaminoethanol
5-Hexen-3yn-2-one,6-(l-piperidinyl)
Hydroxyme thy 1 imidazole
SAMPLE N0.b
18E
18E
33E
18E
32E
49E
49E
18E
18E
18E
18E
18E
18E
18E
18E
34E
54E
18E
53E
45E
33E
22E
52E
52E
52E
Frequency of
Occurrence at Given
Concentrationc
* ** ***
1
1
1
1
1
1
1
1
1
2
•»
X
1
5 3
1
1
1
1
1
1 1
1
1
1
1
1
1
TOTAL
1
1
1
1
1
1
1
1
1
2
1
1
8
1
1
1
1
1
2
1
1
1
1
1
1
71
-------
Table 14. (Continued)
Frequency of
Occurrence at Given
Concentration0
COMPOUND8
2-Methoxyaniline
Methoxyaniline
3-Methyl-5-ethoxypyrazole
2-Propen-l-amine,N,N-di-2-propenyl
1,3, 5-Tr iazine-2 , 4-diamine , 6- (3-methyl-
phenyl
SAMPLE NO.
50E
45E
50E
34E
34E
* ** *** TOTAL
1 1
2 2
1 1
1 1
1 1
(a) Priority Pollutant
(b) Representative sample in which compound was identified (see Appendix A)
(c) Compound concentration levels:
* - <10 ug/1
** = 10-100 vg/1
*** . >ioo
TABLE 15. CLASSIFICATION OF COMPOUNDS IDENTIFIED IN BASIC FRACTIONS
Compound Type
Aliphatic amines
Aromatic amines
Heterocyclic compounds
Miscellaneous compounds
TOTAL
Total No.
Identified
6
6
28
9
49
Total No. of
Occurrences
8
12
40
10
70
Priority
No.
Identified
0
0
0
0
0
Pollutants
No. of
Occurrences
0
0
0
0
0
72
-------
SUMMARY OF IDENTIFIED COMPOUNDS IN INDUSTRIAL EFFLUENT SURVEY
During the course of this industrial effluent survey many different
types of data have been generated. Correlation of these different data
types can be done in a number of ways depending upon one's perspective and
interests. Table 16 correlates the number of identified compounds with
various other parameters. This representation may be useful in determinating
the environmental significance of compounds found in industrial effluents.
73
-------
TABLE 16. SUMMARY OF IDENTIFIED COMPOUNDS IN INDUSTRIAL EFFLUENT SURVEY
Sample Type
Purged Effluent
Extract-neutral
fraction
Extract-acid
fraction
Extract-basic
No. of
Effluents
Analyzed
63
33
26
21
No. of
Compounds
Identified
159
261
104
49
Total No. of
Occurrences
710
474
272
70
No . Found
in Only
One Effluent
85
176
56
39
Priority
No.
Identified
22
11
6
0
Pollutants
Total No. of
Occurrences
359
46
32
0
fraction
TOTAL
573
(a)
1526
356
39
(b)
437
(a) Because some purged compounds were also present in extracts, less than 573 different
compounds were identified.
(b) Toluene, ethylbenzene, chlorobenzene, dichlorobenzene trichlorobenzene, and naphthalene
were found in both purgeable and neutral fractions. A total of 33 different priority
pollutants were identifed in this survey.
-------
REFERENCES
1. U.S. Environmental Protection Agency, Environmental Monitoring and
Support Laboratory. "Sampling and Analysis Procedures for Screening of
Industrial Effluents for Priority Pollutants", Cincinnati, Ohio (April,
1977) pp 1-15.
2. "Eight Peak Index of Mass Spectra", Mass Spectrometry Data Centre, AWRE,
Reading, RG7 APR, UK, 1974.
3. Stenhagen, E., Abrahamsson, S., McLafferty, F. W., Ed., "Registry of
Mass Spectral Data, Vol. I-IV", John Wiley & Sons, New York, New York,
1974.
75
-------
APPENDIX A
SAMPLE DATA TABLES
-------
TABLE A-l. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. 1VE
£j CJ
•< O
GC
RMh
No,
.
I
J
A
s
h
7
8
10
It
1?
1)
14
l.'j
If.
U
1H
IV
20
^'l
n
2}
u
2"y
th
II
KrlMt IVi
^•l«ill to,
lln*-
0. Iti
U. |H
O.Jtl
o.^n
o.n
o.?i
0.24
0.26
0.29
O.iO
0.3/
0.5;
0.91
0.97
I.OO
1.00
1.U1
I.OS
1.06
i.W
1 . ID
1. 11
1. J4
1.1 '>
I.I/
1.1H
Anxxmi.
P0«
n
A< r
Ruiane or M^thy Iprnpanr
Are I OOP
Ulctiloroethylene
UI(MtKoatett>Ai>*
Car Son UlsuK Idc
Bulyraldchydf
CMuioliirB
Nrlhylc-yclofirntan*
1 .1 ,l-Trlctiloru«thanc
Ftrnzene
Toluene
C2- Atkyl Benzene
Cf Alhyl Benzene
1 .S.
Methylethyl Cyclohex»ne
Mefhylethyl Cyclohrxane
Hethylethyl CyclnhexAm-
Mrthyl*thyl Cycloh«KBne
•4" tiyr luluTKanP
Hethylrthyl Cyclohexanv
04- Cyclohexan^
Dlethyl Cy<:lnhex4ne
H 126 Hydrorarhoi.
4-n- Ptopy Ihrj^i anf
Unkn.n/n Hydrocarbon
Ch*r*ct«trtltc lom tn PM*a Spectrum
6M H)*))
4 M100 )*»«»< SO)
435M »l>B4(flS)B6<5S)
7B<100)80(«)
44(]00)/.3S7>
5o(IOO)4H60)69(40)SS(.10>42(?0)
9MtO«)9«»(b5>fcM^>feT(20>n7(»0)119(ll»2U^>
78(100)77, W-i7(?0)
9I(100)9?(60)
91 < 1OO)1O6<40>
91(100)106(4%)
/S(IO(»77< U)l)0( 30)61 (7S)
VMIOO)9MS^>41OO>12h(B>
'ii(lOO)''/(«0)4lf ?0) I26(li)
SSnOO)97<4 1(1^)126(1?)
^S< 100)97 (90)96140)R1< 30) 1 ?6( IB)
3'»( 100)82(80)8 J( 70)41 (%0)67(4S) I2ft(l0)
9M100)'.5(«»fl)4l(30)69(?5)126(fi)
SH100)SS(9B)B2(b*))4l<«i>
69(100) 111 (70) SS(SO)41 (.18)
'•7(100)71
-------
TABLE A-2. IDENTIFICATION OF COMPONENTS IN NEUTRAL FRACTION OF SAMPLE NO. IE
oc
ft*
No.
I
1
3
*
J
6
7
1
«
It
11
12
13
u
IS
16
17
IB
19
20
21
22
niUJIUu
Mm
929
1010
1102 x
1202
1211
1695
170*
1714
ISM
1(84
1905
1978
1994
2109
2129
2133
2184
2204
2215
2295
2347
2394
Amount.
MO/I
• •
• ft
**
•
*
ft*
*
4 '
*
*
*
• '
*
*
ft
*
ft*
ft
ft
•
ft
ft
Tantttiva
Identification
Branched Hydrocarbon C > 9
Branched Hydrocarbon C » 10
Undecane
Silicon*
•ranched Hydrocarbon C > 12
Hexaethylbencene
Heptadecane
Branched Hydrocarbon C > 17
Hethylphenanthrene
T
Ftithalate
Cj -Ptwnanthrene
Cj -Hienanthrene
C^-Phenanthrene * Alkene
C?-Phenanthrene
Cj -Phenan th rene
Pent adec y 1 benzene
?
Phoaphate. Trloctrl
7
Branched Hydrocarbon C > 21
Branched Hydrocarbon C * 23
Caa chroaatoRraa lookt like a typical gaao
Characteristic lorn in Mm Spectrum
43 (100) 57 (88) 41 (76) 85 (34) 71 (25) 56 <25) 1?8 (5)
43 (100) 57 (90) 41 (70) 71 (35) 85 (25) 142 (5)
267 (100) 73 (30) 268 (29) 251 (18) 269 (18)
43 (100) 57 (99) 41 (79) 71 (52) 85 (3?) 170 (3)
Internal Standard
192 (100) 191 (62) 169 (31) 193 (22) 165 (18)
206 (100) 191 (33) 189 (29) 205 (23) 207 (20)
205 (100) 57 (93) 43 (86) 71 (60) 220 (56) 85 (42)
Internal Standard
57 (100) 70 (98) 41 (68) 55 (66) 100 (50) 83 (4O) 112 (38)
57 (100)
57 (100) 71 (80) 85 (60) 43 (40)
57 (100)
Ine hydrocarbon Mixture.
**•*-««. B*~o««*
Compound
Nonane
Pecane
Undecane
Undecane
Heptadecane
Heptadecane
2-Mechylphenanthrene
2-Methyldecanol
1.2-BenEenedlcarboryllc Acid Butyl, 2-
Hethylpropyl Eater
3.6-ntMthylphenanthrene
2.5-Dlsethylphenanthrana
2 ,3, 5-Trleathylphananthrcna
2 . 3 . 5-Tr laethylphenanthrene
Phosphoric Acid. Trioctyl Eater
Decane 5,6-Bl*(2.2.DtMthyl-Propylldeoe)
Docoaane
Doaoaene , 11 -Decyl -
~rr
> 10>
346
376
383
330
377
523
303
378
476
470
520
43S
471
143
320
608
633
NJ
-------
TABLE A-3. IDENTIFICATION OF COMPONENTS IN ACIDIC FRACTION OF SAMPLE NO. IE
••.M
GC
Ptak
No.
1
2
3
A
5
6
7
e
9
10
11
11
13
14
15
AmntiOfi
Indn
1072
1034
11(0
1329
16«5
170*
1887
1913
1983
2073
2013
10»9
2113
21>]
2209
Amount.
(••"
• '
*
*
*
•*
*
*
•
•
•
•
•
to*
••
•
Idtmiflcation
Baforr Ncthylatlon
Branchad Fatty acid <: V
7
1
7
nevaethylbanzcne
Tatradacanolc Acid
7
'atty Add c ^
Phthalata
Fatty Acid C 117
ratt, «cid c y'
F.tty AclJ C U»
f«tt» »cid c na
Pcnt«d*Cflb«TUcn*
7
O»»»mUHc IOM In MM SpMtnim
87 (100) 102 (65) 57 (A3) 55 (33) 41 (18)
89 (100) 12J (W) 53 (75) 127 (61) 63 (48) 124 (30)
131 (100)
Poor !<••• Spcctrw
Internal Standard
74 (100) 87 (50)
41 (100)
74 (100) 87 (55)
149 (100) 41 (18) 71 (6) 150 (10)
67 (100)
41 (100)
55 (100) 69 (69) 79 (61) 87 (33) 41 (60) 43 (48)
74 (100)
Internal Standard
117 (100)
Compound
Htptinolc Acid. 2-tth7l H.I.
Eth.non.. U(«th7lphanlrl>-
Tatradccanolc Acid N.e.
10-lhid«canole Acid H.E.
Pentadecanolc Acid H.E.
1.2 BenEanadicarboljrllc Acid Butyl. 2-
Hcthjrlpropyl latar
9.12-octmdacadlanalc Acid M.E.
10-Undacanolc Acid M.B.
ll-0ctad«canatc Acid H.t.
Tetradecanolc Acid M.R.
3-Butanolc Acid. 4-rbanyl-bucrl Eatar
il.
«103
440
223
45«
326
638
469
220
405
297
652
140
TABLE A-4. IDENTIFICATION OF COMPONENTS IN BASIC FRACTION OF SAMPLE NO. IE
oc
Ma*
No.
5
to
11
imajillon
Indai
1669
1921
2183
Amount.
If/I
ft*
*
**
lrJ.HitHic.rt km
HexaethylbenzeiMi
Phthalate
Pcntadecylbencvtie
OMrccMrittic torn in Mm Sp.*ctium
Internal Standard
149 (100)
Internal Standard
^ ..-on** «_-.«««,
Compound
!.2-Ben
'
473
-------
TABLE A-5. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. 2VE
>
GC
Paak
No.
I
7
1
4
5
ft
1
8
9
10
11
12
13
U
IS
16
IH
19
20
21
21
73
24
75
21.
21
te 1 a t 1 vr
Ki»l»:nl lot
Tina-
U. 1 )
0.14
O.It.
o.i;
0.17
0.17
0.20
0.20
0.21
0.2J
0.23
0.26
0.27
0.29
0.30
0.31
0.55
0.88
0.91
0.96
0.98
1.00
1. II*
1.21
l./'t
1. II
Amount.
ug/l
-
1-10
1-10
1-10
1-10
1-10
1-10
6C>0)
101(IOO)IOK6>i)
1.1(100)96(80)18(55)
49(100) 51 (11)114(85)86(55)
78(IOO)80(4)44( )
43(100)42(55)41(39)71(38)57(18)
44(100)72(40)41(25)57(15)
4](100)72<20)'>7(IO)7B(7) 7
57(100) 56(95)4 1(05)4 1(28)86(3)
57(100)41(100)4 1(80)56(60)86(12)
56( 100)4 l(65X>a(40)84(8)
97(100)99(70)61(60)63(18)117(10)119(8)
78(100)51-53(20)
119(100)117(90)47(60)82(50)84(40)121(35)
56(100)61(60)84(60)55(45)42(40)
91(100)92(60)
91(100)106(30)92(10)
91(1110)106(40)105(70)92(10)
104(100)78(90) 101(70)51(55)77(30)
91(100)106(40)105(20)
75(100)77(31)61(28)
43(100)57(90)41(55)85(40)99(10)
57(100)41 (10)4 1(30) 71 (78)85(10)
54(IOO)79(65)flO(f>0) 107 (SO) I06(30)92( 30)
57(100)41(90)71(50)85(40)
57(1 (in 14117 iwirsm&i^MHWjmiiQr'
-------
TABLE A-6. IDENTIFICATION OF COMPONENTS IN ACIDIC FRACTION OF SAMPLE NO. 2E
oc
No.
I
I
3
*
J
6
7
8
9
10
11
1}
11
14
IS
16
17
11
19
20
1683
1710
1911
1921
1982
2071
2082
2111
3111
-
21)9
1138
2170
2181
2197
2210
2228
2267
2104
2160
2527
utft
ft*
#
•
*
*
*
* 1
*
*
—
•
*
• *
**
*
•
*
*
**
• ••
•
before MethyUtlon
HeKae th 1 1 benxtinc
Tetradeccnolc Acid
Hexadeccnolc Acid
Fhthalate, Dlbutyl
1
AUcnolc acid C » 18
Alkenolc Acid C 1 18
7
Branched alkana acid C - 18
Subit. CTtlohexana Acid
Subet. Cyelohaxane Acid
Pentad«cjrtb«nx«ne
Subet. Phemanthren* Acid
Subat. Phenanthrene Acid
Subflt. Phenanthrane Acid
Subat. Phenanthreoe Acid
Subie. PhenuithrcrM Acid
Subct. Phcnftnthrene Acid
Subft. Phcnanthrenc Acid
Sub*t. Phen*nthren« Acid
OMncnrittic lorn in MM Spactrum
1 n t e rnm 1 S tanda rd
M (100) 87 (73) 41 (S4) )3 (36) K3 (12) 211 (5)
74 (100) 87 (60)
149 (100)
w*«ti Spectra
67 (100)
55 (100)
171 (100) 191 (100) 91 (91) 221 (67) 89 (03) (Mixture)
76 (100) 87 (70) 55 OS) l&J (16) 179 (5)
146 (100) 101 (68) 134 (63) 91 (52) 41 (46) 92 (42) 187 (48)
146 (100) Weak Spectra
Internal Standard
59 (100) 41 (83) 91 (71) 67 (70) 241 (54) 242 (44) 302 (10) 121 (100>
121 (100) 91 (33) 53 (29) 59 (28)
121 (100)
41 <100) Weak Spectta
41 (100) 81 (92) 91 (90) 105 (90) 79 (08) 2M (36) 242 (33)
239 (100) 59 (78) 43 (67) 41 (63) 240 (58)
41 (100)
59 (100) 233 (85) 254 (70) 187 (69) 211 (46) 213 (46) 329 (18)
Compound
Tetridacanolc Acid M.C.
Pentideeanolc Acid, 14 Methyl N.B.
1.2-ltenK»nedlcarbo*7llc Acid
Butyl 2-aMthyl propyl e*tar
9,11-Octadaccdlanolc Acid M.E.
tO-Actidecanolc Acid N.E.
Trldecanc, 2 ••thyl-2 pbcnyl
Henclcoianolc Acid M.E.
Cyclohexaiwcarboiytlc Acid 1 ,3-Dl*»thyI-2-
f2-l3-(l-M«thyl Kthyl) n^oyll Ethyl)-H.».
Ditto
Sub«t..phenaathratMcarb(ntyllc Acid M.E.
Subat.-Phenanthrenecarboxyllc Acid M.E.
Sub*t.-Phen«tthranacarboxyllc Acid M.P..
SubBt.-Pheaanthc'CMcarbovyllc Acid M.E.
SubBt.-Phenanthranacarboxyllc Acid M.E.
Subat.-Phenanthranacarbosyllc Acid M.E.
Sutxt. -Phenanthranacarboxyllc Acid H.B.
5.0,ll-HeptadacatrlyTK>tc Acid M.I.
11.
x 103
313
614
519
423
642
209
403
310
317
343
369
369
200
312
307
287
218
-------
TABLE A-7. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. 3VE
GC
Peak
No.
1
i
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
1H
19
<»• 1 a I i vt-
KeLt-'nLiur
Tine
0.11
0.12
--
U.13
0.17
0.17
0.20
0.21
0.23
0.26
0.27
0.37
0.55
1.00
1.02
1.06
1.11
1.23
1.25
Amount,
119/1
--
--
-
10-100
10-100
10-100
1-10
1-10
10-100
1-10
10-100
1-10
1-10
-(8)
1-10
<1
<1
1-10
<1
Tentative
Identification
Air
Ulmelhylether
Air
UiiMthylether
Dlchloroethylene
Dlchlorome thane
2,3-DJmethylbutane
Hethylethyl ketone
Hexane
Methyl cyclopentane
1 ,1 , 1-Trichloroe thane
Trlchloroethylene
Toluene
l.S.
Alkdne
Alkane
Alkane
Alkane
Alkane
Characteristic lam in Man Sptctnim
44(100)40(2)
45( 100)46(45)
44(100)40(5)
45(100)46(60)
96(100)61(95)98(70)63(60)
f
49(100)84(80)86(55)51(25)
43(100)42(45)71(30)41(15)
43(100)72(30)
57(100)43(60)56(45)41(40)83,85.80(12)
56(100)69(60)41(35)84(10)
97 (100) 99(66)6 1(60) 63(20), 117<10)
95(100)97(70) 1 30(90) 132(85)
91(100)92(60)
75(100)110(60)112(45)
57(100)56(45)71(20)85(18)
71(100)43(60)57(50)113(22)
57(100)43(50)41(30)70(22)71(20)98(15)
57(100)71(25)85(20)
57(100)56(55)41(32)71(18)85(20)99(10)
-
-------
TABLE A-8. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. 4VI-a
GC
Peak
No.
I
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
Retention
Indai
.12
.13
.14
.15
.16
.16
.17
.18
.22
.22
.23
.23
.24
.24
.32
.38
.51
1. 00
1.06
1.14
Amount.
pg/l
._
I-IO
1-10
1-10
• 1
20-30
1-10
1-10
1-10
1-10
• 1
1-10
1-10
1-10
10-20
1-10
1-10
8
1-10
1-10
Tentative
Identification
Air
Pimethytbutane
Chloroethane
Acetone ( Dimethyl ether (T)
Unknown (very weak)
Olchlororoethene
Methylethyl ketone
Crotonaldehyde
Chloroform
Dl-n-propoxy ethane
Chlorobutene
Chlorobutene
Tetrahydrofuran
1 ,2-Dlchloroethane
Olchloropropane
C7".6
Toluene
I.S.
Dlethyl dlsulflde
t -Brono-2 ,3-dlchloro propane
Characttrntie lorn in Man Spectrum
44(100)
41(100)56(62)39(58)
64(100)66(35)49(15)
45(100)43(65)46(35)58(20)
59(100)110(98) I08(%)7ft(60>
49(100)84(67)
43(100)41(83)72(90)
41(100)39(85)70(92)
83(100)85(66)
45(100)43(40)87(12)
55(100)90(50)92(12)
55(100)39(50)90(35)92(10)
42(100)41(72)71(53)72(52)
62(100)49,64(32)98(10)100(8)
63(100)62(70)41(35)76(32)
43(100)71(70)57(60)100(20)
91(100)92(62)
75(100)110(33)
66(100)122(90)94(65)
111(100)75(75)113(65)77(25)124(10)
-------
TABLE A-9. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. 4VI-6
>
00
GC
Peek
No.
I
2
3
I,
5
6
7
8
9
10
11
12
13
14
15
16
17
18
Retention
Index
.14
.15
.16
.17
.17
.18
.19
.23
.29
.35
.54
.66
.89
.93
1.00
Amount.
eg/I
__
1-10
1-10
1-10
10-10C
MlO
~10
1-10
1-10 ea
1-10
1-10
1-10
1-10
1-10
1
1
1
(-)8
Tentative
Identification
Air
Chloromethane
1,3-Butadlcne
Unknown
Acetone
Chloropropene
Dl ch lorome thane
Carbon Disulfide
Chloroform * Alkane
Tetrahydrofuran
Vlnylchlorlde (T)
Benzene
Trlchloroethylene
Toluene
Tctrachloroethylene
Ethyl benzene
Xylene
I.S.
Charectemtic lorn in Mm Spectrum
44(100)
50(100)44(34)57(30)
39(100)54(60)53(45)
56(100)55(72)
43(100)58(25)44(25)
41(100)39(85)76(30)59(20)78(8)
84(100)49(98)
76(100)44(28)78(8)
41(100)57(96)43(80)83(78)85(50)130(12)
42(100)72(30)71(29)
62(100)64(33)35(10)
78(100)
95(100)44(82)130(70)132(68)97(62)
91(100)92(60)
166(30)129(29)131(27)164(24)
91(100)106(30)
91(100)106(30)
75(100)110(30)
-------
TABLE A-10. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. 4VE
GC
PMk
No.
1
2
3
4
5
6
7
H
9
10
11
12
13
lli
15
16
17
18
19
tp l.-it Ive
latent lor
Tine
0.12
0.19
0.25
0.28
0.29
0.31
0.32
0.38
0.56
O.6O
0.88
0.89
0.91
0.98
1.00
1.07
I. IS
1.17
Amount.
MS/I
10-100
10-100
<1
<1
Hex»ne or
Tr Ichloroe thane
Benzene
Carbon tet rachlorlde
Broraod Ich loromethane
Toluene
Dlbromochlorome thane
C>2 Alkyl benzene
Bromof orra
Cj* Alkyl benzene
C2' Alkyl Benzene
I.S.
Cy Alkyl benzene
Cj- Alkyl benzene
Cy Alkyl benzene
C}-Alkyl benzene
Charactmntic lorn in Man Spectrum
i4(100)
49(100)84(62)86(40)
83(100)8b(70)S/(12)
56(100) 4 1(60) 69 OB)«4C>)
97( 100)6 1(70)99(70)63(?.0)
78(100)
1I')(100)1I7(95)82(40)47(40)
83(100)85(60)47(25)127(8)129(10)131(5)
91(100)92(60)
129(100)127(80)13(30)79,81(25)
91(100)106(30)
173(100)171(50)175(48)254(10)
91(100)106(45)
91(100)106(40)
75(100)77(30)
105(100)120(30)
91(100)120(25)
105(100)120(30)
105(100)120(40)
-------
TABLE A-ll. IDENTIFICATION OF COMPONENTS IN NEUTRAL FRACTION OF SAMPLE NO. 4l-a
GC
fnti
No.
1
6
7
10
11
13
14
15
16
21
22
25
Ifi
*
RdWIIkHi
852
882
8%
958
964
1010
1040
1138
1146
1340
135*.
1921
2182
1692
*
•
•
*
*
*
* •
***
*
*
•
*
**
7
7
T
?
?
?
Ethyl Renieneaethano 1
l-Phenyl-l >PTOp»none
7
j
Phth.l.t*. Dlbulyl
H«ue thy 1 benzene
Cluricteritlic loot m Mm Spactnjm
«5( 100) 78(86)91 ( 74)43(7 1)92(45) 11 7(52)89(35)131 (12)
43(100)59(54)I01<<||)49(34) Poor spectre
43<100)59(53>IOI(22)52(20>78<15) Poor Spectre
85(100)43(99)58(65)59(31)115(22)131(18)
85(100)43(99)45(78)58(41)
57(100)85(88)41(42)93(36)63(32)105(26) Poor .p,clr.
69(100)68(49)54(35)41(32)78(18)
107(100)79(58)77(35)105(13)136(8)51(7)
105(100)77(43)134(11)51(10)
71(100)41(67)40(28)83(25)56(24)55(23)89(20)98(18) Poor ipcctrvB
71(100)43(70)56(64)89(59)143(12)173(11)
149(100)150(9)104(8)41(1)76(5)205(2)
Intern*! «c*nd«rd
Cotnpound
RenzeiMa«Chanol,alph«-.Ethyl-
1 -?rop>nont , 1 -Phenyl -
l-Heunol.5.Heth7l-
1 -But. no 1 ,4-(H«»rloET) -
1,2-Bcntcncdlorbovylle Acid. ButTl-2-
Methyl Proply E.ter
11.
« 103
625
&7J
257
279
495
I
I-1
o
TABLE A-12. IDENTIFICATION OF COMPONENTS IN NEUTRAL FRACTION OF SAMPLE NO. Al-b
oc
ft*
No.
I
4
5
1
9
10
14
15
16
*
Ma
9U
112]
1247
1371
1U5
1678
2087
2112
2182
Amount.
mfl
**
*
•
•
*
*
ft
•
**
TwntfaM
MmmkJttoB
l.l'-Oxy Bli |2-Ethox7)-eth*n* (Carbttol]
Acenaphthiilvne 1.2 Dlhydro
Beiucnesulftuilc Acid 4-Mathyl Kydrovid*
tetutmeiulfonMida N.4-ttathyl
Fatty Acid C>14
Sub anthracene acid
Fatty Acid O17
OctatJecanolc Acid
Pent «dccy 1 betuene
P«latttc A.ctd
OMUfcHiUlfc lorn in MM Sp-tctrum
45(100)59(38)72(31)43(23)104(5)
154(100) 153(35)152(25)155(U>76{13)63(7151(81
9H1M>155(41)65(33) 186(30)
91(100)155(23)65(27)121(23)183(23)
74(100)87(58)43(21)41(18)143(13)
253(100)91(30)254(28)77(23)195(20)
55(100)74(86)87(^8) Poor MS
74(100)87(63)44(33) 143(11) 199(2)
Internal Standard
Internal Standard
^«-^>. B^,*^
CoaicNTund
Eth«M l.l' OXT Bl»|2-Ethoxyl
AcnuchthT lm> . 1 . 2 -Dlhfdro
Beni«o..uUonlc .eld 4-..IKTI hvdculte
B«iu«wiuUoiu«ld* N.4-DlaathTl
H«n«lco>uiaU Acid H.C.
&l.
II191
tu
Ml
in.
424
522
-------
TABLE A-13. IDENTIFICATION OF COMPONENTS IN'NEUTRAL FRACTION OF SAMPLE NO. 4I-b
GC
ftMfc
No.
1
_J
t
5
6.
6b
11
.
en
881
956
9»2
1076
1135
1135
2160
16S2
nft
'
•
*
*
*
*,
**
*«
Tcnutiv*
'
T
7
7
2 -B romocyc lohextno 1
1 -Pheny 1 - t -prop*n- 1 -one
2.Eth,l, B,n.«n««th.nol
Pentadec y 1 bent ene
Hexaechylbenzene
8»""""<-"""""<"'""""""
«5< IOOK.3 (51) ••BliB) 1 11(7?) m(?l);l(ZO) !()•>( 7)145(2)
65(100) 57 (80)41 ( 12 )S8(?2) 13(14) 142 ( 11) I27(fl)
M(lOO,«,«<*»>3*42(IHlU( 18) 132(4) 178(2) 180(1)
lOi(IOO) 77 (52) 51 (18) 134(10)
10? (100) 79(61)11(13) 156(8)
Internal *t«nd«rd
Internal Standard
Compound
'— ""T...U.I.O..H.P...,
1
CTclohe«.nol.2.Bro«>..CI..
5.1
.103
568
536
464
-------
TABLE A-14. IDENTIFICATION OF COMPONENTS IN NEUTRAL FRACTION OF SAMPLE NO. 4E
oc
PMk
No.
,
1
J
6
5
6
7
8
9
10
11
11
13
1*
13
16
17
IS
19
20
11
22
23
24
15
26
27
28
29
30
Mumtafi
Iraki
85 7
818
886
1003
1015
1022
1037
1077
ma
1135
1194
1243
1264
1269
12S«
1313
1333
1353
U67
1369
1141
1438
1467
1308
1520
1337
1391
1602
1628
1650
Amount.
nfi
ft**
ft
• *
*•
*
•
ft**
ft*
•ft*
ft
ft
ft
*
*
ft
•
ft*
*
ft
ft
•
*
1 *
•
ft
ft
ft
«
*
*
T*nt»tfv«
UMrtiftcttion
Unreiolved peak
T
Chlorocyc lohexene
4-Chlorocycloh*K«nol
1
Alkyl-cycloh*Mrt*
DlchloTOcycloh*Mn«
2 ~8roBocyc lohexftno 1
Br,chlorocycloh*June
1 -Phcnylpropan-l -one
t . 3 -DlbroMocyc lohaxine
Dlbrl2mM2-2-Chloro
1 -Propanona . 1-Phcnyl
Cyc loheven* , 1 , 3 -Dlbrcwo
Cycloh«««n*,l(Bro«o-2-Chloro
l-H.lnden-l-on«t2,3-Dlhrdro
tth«non -N«phch«l*non* . .3 t4-nihydro
1 -H- Indtiw - 1 -Ethyl -2 ,3-Dl hydro
?
l(!H)-II.phth«lon«-3.4-01hydro-J-M«thyl
1
S.I.
.103
160
647
406
338
417
633
449
613
488
479
113
r-j
-------
TABLE A-14. (Continued)
GC
No.
31
32
33
34
35
36
38
39
40
41
42
•
nmmton
bum
1682
1)03
1713
IB 99
1921
1958
2101
2141
2155
2166
2183
Amount.
Kl/l
..
*
*
, :
.
.
*
•
•
•
*
*«
*•
**
Tantaliv*
Hexaethylbentene
Mixture HC C 2. 17
7
Nonadecane
Phthalate. Dlbutjrl
Halo alkane »?
eicoaane »7
Henelcoaane
Branched Hydrocarbon C 1 21
?
^
Pen tadec j tbenc ene
High boiling Hydrocarbon*
Quantification data unreliable becauae
Internal Standard
21 [(100)21 3(99)57(100) 1 15(85) 117 (83) 292(85) 290(42)299(37)
211 (ino>21 3(95) 11519O> 117(81 )292(6S)390(&0>294(lS)9\(f>3)
43(!00>57(98)713)4100)ft%(43)
149(100)101(3085(25)103(31)
85(100)101(43)135(38)87(31)103(28)151(30)
57(100)43(77)71(62)85(41)55(37)41(33)
57(100)43(ft6)M(58)85(3J) 55(33)
Peak tinreiolved on <~.C-MS
Internal Standard
MOM RMBOfuM* BiMTMn Match
Compouod
Heptadeeane,2-Hethyl
CI.-F- -P«ntane
Heptadecane . 9-Hexyl
Elco..n,-7-H.«,l
8.1
626
358
568
551
-------
TABLE A-15. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. 5VE
GC
P»k
No.
1
2
3
4
!>
6
7
8
9
to
11
12
13
14
15
Id
17
IB
19
20
21
22
23
24
25
26
.'K
24
Irlatlvr
let-nil. >.
llrm-
0 . 1 1
0.17
O.W
0.20
0.24
0.25
0. 76
0.21
0.57
1.00
1.19
1.20
1.22
1.24
I.JO
1. J2
1.36
1.36
1.J7
1. IB
1.39
1.39
1.42
1.43
1 .44
1.41,
1 .49
1 .V
Amount.
*V>
-
'1
1-10
1-10
1-10
1-10
1-10
1-10
1-10
1-10
1-10
I-lo
1-10
1-10
1-10
1-10
1-10
1O- IOU
l-ln
Tantatnm
Identification
Air
Butene
Are tone
DU-liloronetliane
2,3-Dlja«thylbutnn«
l-M.^hylp^ntane (T)
Hrumr (T)
Methyl cyclopentane
Toluene
I.S.
Cj Alkyl benzene
CY Alkyl benzene
Alkane
Cy Alkyl benzene
Cj- Alkyl benzene
Propenyl benzene
C^- Alkyl benzene
Ct- Alfcyl hvnzene
i:t Alkyl benzene
C4- Alkyl benzene
C4 Alkyl benzene
C/t- Atky] benzene
<:4 Alkyl benzene
C4- Alkyl benzene
C4 Alkyl benzene
C6- Alkyl henzcne
W, Ally! 1 ,,-IIH
':,„",,. •••>•... U-Mflliyl|.ropyl> hrnz
CharKtaristtc lorn in Man SfMCtrum
44(100)
41(100) V>(40)
4.)(1I»)'>»(T>)
49(100)84(60)
43(100)42(60)71(10)
57(100)56(90)41(80)
57(100)41(80)83(60)56(50)
56(100)4I(50)69(40)»4(6)
91(100)92(50)
75(100)
105(100)120(45)
105(100)120(40)
57(100)7I(30)B5(15)
105(100)120(45)
105(100) 120(40)
11 7(100)1 18(50) 115(40)
105(100)119(95)134(50)91(32)
105(100)134(25)
105(100)91 (30)1 19(30) 134(30)
119(100)1)4(30)
105( 100) 134(20)
1 1 9(100)1 34 ( 30)
II9(IOO)134(/0)
119(100)114(20)
119(100)134(20)
1 !'!( IOO) 1 34(20)
i ri( too) i t4( jm
tut lni» 1 ).'(40)
-------
TABLE A-15. (Continued)
GC
P**W
No.
u
I/
1 1
14
J5
Ih
1'
IH
\'t
1-1 «t IVC
1 .'> (
l.'.4
I. W
t.'A
l.V
1, Vi
1 . V*
1 .0)
1 . <>/•
Amount.
cgfl
I-IU
1-10
1-10
1-1(1
l-ll)
1-10
1-10
l-ll)
1-1(1
T*ntjMtv*
MMiiilrration
(-IOHI/
C-, Alhyl Ijrniirnc
C-, Alhvl h^nzcn*-
''»"" "•2-'-4-^h"rI^
*\- A"1 y) t'fnzpitf
N^phttlMli-llr-
C<, AUvl hcnr.fr\f
<;-,- Alfcyl l.*-n7.-ni-
t.'t Alhvl '•»•"/ •
Ch*r«ct*mlie Ion* m M*ti Sp*drum
IIT(ltM))n?(M))
I !')< J(H))4 I < l(>) KH( 10)
I Iff 100) 1 14(6(1)
I MM IOO>I»1(4OJI 17(411)
( I9( I(X))I U('.(») K«( HO
l?«(IOO)l?7(r.)
1 !'>( 100) JiHUM)
1 1 K 1(10) IAH( id)
1 » M IOO)I/.H(^(1)
-------
TABLE A-16. IDENTIFICATION OF COMPONENTS IN NEUTRAL FRACTION OF SAMPLE NO. 5E
GC
PMk
No.
2
J
6
10
13
It
15
16
17
u
19
20
21
22
23
24
26
27
28
Rrantton
Indn
887
894
1002
1073
1083
1098
1101
1111
1116
1210
1269
1)23
1354
1460
1628
nn '
t
**
*
*
**
*
*.J
*
• •
*
*
• ,
*
A
*
*
*
•
*
T«nt»tiv*
*oW,ti(tc*tioo
T
Noncne
Dcc«ne
2-BroBOcyclohcx*nol
T
Hydrocarbon Und«c«ne
C$ Alkylb«niene
l-BroBO-2-Chlorocyclohexftne
C5-AUylb«nM»*
7
Mcphth«l«n«
C^-Alkylbcnien*
Dlboovocyc loh«xane
T
C2-Aikyldlhydron>phth«l«n«
l(ZH)-Naphthalenone.3.4-Dlhydro
7
Trlbutyl Pho«ph«te
Owracnrittic tons in MM Spvctmm
&2(lOO)61(46)70(32)86(2e)97(ie)98<13) Poor Mca (pectra
8UIOO) 57(52) 99(24) 134(5) 13?phthaUixme,3.4.Dlhydro-
Pho«phorlc acid Crlbutyl ««t«r
&l.
M tO3
432
264
376
525
393
423
326
255
16S
344
450
591
-------
TABLE A-17. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. 6VE
GC
Ftek
No.
1
t
1
4
*
6
7
a
9
10
ccUtlv*
Ictrnllnf
II. U
0.1H
0.1]
U.K
0.11,
o.2i
0.2;
0.36
0.>6
1.00
Ainoum.
10-100
«l
S7( 100) ^6(90)4 1 (4O)
41 ( |OO) i/(4S)A l(H?>8 1(60)
45(100)41(2S)8;(n)l02(?)
«<100)«<13)«<7«M(«)IOO(H
>.j(ioo)4i(7s)6j(;o);(,(»)9;ci)ii?(3)
vrdcmi'i.'d.o)
7^(100) /7n.l)
-------
TABLE A-18. IDENTIFICATION OF COMPONENTS IN NEUTRAL FRACTION OF SAMPLE NO. 6E
GC
P«k
No.
,
2
)
4
5
6
7
a*
8b
9
10
11
12
13
U
15
16
17
IB
19
20
21
RMmtkm
bum
881
895
915
957
983
1040
1095
1137
1117
1151
1158
1225
1340
1355
1432
1681
1920
2181
245«
2512
2744
2807
Amount.
vg/l
*
*
M
*
*
*
«
• •ft
•
V
ft
*
*
•
•ft
ft
ft*
ft
ft
t
ft
TtnUtrvft
fctonlificMion
3-Hcptanone
7
?
7
7
Acetophenonc
laophorone
1-Phenyl -1 -Prop*none
A -Ethyl Bcnzeneaethanol
7
7
HC « 7
7
7
T
HexMthylbentefM
Phth.Ut*. Dlbutyl
Pcntadecylbentene
Alkyl Benzene
PhthaUt*. Bl«(2-ethylh««yl)
7
Alkylpolycne
57 (100)M OS) 83(20) 72<15)M< 15)1 16
^3<100)A3<83)83(68)42(4B»r (35)61(23)
57(100)85(78)41(52)93(46)162(12)
69(100)41(76)68(50)42(46)54(41)121(3)
105(100)77(90)51(42)120(23)43(20)50(20)
82(100)138(16)54(18)41(14)
105(100)77(80)51(43)59(21)1)4(10)
107(100)79(88)77(52)51(15)136(10)
81(100)105(83)77(52)41(48)99(30)148(6)
41(100)55(83)99(62)114(43)69(42)
70(100)41(80)55(71)42(43)69(39)112(16)
43(100)71(83)41(40)83(25)
43(100)71(96)56(70)89(58)41(50)143(5)173(5)
73(100)41(60)55(50)88(47)101(38)119(17)174(5)
Internal Standard
149(100)41(20)76(10)205(3)
Internal itindard
91(100)113(18)57(17)71(12)
149(100)57(43)71(30)167(28)
59(100)55(72)72 (73)43(60) (41)60 281(2)
69(100)81(55)41(42)95(15)
Compound
3-Heptanon*
2-Pent*norM,5-4fttha*y
--
3-PanttnoM,2,2,4,4-TeerMetnyl
Proponent trllfl, 2 -Methyl
Eth*non*,l-Pb>myl
2-Cyclohexen.l^>ne.3,5,5-TrtMthyl
Benxeneaethanol Ethyl
2-Propanolc Acld.Z-Htthyl P*ntyl B«t«r
2-Octene
Butanc.2.2'-fM*thylmi*bii(oxy)Bl»-2Jt«thy
l-Rutanol.4-(Haiyto*y)
l,2.Bens«Mdlcarbt*r
1.2.B*nt*o«dicarbosyllc acld-
^1l./w1r^r1 P-t*r
9-Octftdec«n«ild«
Tet i •! i.mluii'iiini nanerrhyl
^mmmm
u.
j.103
674
321
4(0
262
504
706
547
485
358
738
1 353
522
532
363
501
516
00
-------
TABLE A-19. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. 7VI
oc
PMk
No.
1
2
3
4
5
7
8
9
11
12
13
14
Relative
letunt loi
Tine
0.12
U.18
0.21
0.22
0.21
0.27
0.28
0.56
1.00
1.26
1.27
Amount.
u a/I
10-100
1-10
1-10
1-10
1-10
1-10
1-10
10-100
10-100
Tentative
Identification
Air
Dlchloromethmie
2, 3-IHraethyl butane
3-Melhy Ipenlane
C(, Alkane +• Chloroform
Methyl cyclopentane
Trlchlo roe thane
Toluene
l.S.
Dichlorobenzene
Uichlorobenzene
Characteristic torn in Man Spectrum
44(100)
49
-------
TABLE A-20. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. 7VE
ro
o
GC
Peak
No.
1
2
3
4
5
6
7
8
9
1U
11
12
13
14
IS
*Kliit ive
Kf:lfiit ior
Time
--
Amount.
ug/i
-
\0-\00
1-10
1-10
<1
<1
<1
1-10
1-10
1-10
1-10
1-10
1-10
10-100
10-100
Tontativ«
Identification
Air
n-Penlane
Ulchloroethylene
Ulchloroote thane
2,3-Dlmcthylbutane
3-Methy 1 pentane
Chloroform
Isopropyl ether
Trlchloroethane
Carbon tetrachloride
Toluene
n-Butyl ether
Dlchlorobenzene
Plchlorobenzene
Charecterhtic lorn in Ma» Spectrum
44(JOO)
43(U)0)<.5(9S)<,1(<)0)',7(22)72(I2)
61(lOO)96(hO)')R(40)63C!5)100('4)
49(IOO)84<98) S.-il'd
43(100)42(58)41(48)71(20)
41(100)57(90)56(80)43(28)71(4)86(2)
83(100)85(62)57(40)
45(100)43(33)87(25)102(2)
56(100)41(62)69(40)84(8)
97(100)99(62)61(55)117,119,121
119(100)1)7(95)121(40)82(40)
91(100)92(55)
57(100)41(31)67(25)130(2)
146(100)148(70)111(45)113(15)
146(100)148(65)111(50)113(18)
-------
TABLE A-21. IDENTIFICATION OF COMPONENTS IN NEUTRAL FRACTION OF SAMPLE NO. 71
oc
tak
No.
5
6
a
9
10
11
12
13
16
15
16
17
ia
19
20
•
RMWtton
Indn
985
991
ton
1098
1100
1116
1136
1300
1325
1J31
13*7
1311
1612
21B2
2810
112»
Amount.
»*n
*
•
**
*
*
*
*
•
*
..
•
•
*«
*»
t
*
Twitrth*
IdMrtilieation
1.3-Dlehlf>robcnzen«
1,4-Dlrhlorobenzen*
1 .2 -DltM0roben*en«
I ftophorone
Undecane
1.2,3 ,4-Tet rihydronaphthalene
Naphthalene
Trtdecine
C?-Alkyldthydron*phthfllene
l(?H)-*UphtK.lenr,3,4-01hrdro
l.l'-Btphenyl
Dlphenyl Ether
HflKMthylbenzenc
P«nt«decyl benzene
Phth«t«te
I -Ptteayl , 1 -Propanone
Chw*ct«ritiic lorn in Mns Spactnun
146 (100) 148(61 )|II(48> 75(22) X)(13> 11 3(11) 150(10)
166(100)lA8<63>IIIO7)?5<10)50<18)ma8)l*0lt8(65MiH"> 1^(28) Mt(15)113132(39)9i(3D)115(18) 11? (13)78(12)
128(100)127(21)102(15)129(13)
130(100)119(75)120(74)129(65)91(60)105(53)128(39)
118(100)146(59)90(51)89(25)63(11)147(6)
15*(100)l53(40)I52(3l)
170(100) 141 (6)) 142(42) 77 (41)51 (30) 169(29) 115(27)1 71 (15)
Internal «t«ndard
Internal •C«ru)«rd
Compound
Rencen*, 1,3 -Dlch loco -
Aenzene, 1 ,4-DIchloro-
B»nten*.l ,2-OlcMoro-
2 -Cyclohcxcn- 1 -one ,3,5, 5-TrI«ethy 1
Rut«ne,2(2-Dt*cthTl-
N*phthal«n«,lt2>3,4-T«tr«h]rdro-
Naphthalan*
B«n<«n«.1.4.DlMth7l-2.(2^1«thrI Propyl)
l(2H)-Naphchalenone,3.4-Dlhydro-
l.l'-Blphmyl
Benzene, 1 . 1 ' -Q*ybl»-
ii
, 1(V>
5«8
S66
65!
2S9
564
512
340
26S
662
716
502
-------
TABLE A-22. IDENTIFICATION OF COMPONENTS IN NEUTRAL FRACTION OF SAMPLE NO. 7E
No.
1
2
3
4
5
t
7
a
9
10
11
12
13
14
IS
16
i;
18
19
10
11
22
23
24
25
J6
27
2B
29
30
Indn
•87
90S
98S
990
1003
1014
1094
1100
1136
1156
119J
1269
1331
13S9
1368
1397
1420
1438
1506
1554
1588
1630
1657
1682
1690
1707
1759
1843
1880
1887
nft
•
i.*r.
* i
*
i-
**
*
*
**
*
•
A
•*
*
*
**
*
*
***
*
**
'•a
*
*•
* •
*
4
' *
«
•
n- Butyl Ether
2-Butoxyethanol
1 ,3-Dlchlorobenzene
1 ,4-Dlchloro benzene
7
I ,2 -Dlehlorobcnzcne
1 aophorone
Undecane
Naphthalene
Mkvl-dlh»ton« *. ..,„ n>yl .
2 -Pent anone , 4 -Jtethyl -6 -Pheny 1
1,2,3,4-Tetrahydronaphthalen-l-on*
7
Dtph«nyl Ether
Phenol ,2 .4-BU4V<39>87( 13)56(20) 10187 (23)43(18) 75(10)
146(100)148(65)111(43)75(43)74(32)50(32)150(10)
146(100) 146(63) 111 (42) 75(41)50(2B)150< 10)
57 (100)43(84)41(67) 124(52)62 (18) 71(30)55(30)
146(100)146(63) 111(51)75(55)50(41) ISO(IO)
82(100)54(21)138(17)41(17)
43(100) 57 (88)41 (fiB)71 (40)85(23)
104(100)91(47)132(40)78(25)51(20)
128(100)127(13)129(11)102(13)51(13)
57 (100)41 (93)43(«2)56(5e>B5(55)l09(26M27 (22)
161(100)91(72)119(46)176(41)41(42)43(42)
118(100)90(92)146(65)89(45)63(29)
Poor oaaa cpectra (too weak)
170(100)51(70)77(64)141(62)142(41)115(26)
163(100)121(27)17B(23)107( 19)91(21)
57(100)41(73)45(53)75(26)85(23)
163(100)178(38)135(55) Poor apcctra
205(100)43(81)41(62)91(32)220(21)177(16)
43(100)41(76)91(40) Poor apcctr*
205(100)43(83)41(58)220(21)
99(100)41(28)155(12)211(5)
195(100)165(23)196(16)210(8)
Internal atandard
41(100)149(40)71(23)104(18)189(8)
43(100)205,220 Poor ap«ctr«
189(100) Poor apectra
175(100)94(35)174(30)286(5) Poor apectra
220(100)237(83)115(92)77(78)
Compound
ButatM.l.l' -OKybla
Gthanol , 2 -But OK y
Benkcne, t,4.Dlchloro
Benzene, 1,2-Dlchloro
Benzene , 1 ,2 -Dtchloro
?-Cycloh*«an-I-one,3,5,5-Trli»thyl
Azutena
3-Pent»nOTM,2(2,4.4-.T*tTaswthTl
2-Pentanon«.4-M«thyl-4-Ph«nyl
l-(2K)N«phthal*non«.3,4.Dlhydro
Benzene .1,1* -O«ybla
Phenol. 2, 4.ata(l-H*th7UthyU-
Ethanol(2-(2.(2.Butoxy«thoxy)athoxy)-
Ph«nol,2,6.Bta(l-H«thylethyl)
Phenol .2 ,6-Bla( 1 , 1 -Dl*ethylcthyl.4.
wfhyl
Phenol, 2.4-81a(l-W«thylbutyl).
Phoaphorlc Acid Tributyl Eatar
Naphthalene, I, 2, 3-Trl«athyl-4-Prop«nyl
1 ,2.R«nzanadIcarbo*rllc acid -01 -2-
ProDenvl Eater
Phenol ,2 ,&-Bla(l -Mathylbutyl) -
Clnnol Ine,6-Hethyl .4-Ph«nyl-
1 ,.' .iii-n/i-ofdlc.irlHivvl (<• .n-lil-t"itvt -?.
il.
«10>
54}
877
509
492
U?
423
SS8
403
412
551
562
58!
458
2SI
218
330
499
236
532
117
195
SM
NJ
K)
-------
TABLE A-22. (Continued)
GC
PMi
No.
11
32
33
34
35
36
37
38
39
«0
41
41
4]
44
45
4*
47
48
49
50
51
SI
53
54
55
56
57
58
59
(iff
1941
1103
2145
1182
2345
2381
2429
2441
2460
2489
2514
2540
2549
2594
2614
2638
2650
2663
2676
2696
2734
2757
2797
2804
2855
2863
2868
2883
1913
7V
*
.
*
ft*
**•>
ft*
«
*
*
*ft
*
ft
•
*
ft*
•
ft
ft
** 1
i*
• ft
ft
ft*
ft
ft*
ft*
ft
ft
ft*
**
1,1* -Blphrnyl ,2-Phenoxy
?
Ph*no«v I.r-Rfphenyl
Pen t adec y 1 benzene
PTioephortc Acid, Trlphenyl Eater
7
Sub«t. Pho«ph»t«
laomer of '35
PhthaUte
Trlcreayl phoephate
PhBhftlfttft, BU<2-ethrl*»"T»>
Trlcrecvl phosphate
Tr Icretyl phoaphate
7
Trlcrevyl phocphace
7
Trlxvlvl phoBphate
T
Trlxylyl phoBphate
Honnlog of 149
How) 1 OK of f&9
'
HOKIOR of 'M
?
7
Chartctarhtk lorn in Matt Spactrum
77(100)24f)(79)15?(^fl)I IS{f>0)Sl(31>26S( 18)
/7(IOO)246(f>6) 115(60)51 (51) 14! (31>1S?(?1>
Internal Standard
7 7( 100) 51 (»)65(33>94 (18) 169(13)215(10)
57( 100)45(90)41 ( 7S)56(^8)125( 3?)
77( 100)65(39) 5l77(38)41(JB>41<32\
145(100)43(50)91(47)160(46)77(44)103(40)107(40)
145(100)77(93)160(78)91(79)103(68)117(68)43(73)
145(100)160(46)91(29)115(23)43(23)77(19)
91 (100) 118(92)43(68) 117(63) i03(58) 77(57)41 (48)
145(100)91(63)43(60)160(52)117(46)41(28)115(22)
145(100)160(43)43(24)91(16)115(12)77(15)
91(100)145(95)43(70)117(61)160(40)283(23)319(20)
91 (100)41(77> 11 7(61) 145(56) 160(52>I18(5O) 77(28)
Compound
1.1' -Blphenyt.2-Ph*no«v
I.I' -Blphenyl,2-ph«noiy
Phoaphorlc Acld.Trlphenyl F.«t«r
Carbonic Acid 4.Hathyl Phanyl NaChyl Bit
1 ,2.B«n>atMdlcarboiyllc Acid Dlpentyl
Eater
Rrntcne Cyclopropyl-
1.2.B«ntenedlcarDoxyllc Acid
DllBooctyl Eater
Bent olc Acld.2-Hydroxy-Phenyl Hetnyl
F.ctet
Rentene,(l.Heehylethynyl)-
R*nt«ne,(2-Nltropropyl)
Benirne.l-(l.l-01a«thylethyl)^.Ethenyl-
Reniene . Cyc lopropy. 1
Naphthalene. 1,2,3, 4-Tatrahydro-l ,1-
Ul*ethyl
H«ntene.l-ri-Hathylathanyl)U.(l-
HethvlethTl)
Naphthalene, 1.2, 3. 4. Tat rah yd ro- 1,8-
Plaethyl
Brn>ene( l-Propyl -l-Non«nyl)
5 - Pent y I
5...
x 103
354
261
502
304
290
387
368
234
26)
19)
~T3B"
JOi
264
226
35O
217
23*
359
K)
U)
-------
TABLE A-22. (Continued)
GC
PMt
No.
61
62
63
64
65
66
67
68
69
70
RMntion
Inrfm
2972
2986
2995
3033
1080
3101
3113
3144
3139
1205
Amount.
nit
•
.«
*
*
*•
*
•
•
*
*
Tantiliv*
Mwitificition
7
?
T
1
Trl«lkTlDh«nvlpho9Dh«l*
t
1
1
7
?
Characnristk lorn in Mnt Spectrum
41(100) 14.^ (97) 160(68) 91 {6 3) 11 7<46)4 1(^0) 77(33) 115(35)
9HinOH3(81)l03(bB)U8<«m7<5M7M«>Mt«>mOO):>19(*.;j1
i!( 100) 77(99)91 (87) 115(61)41(63) 103 (55) I6;(S7>437 (23) 202(30)
43(100)145(62)91(75) 160(52) 11 7(42)61(62) 103(31) 118(31)
43(100) 165(63)91 (61) 160(62) 1 17(35)41 (.IS) 115(22)105(20)
Y4M10G)4M96)9lO8)160<58H03<40>77Oe^V<38>
91(100)103(80)77(62)43(52)437(38)430(15)41(32)115(20)
43(100)91(61) 187(40)202 (36) 118(31)41(25) 145(21) 342 (6)
145(100)43(%)9l( 77) 160(53)319(43) 103(43)41(36) 77(33)
43(100) 145(90)160(65)91(58) 117(14) 115(28) 105(28)
M^R-^*.,^,*,*
Compound
"Si.
.IIP
to
TABLE A-23. IDENTIFICATION OF COMPONENTS IN BASIC FRACTION OF SAMPLE NO. 7E
GC
fMd
No.
1
3
Ma
906
2181
If/I
• *
*•
ktontifteMlon
2 -tatoxyvthcnol
PenCftdccyl benzene
-""-
57(100)41(98)45(91)87(27)75(131100(5)
Intem.1 Sumtard
MOM RMMuwbto Hum Mm*
Compound
Ethmol.2.lnu»
Rl
MO3
406
-------
TABLE A-24. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. 8VE
cc
PMfc
Mo
1
1
4
-.
h
/
H
tvUi lv.-
let rnt In?
rim-
(1. J 1
11. If
II. Ib
n.it*
U.ft
vv. 18
O.SM
l.tX)
Amount.
MO/1
IO-IOO
l-lo
I-II)
v|
1-10
• ]
-(H)
T«nt»tfw*
IdcntilicatKMt
Air
Ml. -hUiruMvtlunr
Clil"t..t..tm
1 suprnpaiiol
Mli(ilotn*>ihnn<>
Ulclitntopropnne
Tolurne
I .S.
ChMK1*riflic lont in M»o SfMCtrom
/<&n>
A<)(l<)U>R&(hU)
8l(|iN)|RSlftS)
4S( lOOt 4l(SO)4l(?n) '.''(^ )ft9(?)
r>2(IUO)f>A(10)4(t(2S)4R<'.)
hUJOO)'.! (fl;>hjf 71t)7h(!>0)
•)iuoo>i/(hO)
Dim't hnvr ipertrim.
-------
TABLE A-25. IDENTIFICATION OF COMPONENTS IN NEUTRAL FRACTION OF SAMPLE NO. 8E
oc
flak
No.
t
1
3
4
5
6
7
8
9
to
11
12
13
14
15
16
1)
ia
19
20
21
22
23
24
23
26
fUu..lion
836
896
915
924
957
9BJ
1023
1040
1137
1539
1355
1426
1557
1682
1828
1920
1035
!082
!181
!269
1410
1422
!48>
!512
606
744
*
*
>
*
*
*
*
«
ft**
*
*
t
»
••
ft
•
*
**
•*
«
•
•
*
ft
*
Toluene
3-HeDtanone
7
?
4-Ocunone
7
7
Aeetophenone
l-Phenyl-l-Prope.non«
7
Alcohol C t 11
Alcohol C I 12
Dlethyl Phthalate
Hexaethylbenzene
Phthalate
Phthalate. Olbutyl
A Icoho 1
Alcohol (1-Efcoeanol)
Penta.decylbenc.ene
PhthaUte
Alkyl AroMtic-Kecone
7
Alkene
Phth.l.tt
7
Onncm title lorn in M»a Spactrum
91 ( 100) 92 (68)65(13)63(10) 50(7)
57 (100)85(30)41 (23) 12(20)114(13)
85(100)57( 77)41 (77)43(6 7) 71 (28) 115(23) 131 (1»)
43(100)85(93)45(18)42(52)58(42)59(40)101(13)
5! (100)85(82)41 (48) 142(13)
69(100)68(52)41 (43) 54(38) 94(6)
57(100)41(40)55(33)56(32)83(18)
105(100)77(62)120(22)51(23)43(20)
105(100) 77(49) 107(28) 79(22) 134 (8)
71(100)43(86)41 (Jh) 56(32)83(30) 173(2)
43(100)71(96)56(78)89(59)41(50)143(5)173(5)
73(100)88(58)101(46)55(37)41(43)119(28)174(8)
149(100)177(18)176(10)76(11)104(8)105(9)65(8)
Internal Standard
149(100)150(9)104(8)57(8)41(12)167(3)223(3)
149(100)150(9)104(8)76(5)41(9)121(3)205(2)223(2)
71(100)43(96)67(70)81(70)137(68) Poor Sprctr*
43(100)55(70)83(70)97(68)41(68)111(26)125(22)
Internal •tanderd
149(100)104(18)77(12)5712 41(12)133(11)207(8)263(9)
105(100)163(38)77(27)207(3)
105(100)162(52)71(24)207(2)
99(100)10505)163(21)113(18)211(3)
55(100)43(95)41(93)69(63)74(60)96(53)97(50)207(24)
149(100)112(30)57(16)41(14)207(8)321(5)
59(100)72(60)43(50)55(43)
Compound
Bentene. Methyl
3-Heptenon«
1.3-Dloxe.ne-2-Prop«nol ,2-Methyl
4 -Octenon* .2 -Methyl
Pentenedinltrtle
Hexenol, 2 Ethyl
Ethenone, 1-Phenyl
p-Propanone . 1 -Phenyl
Hesene.l.4.5,-Trle»thyl
l-Rutenol-4-(H«xyoxy)-
1.3-propen«dlol.2.2-DtBethyl
1 ,2-Bencenedlcerboxyllc ecld dlethyl
eater
1.2-BenienedlearboBylfc acid. Butyl-
2-Hethylproply Eater
••
Cyc lotet redeccnol . 1.7,11 -Tt tacthyl -A-
(I-MethyIethyl(-
1-tlcoaenol
1.2.Benienedlcarboiyllc «cld,2-8uto>yethyl
Butyl Eater
2.4-Pentanedlone 3-Ethyl.3-Hydro«y
flenxoatr
6-Trldecene. H*xaaMthyl,7-(trle)aithyl
h««yl)
1.2-Reneenedlearbo*yllc acid.2-ButoKy.
2-Oxoethyl Butyl Eater
1, ;-nctanedlol.2.7-DlBethyl
£1.
, 103
464
427
206
267
175
191
612
692
530
154
584
224
354
59«
699
220
480
604
306
279
412
351
303
-------
TABLE A-26. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. 9VE
rO
•-J
GC
Peak
No.
1
2
3
4
5
6
7
H
9
10
11
12
13
14
15
16
lelat Ive
telentlor
TlBC
0.13
0.16
0.17
0.17
0.20
0.21
0.23
0.26
0.36
0.55
0.59
1.00
1.51
1.68
1.71
1.72
Amount.
cg/l
•vlOO
1-10
10-100
•<•!
<1
10-101)
<1
10-100
1-10
1-10
-(8)
<1
<1
<1
<1
TanUtiv*
Mmtification
Air
Aretone
Olrhlctroethylenc
Dtchlororaethanc
2.3-l>lm«-lhylbutane
f
3-Methy 1 pentane
Chloroform
He thy 1 eye. lopentane
Blomod ichloromethane
Toluene
Dlbromochlorome thane
I.S.
HC HIS2
Dodecane
Alkane
H1B2 Alkene
CharactBriftic lorn in Man Spectrum
44(100)
43(100)58(30)
61(100)63(33)96(35)98(22)
49(100)84(95)
l> 3( 100)4 ?( 55)4 1(40) 71 (30)86(2)
57 ( 100) 56 (82)4 J( 70)4 3(30)
83(100)H5(60)»;(IO)
56(100)41(50)69(40)84(10)
83( 100)85(70)8 7(10)1 27, 129.1 31 (•W)
91(100)92(60)
129(100)127(80)131(30)79.81(20)
75(100)77(30)110(25)
57(100)43(73)71(50)85(30)
57(100)43(70)71(60)85(35) M+170
57(100)43(50)43(40)85(15)
69(100)55(75)41(55)57(55)83(50)
-------
TABLE A-27. IDENTIFICATION OF COMPONENTS IN NEUTRAL FRACTION OF SAMPLE NO. 9E
No.
I
2
}
4
5
6
7
g
9
10
11
12
1}
14
15
16
17
IS
19
20
22
23
24
25
26
27
28
30
Rmnlion
lnd.»
834
890
817
907
935
1002
1016
1037
1066
1075
1087
1100
1115
1201
1212
1216
1J65
1280
1285
1290
1301
1319
1351
1359
1379
jig/l
••
«
**
»
/«
••»
•
•**
*
«• >
'*
• •
*••
*
*
•
• t
* •
« i
•
•
•
4 t
» ,
*
TMltattv*
ToltMIM
7
7
7
T
Ch lorocyc lohexene
.
BcnEildehTde
4-Ch lorocyc toheiunot
2-Chlorncyclohexanone
Olch lo rooyc toh«xane
?
2-8r
57(100)43(94)41(62)71(52)56(31)
81(100)79(23)117(10)119(4)198(2)196(1)
43(100)71(86)57(82)85(48)81(45)
43(100)57(91)71(78)41(60)81(25)98(23)
81(100)127(61)79(31)117(22)128(13)
97(100)79(82)43(58) 112(57) 57(56)134(155) 115(41) •
57(100)69(65)71(64)41(59) Poor Sp«ctr>
71(100)57(78)43(77)113(20)112(19)85(16)
97(100)55(78)69(77)40(21) Poor Spectr.
43(100)57(91)71(69)85(48)113(7)112(6)
57(100)71(75)43(55)44(50) Poor Speccri
83(100)55(99)43(91)69(81)57(64)82(54)
71 (100)43(7?) 57(70)85(40)69(26)
Compound
Beniene. H«thrl
Crctop«nt>iHifM.2.5-DlB*thrl
2-Cyelohum-l-ol
Crcloncx«n*,2-Ctiloro
Un>«ldnc.l.3-DlbroK-
P«nt*d«:>n«.2.6,10,14.T«tru»th7l
Dothrl-
Crclohexan*. eico»yl-
Tetrad«cane.2.6t10-Trliwthyl-
&l.
.103
470
276
466
412
116
329
223
536
268
444
321
J73
480
407
279
210
39}
627
310
339
OO
-------
TABLE A-27. (Continued)
QC
No.
11
11
J3
34
n
y<
40
41
43
44
45
Rmntion
lnd»
linn
140)
1464
1501
1682
1922
2163
2100
21SO
2464
2514
Amount.
lV
,
•
•
. •
*•. ;
•• '
* *
t •
• • •
«
T«nutiv«
Tetr«dec«n<
Branched Hvdroc*rlx>n C * I*
Branched Hydrocarbon C 1 t*
Pentadecanc
Phthalarv. Dlttutvl
Pcntadecjrlbriuene
J
Phchalcte
Pbthalat« B{a(2-ethTlhe«rl)
41(100)5J(84i;if 72185(53) 113(81 1121 71
57llOO)44(;8)43(70)a5(5e)'l(ll) Ucak iprctra
41(100>71(93>57<7218S(42Hn(20>
57(100)7I(99)43(92)85(57)41(46)44<39)6?(27) Veak Sptctr.
Internal atandard
149(100)150(10)105(4)76(3)205(2)223(1)
Internal Standard
149(100)91(50) 123(17)206(12) 150(11)132(13)
85(100)125(99)199(53)155(48)153(44)
149(100)167(13)44(6)
149(100)167(28)57(12)43(11)113(9)
Moat na»ijii»lili Bamwi Match
Compound
T.rr.a.^An« »,A ln_Trl«*rhrl
Tetradac«».2.6.10-Trla«t)irl
1.3-Stn.an.JlcarU.ylic iclo.Butrl.IL ~
Methyl Propyl Eater
1.2-BensaiMdlcarboxyllc acid, Dlbutyl e«t«
nctadacane..H»avChTl-7.12.Bla(3,5.5.
til«etriTlh..il)
Jl.
.10»
446
425
561
208
224
ho
vo
-------
TABLE A-28. IDENTIFICATION OF COMPONENTS IN ACIDIC FRACTION OF SAMPLE NO. 9E
oc
Men
No.
,
1
4
7
II
12
I*
15
It
10
35
to
40
41
42
43
48
32
53
54
55
5*
57
58
59
60
61
62
63
I
lnde»
903
926
945
995
1031
1035
1069
1111
1149
1311
1664
1710
1109
U75
1983
1914
2010
2114
2163
2183
2224
2245
2255
2266
2306
2316
2429
2451
2472
Amount.
It*
ft*
ft*
ft*
**
ft*
*
**
ft*
ft*
ft*
*•
*»
*
*
*
***
*
ft*
ft
V*
ft
ft
ft
*•
ft
ft
*
*
•
*
Tentatba
khntilkatfcn
Toluene
7
Pentanolc Acid. )-H.thyl
Carbltol
T
Olchlorocvclohaxaaa
Bentole Acid
Octanolc Acid
oenieneacetlc Acid
Dodecanese Acid
p-Toluenalulfonaalde
Tetradecanoic Acid
Pentadecanolc Acid
Halo Acid (»r)
ratty Acid c i 15
Heud«unolc «cld
Hepc«dec«f»lc Acid
Oct«d«canolc Acid
I^>urlCr 7
F«ncadecylb«u«n«
7
Alkraolc «cld C 1 18
C I 11 Alkyl icld
OKlr*neoct*nolc acid 2-Octyl
Elco»«nolc acid
Sublt. F«ttT Acid C 1 10
Subcc. Fitty Acid C- >. ?l
Octadectnolc Actd.9T10-Dlhydroxy
Sub«l. K.rty Acid (unl.t.) C i JJ
91(100)92(49)65(19)51(6)50(5)
70(100)83(52)55(51)97(40)69(41)43(33)79(27)
74(100)43(57)59(35)87(32)55(20)99)20)101(9)
45(100)59(37)43(28)72(23)104(3)103(2)
87(100)102(68)53(37)41(29)130(12)129(11)
81(100)80(60)79(29)41(23)53(20)62(13)
105(100)77(60)136(22)51(28)50(15)
74(100)87(45)43(41)41(32)39(23)127(11)105(9)129(3)
91(100) 130(29X3(17) 39(10)
74(100)87 (63)43(47)41 (35)55(29) 143(10) 171 (5)183(2) 185(1)
91(100)135(25)65(24)185(21)121(19)
74(100)87(70)43(42)53(30)143(21)199(9)242(2)243(1)
74(100)87(81)43(43)143(23)213(8)
1M>(100) 76(63)91(53)157 (47)406(42)237 (40)
74(100)87(74)43(60)143(20)129(10)
74(100)87(78)43(48)35(35)143(21)227(5)271(1)
74(100)87(72)43(54)143(20)221(5)199(4)
74(100)87(81)43(52)55(42)143(27)199(8)299(6)
43(100)73(60)55(52)60(50)129(33)285(8)
Internal standard
43(100)104(84)98(68) 117(42)239(7)
153(100)55(48)87(42)43(38)74(32)109(31)187(11)206(3)
55(100)74(95)
55(100)155(68)43(60)74(34)109(37)97(36)
169(100)87(55)43(50)55(42)74(39)201(11)
74(100)87 (77)43(55> 143(27) 199(5)284(6)327 (3)
43(100)104(74)98(65)41(54)117(40)55(39)155(12)154(8)
155(100)87(54)55(52)43(47)74(34)109(33)206(6)
74(100)41(39)87(33)55(30)
Mod niaiuiialill BUman Match
Compound
Benr«na, ttethTl-
Cyc lohaxanona . 2 -proovl -
Pantanolc Acid. 3 -MthTl . -Hachrl Utar
Ethana, 1 . 1 ' -Onrblal 2-ttho«T-l
Haptanolc Acld.2.proorl.-Hachrl Eatar
Cycloha>an..l.2.Dlchloro-.Cla.
Benzole Acid. Mathrl Eatar
Octanolc Acid. Mathyl Eatar
Dodaeanolc Acid. Nathyl Eatar
Ban
-------
1
TABLE A-29. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. 10VE
GC
P-*k
No
J
/
J
4
••
h
1
H
••
1* 1 .1 1 1 Vf
TI-M
0. 1 1
0.18
0.14
».'2V
0.2S
It..1/
11. ,'M
O.b/
i.uo
Amount.
C9/1
•1
I- 10
*'
< I
-.1
- 1
...
-(«>
Ten tain*
Air
IHcMoroethylrne
l)l< hlurnaeLhane
Oim/ojf.
Chlorutorm
l.|.-hlor»...1..H.e
trtlu.-n<-
1 .S.
CtorKtcmtte lont in MKS Sp*ctnim
64(100)
MOOO)<»&{70>fcJ(50)98(42)4;( IS)
4<*(100>«*i(100>
AO(1(M))«1 (M»4O
4/(IO»)AI(SO)/?(10)7l(JO>
<»/< Kxi)'<*»( /(i>i.i(ho> 1 1 ;. i i'»,m •;(!())
''1 ( l(l())**.'(«iO)
7S(10d)
TABLE A-30. IDENTIFICATION OF COMPONENTS IN NEUTRAL FRACTION OF SAMPLE NO. 10E
>
GC
Pnk
No.
1
I
3
4
i
6
7
g
«
10
11
u
14
li
»
flmntion
tndn
MO
888
892
1002
1009
1MB
MM
1172
11M
12 li
1220
1387
1W7
2181
1679
Amount.
««/<
*
• :
• >3
* I
*
* 3
*
:.*
• M
* '.«
• 1
• 4
•
• •
..*..>
•• 3
T«mnh»
7
7
7
HC * ChloioCYClohcxanol
7
7
CMorocyclohexene
BroBocyclobcunol
t>lbroaocycloh*xcn«
Sroaochlo roe ye lohcraoe
7
Blphcnrl
>U7lb«ii«ie
PentAdccylbenxcne
H0K«echylbeo2«ne
OimcUrtnic lorn in HOm Simtnmi
8J(100)42 (68)41 (65)55(42)54(41)69(32)97(12)
70(100)83(56)69(49)55(48) 97(0)9«r37)«2(J6>«l(34179(33)
79(100)77(33> p«,. .«,ett.
57(100)SO(26)41(22)44(21)»8(12)98(9)1J4(4)H6(31
41(100)69(58)43(57)74(31)55(25)
55(100)41(93)57(42)68(33)83(12)
79(100)81(80)53(60)41(38)77(32)97(25)
81(100)127 (16)79(27)41 (26)57 (25)99(24) 128(10)
81 (100)41(42) 79(32)55(30)57 (27)98(8)
81(100)127(33)79(32)53(21)41(17)112(12)128(8)
41(100)80(78)77(68)106(65)159(46)91(42)93(35)161(15)
154(100)153(43)152(31)155(14)151(11)76(10)
158(100) 112 (38)91(32)143(27) 159(16) 168(3)
Internal Standard
Internal Standard
^«-^^M^
Compound
7-OxablcChlorO'
C]rclohcunol(2-8roao-.Cla-
Crcloh«Kan4»t.8roao.2-Chloro..Cta-
AcenaphthrUoa.l.2-Dlhrdro-
sencen«ll(3.Bla(lJleth7letnanrl)
S.I.
>1I>>
414
217
• U
286
J29
375
468
406
-------
TABLE A-31. IDENTIFICATION OF COMPONENTS IN ACIDIC FRACTION OF SAMPLE NO. 10E
GC
Mi
No.
,
3
3
4
5
6
7
8
9
11
13
14
15
16
17
ia
*
Retention
1137
1509
1653
1672
1708
1772
1782
1808
1884
1919
2087
2110
2182
2334
2378
2513
Amount.
•V"
*
*
• *
*
*
*
**
•
*
ft
*
*
**
*
*
*
T«n»ttM
ld*ntilic*l>on
7
?
p-Toluen«iul foncalde
?
Tetredeeanolc Acid
?
?
Pentadecanolc Acid
7
7
Occadecenolc Acid
Octadecenolc Acid
Pentedecylbeiuene
1
7
7
•eliltlc Acid
Characteristic lorn in Mm Spectrum
79(100)53(90)81(83)41(52)46(41)77(32)97(28)
91 (100)155 (35>1W><32)(.5(31) 107 (15)122(8)
91 (100)65<3t)155(25) 185(71) 121 (19)
141(100)103(96)135(84)165(73)77(41)202(34)169(28)
74 (100)87(72) 145(20) 199(8)
74(100)87(73)43(64)145(23)213(8)157(7)
184(100)91 (86) 103(85) 135 (69)203(54) 163(43)211 (8)
74(100)87(77)43(41)59(27)143(21)
41(100)55(95)74(78)97(58)96(56)151(24)194(13)236(11)
164(100)150(86)192(68)132(42)234(30)178(25)205(17)
55(100)74(63)87(48)180(9)195(8)181(5)222(4)
74(100)87(72)43(58)143(20)199(5)157(3)
Internal Standard
43(100)217(32)275(6)276(5) Poor Spactra
45(100)217(80)43(66)218(17)170(16)177(13)
118(100)117(81)91(67)77(58)170(47)171(38)181(15)
Internal Standard
Compound
Cyclohe«en«.]-(2-Propynyl>-
Benr.ene,(Ethox.y Hethyl).
Benzene SulfoneBtde.N.4.01«ethyl-
Tetradecanolc Acld.Hethyl Eater
Cyclopentene undecanolc Acid. HathTl Catar
Dodecanolc Acid, Hathyl eater
9-Hexadacanolc Acid. Methyl Eater
10-Octadacanole Acid. Methyl Beter
Henelcoaanolc Acid. Methyl Eater
8.1
.103
402
427
383
471
447
253
466
573
726
OJ
K3
TABLE A-32. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. 11VE
GC
Peek
No.
1
2
>
4
5
6
7
H
tejat Ive
letentlor
time
0.15
0.19
0.20
0.26
0.27
0. Jl
0. J9
1.00
Amount.
M9/I
•>.io
1-10
1-10
1-10
10-100
10-100
-(8)
Tentative
Air
0 Ichl or oor thane
Carhun dlaulflde
Chloroforn
UUeopropyl ether
Carbon (etrai-hlorlde
Dlchloropropnne
I.S.
Characterraiic lom in Man Spectrum
44(100)
84(100)49(95)
76(100)78(10)
83(100)85(70)
45(100)43(60)87(30)59(15)
117(100)119(95)121(10)82(28)
63( 100)62(68) 7M40)4 1(12)
'5(100)77.110(11)
-------
TABLE A-33. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. 12VE
GC
Poll
Nr,
1
2
1
4
5
6
7
8
1
W
11
U
n
it
i)
Id
i;
IB
19
TO
21
21
21
24
25
26
It
2H
It
• i
telallve
>rlrnl.lnn
TIB.-
U. 1)
O.JB
0. IK
0.19
0.19
0.19
0.19
0.20
0.2!
0.25
0.2*
0.25
0.27
0.26
0.29
0.31
O.J7
0.3)
O.M
0.48
0.54
0.56
0 88
0.91
O.98
i.no
1.06
1.06
1.17
> . IH
»ort
-
10-100
1-10
'1
<]
1-10
1-10
1-10
<1
<1
<1
1-10
1-10
1-10
,1
1-10
1-10
<1
<1
<1
1-10
1-10
'1
<1
<1
-(8)
•I
M*thylpenl«ne
Chlornforn
Tptrjhydrnfuran
Dlrhtoroethane
I.I.I -Trlchloroeth«n«
B«nt«ne
1 ,2-Olchloropropanc
}-Pent«none
BroaodlchlorOM thane
Tilchloioethylenc
1 ,1 ,2-Trlchloroechane (T)
Toluene
C2'AllVU1O)
I01(BO)IOI(V1)I05(IO)
S'(100)4'>(9^)74(5!.)4lc,S)7<,(2^)7fl(IO)
61(IOO)96(50)9fl(«0)H(JO)
49(100)84(80)
7M1OO)78(1S)
<.l(100)t3C>0)4H3r>)71(?0)
41(100)72(2^)
57(IOO)->6(9S)4I(88)
83(100)85(60)
42( 100) « 1(60) 71 (TO) 72(30)
62(100)64(12)49(10)98(5)
97( JOO)09(70)6l (60) M9( I 5)
78(100)
61(100)62(72)41 (68) 76(40)
•>7(100)86(20)
83(100)85(65)129(10,127(8)131(3)
•(•.( 100) 1 30(90) 1 3! (B8>97( 70)
97( 100)8 )(80)99(70)61 (60)85(50)63(25) («»aV)
91(100)92(60)
91(100)106(30)
91(100)106(40)
91(100)106(40)
75(1011)77(33)110(30)
71(100)41(60)57(55)
4!(IOO)-i7('lo)
lOMKKD 170(30)
'"'•" ' "
-------
TABLE A-33. (Continued)
GC
Peak
No
)l
I/
) t
r>
.th
t;
IH
i'f
Ml
•'
"
t-l.it Ivr
I.M»
!.;<>
i.fi
• '
i./'t
\.2b
\.1J
\. 10
1. 3/
I . IH
1 . /.I)
1 •>i/,
i...
Amooof.
CB/I
• 1
<|
r<>h«nz<-nr
RrHii.-ln;d ,tlk;»n^
(Jj- Alkyl hi-n/Miic
C4- Alkyl |,.-n/,-n,.
i:/i Alkyl I'.-n/.-n,-
(^ Alk vl lx-H7.>-nc
I./, Alkvl licn/ciif
' -, Alt .-1 •., i,
Characteristic lorn in Mm Spectrum
lOMloo) l^()('.n>
•>/(IOO)8S(ftS)41(40) I/.2 H
ios( 100)170(10)
i7( 100) S6( l*t)
IO-,( 100)1 ZOOS)
I4ft( IOO) )/.fl(70)
W(10O)SM<«0)
10*i( 100) 1 /0(.n)
)(!'>( ItKI) 1 1M/0)
1 1'*( inn) i IM .'%)
)()'.( IOM) | t/.U1.)
1 I'M HHi) 1 U (/'.)
1 I-K Miu) 1 !/.( .'(1)
-------
TABLE A-34. IDENTIFICATION OF COMPONENTS IN NEUTRAL FRACTION OF SAMPLE NO. 12E
No.
1
3
4
5
1
15
II
It*
22
23
24
26
2?
29
31
•a
36
37
38
39
40
41
43
47
54
55
56
57
58
VI
RlMntion
MO
M7
S92
995
1042
1099
1136
1136
1160
1164
1170
11(2
1117
1201
1216
1223
1240
1249
1254
1259
1265
1270
1279
1301
1349
1351
1353
ma
1363
1370
Amount.
Uf/l
•
«
•
•
*
ft*
ft*
•
*
•
•
•
• ft*
**
*
*
*
**
*
**
*
•
• ft
: •
*
*
*
•
«r.nrh*H hydrocarbon t: ? H
AUyl Ketone
7
?
Acetophenone
Undacana
B*ncenaaMth*nol, -Ethyl
1-fYianyl l-Propanone
HC * Naphthaline
Branched Hydrocarbon C i 11
Branched Hydrocarbon C > 11
Alkvl Bancana C3
Branchad Hydrocarbon C 1 11
Dodccana
Branchad Hydrocarbon C > 12
£r«nchad hydrocarbon C * 12
T«trahydro. Methyl -NaphthaUnol
Branched Hydrocarbon C > 12
Branch^ Hydrocavbon 0 > U
Branched Hydrocarbon Cl 12
Methyl naphthalene
Blanched Hydrocarbon C J. 1*
Trldecana
Branched Alk«ne C *_ l 3
Branched Hvrtroc»rbon C *JJ
Br(tm-ho/ M'tH I <»*' I ?'»>
Compound
Peatanc, 2,2-0 bMthyl-
2 -PentanoiM .S-MethoxT-
1.3.5-Trloxan*.2,4.6-TrlMethyl-
EttKiKnM.l-RMn;!*
UndtcaiM
knienc Mttuno l.Alph* -ethyl -
1 -Prop«ooa« , 1 -Filmy! -
Dndccrac , 2 ,4-Dtxthrl .
Oodcunc, 2.5-0 tffChjl-
BenE«ne(l-Bthyl-3-(l^l«tb7l echyl)-
Pent idacan* , 3 -Itothjl -
Dodecane
Trldecan«,4.8-OlB>th7l-
Tet r«deeane , I -Chloro
1.2,3.4-Tecr>hrdro-6-Mto;ln«>htlulu*'
Undeclne.2 .4-DlA*ehyl -
Dodccui* , 2 -Itothyl
Hon«tM.244athyl-
1.4^1eth«n0TMphtb*l«n*,lt4-OihrdrO'
Undecine , 2 ,tt-Vimfthyl -
l-H««n«.3,4,5-Trt««th»l-
Tet r«dec«ne ,2 , 5-Dl**thyl -
ll,.rt,Jrc.™-,2.6,10,14-T»trM»thTl-
n,,,, '.?/»./» .1. .H.H.iii (it.iiB. f iiv! -
&l.
» to*
490
305
213
460
776
450
582
6)1
292
474
487
810
460
23>
441
309
493
561
324
648
292
257
223
503
?5O
-------
TABLE A'-34. (Continued)
oc
Paet
No.
60
62
63
72
73
77
S2
H
83
86
ln)t»
1376
1392
1400
1463
1470
1501
1S9«
1680
1698
2181
Annum.
»•/!
V* i
• *
*
»
J>»
,
V*
»
•V
Ttnitttv*
ktMiftfknion
Alkvl ncohthilene. '-2
Tetr«dcc*ne
Br.nct*d Hydrocarbon C > 1*
Branched Hydrocarbon C > U
Pontadcctne
Icxadecftnc
texacthylbcncene
1cpt«tlec*ne
'entadecylbenxffne
156(100)141(67)155(33)115(30)95(12)157(11)
156(100)141(83)83(72)88(46)101(41)157(12)
43(100)57(63)85(50)71(45)
43(100)71(59)57(54)85(49)99(21)113(18)141(16)
57(100)43(62)85(61)71(58)99(27)
43(100)57(65)85(52)71(52)99(13)170(1)
".3(100)57 (77)71(62)85(52)99(15) 127 (7)
Internal Standard
56(100)43(93)71(80)85(61)41(59)
Internal Standard
Compound
Naphthalene . 1 .4-Dlaethrl -
Tetradccnw
Dodec>ne.2-mthyl-
Tetradecanet2.5-Dl«et.hTl-
Dodecane . 2 .6 , 11 -TriecttiTl -
Hexedecane
•TI-
nio'
238
614
447
453
632
581
-------
TABLE A-35. IDENTIFICATION OF COMPONENTS IN ACIDIC FRACTION OF SAMPLE NO. 12E
No.
6
a
9
10
n
12
19
14
15
16
19
22
21
76
27
29
29
11
12
13
34
17
J«
)9
61
65
66
67
55
5B
Retention
Mai
987
1167
1187
1177
1509
1556
1709
1X5
1911
1921
1982
207]
20«1
2116
2121
2111
2119
2181
2170
2196
2210
2268
22(7
2275
2106
2155
2171
2188
2687
2526
'H"*'1
»«n
**
•
.
*
*
*
•
«
*•
•
*
•
*
•
*
*
*
••
*>•
•
«
*
*
•
*•
**
9
ft*
•
•
••
Carbltol
2-Hydroxy Benzole Acid
Benzthladlaznlr
7
Dodecanoic Acid
T
Tetradacanola Acid
Kexadecanole Acid
Sub.t. Patt« Acid C i 16
9.12-Octadecadlenolc Acid
Octadecenolc Acid
Octadeeanolc Acid
rtienyl lubtt. Acid
"
7
Pentftd«cy! Benxene
Subit. FJenzoic Acid
T
7
7
t
Chloroalkylphcnyl Acid
AlkvV •ubut . hrnrolc BCtd
Subt. Bcnzoic Acid
?
?
7
65(100)59(33)72(25)106(1)103(2)
120(100)92 (86) 152 (6) 121 (31 165(28)63(27)
135 (100) 108(61)69(31)82 (15)61(13)116(9)91 (8)
71(100)61(71)97(17)173(1)172(7)
76(100)87(61)63(12)55(10)59(20)161(11)171(7)
lBl(inO)lI>a(«6)10a(60)69<379(25)55(20)
61(100)41(61)55(52)261(11)105(3)
121 (100191(67)79(56X11 <44>105(55> 107 (54)215(17)241(8)257 (2)
91 (100)41 (99)41(96) 105(85)55 (68)79(57) 111 (56)211(16) 261(1 1)261 (12)215 (6
61(100)91(78)121(75)105(62)263(22)215(13)106(6)
105(100)91(90)121(80)63(51)185(17)211(11)257(11)256(10)117(6)
105 (100)91 (99) 111 (70)61(60)78(57)166 (51)211(15)101(5)
109(100)4) (91 )95(8S>67 (66)91 (62)21 7 (35)761 (29 »O5(II)
63(IOO) 237(78)129(67)6! (63)59(60)755 (161
128(100) S9(90)25)(81)115(B2) 167 (76)91 (52)269(9)
••• • •.,,,„,.,.,,.„,
Compound
F.thanol,2-(2-«thox7 athoxy)-
Benxnlc Arld.2-Hydrox)r-*Mthyl Eater
1 .2,3-Benzathladlatolff
Butyric Acid. Thlo-.5-0«C7l Cater
1,2-B.nianadlcarboxyllc Acld.Mbutyl Bat*
9.12-Octadecadlanoic Acid, Mthyl Eater
10^)ctadecenoic Acid. Methyl Eater
HenMcoeanoic Acid. Hathyl Eater
2.5-Octadecadiynolc Acid. Methyl Eater
S.I. '
f 103
56]
228
171
227
22»
18*
160
710
175
U)
-------
TABLE A-36. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. 13VE
GC
Pwk
No.
1
I
1
U
•>
f>
H
y
id
1 1
dative
rtvntlor
TliM-
0.13
0.16
0. IH
O.I ft
O.M
0. JS
1). Ih
O.S^.
I.OO
Amount,
MO/1
Chlorotnrm
1 ,2-DlchlnroprnpartP
RromodlchloroDetli«ne
loluene
I.S.
Ctwr«ct«rinic lorn m Maa Spectrum
44(100)
40)
76(100)
4*)(i(X))fl6(60)
/hdOO)
ft 1(IOO)8S(70)-
h.l(lOO)*»2(?0)7h(40)
«1(100)85(;0>I77(10)I29(IS)
9l(l(K))92(Sn)
7S( 100)110(50)
TABLE A-37. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. 14VE
OJ
00
GC
PMk
No.
1
2
3
6
5
6
7
8
9
10
11
12
13
14
Relative
Kelentioi
Time
0.12
0.13
0.16
0.18
0.19
0.20
0.21
0.21
0.24
0.25
0.35
0.55
1.00
1.30
Amount.
MB/I
1-10
1-10
<1
<1
<1
<1
1-10
<1
•vlO
<1
<1
-(B)
-------
TABLE A-38. IDENTIFICATION OF COMPONENTS IN NEUTRAL FRACTION OF SAMPLE NO. 14E
No.
I
J
3
4
5
<,
7
9
DMMkxi
Indn
956
Ml
1141
1354
1376
1471
1(41
1920
vgfl
*
•
*
^.
*»«
*
•
*
T«nt*liy«
Methyl eye loheune
Toluene
l.t'-Blphenyl
Mphenyl Etb*r
Dlbcraofuran
1 ,4-H*tK«nonaphtK*Un-9-ol . 1 ,4-Dlhydro-
.
Dlbutyt PtithaUte
Omm-imto*. lora tn MM Spectrum
83(100)55(98)98(50)
92(100)91(98)65(34)
44(100)87(55)72(20)
154(100)153(65)76(35)152(43)51(30)63(25)
170(100)51(100)77(95)154(92)141(73)
UB(100)139(5Q)B9(20)169(18)
157(100)128(70) 129(4?> 7 7 (31)158(10)
) (3 5(1 )
149(100)41(15)150(10)205(3)223(5)
IM i Rmlin
Compound
Cyclohexane. H«thyl-
5*mene, -Methyl
Acmtmmide, N.H-DljMthyl
l.l'.Rlphenyl
Benzene , 1,1* X>xybli -
DlberaofuTkn
1 .4-K.th.no^phtS.l.^-S-ol. 1 ,4.Dll.TOro-
Benten«iulton»tde. H. OlnctUyl
1,2 BenzenecarboKyltc Acid, Butyl 2-
Hethylpropyl Ecter
« to3
599
549
869
638
559
455
513
517
-------
TABLE A-39. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. 15VE
GC
Poak
No.
/
2
i
I,
5
6
7
8
9
10
11
12
13
lit
15
Ib
17
IB
19
Kel<*t i ve
Kftentior
Tl mi-
ll. 10
(I.It)
0.1J
0.13
0.14
0.18
0.20
0.21
0.23
0.23
0.27
0.27
0.28
0.44
0.48
0.59
1.00
1.15
1.17
Amount.
(jg/l
10-100
1-10
10-100
10-100
10- 100
1-10
1-10
1-10
10-100
10-100
I- 10
10-100
1-10
1-10
1-10
-(8)
1-10
1-10
T«ntativ«
ld«fitification
Air
Carbonyl siilHdf
Uichloroethy lene
Dichloroiue thane
Carbon tllsiilflde (lots)
Chloroform
t ,2-IMchloroethane
1 ,1,1-Trichloroe thane
Benzene
Carbon tetrachlorlde
1 ,2-Dtchloropropane
3-Pentanone
Brotnodlchloroiae thane
Toluene
U Ibromoch lorome thane
1 ,1,2,2-Tetrachloroethene
I.S.
Bucyl ketone (T)
Alkane CgHjg
Characteristic Ions in Man Spectrum
Vi(IOO)
ftO( 100)62(5)
e>i(ioo)<)6(7n)
84(100)49(95)
76(100)44(75)78(35)
83(100)85(90)
62(100)49(32)64(30)
97(100)99(70)117,119(20)
78(100)
117(100)119(98)82(30)
63(100)62(70)76(40)
57(100)86(20)
83(100)85(70)127,129,131
91(100)
129(100)127(80)208.210
129(100)166(95)131(90)166(80)
75(100)
85(100) 57 (98) 100,1 2 7(-v8)
57(100)71,43,85,99
-------
TABLE A-40. IDENTIFICATION OF COMPONENTS IN NEUTRAL FRACTION OF SAMPLE NO. 15E
oc
PM*
Mo.
1
2
J
4
5
6
7
II
9
10
11
12
1]
14
15
FtoMntfon
M»
862
681
890
952
1006
low
1074
1101
1113
1121
1124
111)
1140
1215
13«6
Amount.
flft
**
**
**
*
«
**«
• *
^.
«.
-
-
-
*
*
*
Tantttn*
kfemiffcaliofi
(HA glcrclo 14.1.01 Heptane
Cycloh«*enol
ChlorocyclohcxefM
Dlae thy 1 pent anol
r
Chlorocyclohmtanol
7
Dlch lorocjrc loheitane
Brow>cyclohex«nol
Brnmopf thox ycyc lohe««ne
Broaoch loroc^c lohexane
1 -Phenylpropanone
1 -Phen7lprop*nol
DlbroaocyelohexAne
Hexyloxybutanol
O»«.»il»lk kOT In Htm ^Mctnim
83(100)41 (72)42(70) 54<49)69«35) 97(17)98(4)
70(100)83(38)50(37)41(31) 97 (25)98(20)
>ln•*><<•> IWOIUMI)
71(IOO)4I(18)81(1])57(I2) poor ipectrua
81(100)80(56)41(17)88(4)90(3)116(2)118(1)
81 (100) 57 (78) 99(23)41 (22)1 J2(3) 134(3)
71(100)81(66)41(28)
81(100)41(10)53(9)117(8)119(2)
105(100)7»(65)51(25)134(12)
77(100)79(82)105(92)107(92)51(41)134(10)136(8)
81(100)41(19)161(6)163(6)
71(100)56(81)43(77)89(53)
Co*npounrf
7-O»»blc;elo (4.1.01 Heptane
2-Cyctohexen-l -ol
Cjclohexen* ,3-ChloTO-
Pentanal, 2,3-Dl«ethrl
Cjrclopentane. Chloro-
Cjclohexanol, 4-Chloro
Cjrclohexoie. 1,2-Dlchloro-. Cta-
Cjrclohexanol. 2-Bro«K>*, Cta-
Cyclohexane, l-BroBo-2-Mctnoxr-Cla
Cjrclohexane, t-Broao-2-Chloro, Cl*-
1-Propanone. l-Phanyl
B«i«ene H«th«nolt o-Cthyt.
Cyclohexane, 1.3-Dlbroao-
1-Butanol, 4-(Rexylox7) -
11
,103
57B
608
611
621
319
520
395
576
438
521
656
457
441
613
J
-------
TABLE A-41. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. 16VE
GC
PMfc
No.
1
2
">
b
}
H
-
Ht-latlve
Hi-l t-nt loi
Time
U.I4
0.11
'
'
0.91
1.00
1.24
1.43
1.10
Amount,
MB/I
)
75(100)
103(100)120(40)
119(100)
119(100)
TABLE A-42. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. 17VE
GC
Pwh
Mo.
1
}
1
i*
•,
b
1
H
y
III
Lvlattve
tetentlur
Tl»*-
0,11
0.14
0.15
O.M
0.16
U.IH
il.^0
0.^1
11. J '4
".1'f
' ' . '.4
Amount.
*0/l
Ichlor<»etliylene
IHrliloroaethane
Tt irhtnri'tr If luornrthane
2, l-Dlwethylbuiane
j-H^(hylpeni;in»;
i:itlcr,.f.,r«B
M.-thvl '•vrl.Ji"-nt.ini'
1 , 1 ,1- Trl.-hlor.',.|h;im-
Chlracttritlic lom in M«o Spectrum
101 (100) 10,1(70) 151 (M)> 151(40)
<*6(l"0)hl(80)98(;0)S9(40)
40(100)
l51(IOO>l01(70)]51) 71 (IS)
S?(IOO)S6(RH)41(7tl)
H.t(KHI)
Sh())h'l(/if))K4(fi)
'•/(|IIOn't{70)M (..'>)! 1! . \ 1 '. . I I*.
'r| ( MUD
-------
TABLE A-43. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. 18VI
r,c
PM|(
No.
1
/
/,
S
A
7
R
9
10
11
1?
(U-l;.Uv.-
Hi't.-nl )..
TlBW
. If
. l*>
'
. 1 J
.J\
-2S
.11
.79
.16
.*4
' .fcft
1.00
Amount.
M9/<
"
xt
xlO
<\
'. l(t(K)>-,fl( 10)
49(IOO)Ri(4O)
Ri<;oo>Rs(i.n
'.2(100)7?( 1?>7] ( JO)
S)
/R(ino)
nnnnn>9S(R7)ii?(n)97(70>
9I(IOO)97UO)
Ift6(|00>l 29(92)1 M(A2)1.1t( JO)
7S(tOO)77{ 11)
TABLE A-44. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. 18VE
GC
PM*
No.
1
2
>
k
"»
(.
7
H
Relative
Hflentii"
llw
U.Ji.
O. IK
0. 18
n.?<*
O. )l
(!.•»/
1 .(HI
Amount.
MQfl
1-10
10-100
1-1(1
•1
1-10
I-IU
TanttlW*
Identification
Atr
l>lchlomeihylenc
Olchloroawthane
B.-.i/ent-
•|,>lil>-iw
I.S.
Characteristic lom in Man Spectrum
4&(irK»
6l(IUO)<)b(f>2)98(A(>)
49(100)
4 1 (IOO>S7CI7)« lf»0)fi J( 70)
<»7<100)'*9(7(inU.H'*.Ul
78(100)
11(100)
/•>( HMI)
-------
TABLE A-45. IDENTIFICATION OF COMPONENTS IN ACIDIC FRACTION OF SAMPLE NO. 18E
oc
PMfc
No.
1
7
)
4
5
6
7
9
1
10
11
12
13
14
15
16
17
918
107*
108]
1233
1261
1462
1506
1708
1749
177?
1791
1836
18M
1910
1990
208}
2111
«
t>*
*»
**
*
**
*
• *
-
**
**
*•
-
**
*
*
*
Carbttol
7
7
Dlaethylhydroxya*thoxy b«nzldehyd« * T
Dtchlorobensolc acid
Indollnacarboxyaldchyde.hydroxy nathyl
Dodecanolc «cld
Tetrcdcciinolc acid * T
T
C > 15 ratty acid
C > 15 Fatty acid * T
T
C > 16 ratty actd
Haxadacaaoic acid
C > 16 ratty acid
C > 18 Fatty acid
Octadecanoie acid
ChanctarUik lorn hi MHI StMctrum
45(100)59(35)72(27)104(4)103(1)
66(100)91(14)87 (13) 12 l<5) 152(4)
66(100)91(12)87(10)121(5)122(4)
137(100)83(99)109(51)51(46)180(44)
173(100)175(64)145(39)109(24)74(22)204(20)206(12)207(4)
177(100)163(36)131(32)91(29)178(12)
74(100)07(68)
74(100)87(71)158(83)143(19)211(2)
140(100)183(76)113(20)63(8)
74(100)87(71)143(18)199(14)256(0.1)
153(100)152(61)74(30)87(20)212(18)
198(100)173(32)115(29)129(27)213(21)171(22)76(15)
55(100)41(71)74(64)87(44)236(2)
71(100)87(72)43(27)55(24)143(19)270(2)
55(100)69(60)74(55)87(32)157(26)199(15)
55(100)69(65)74(57)87(42)199(17)222(4)
74(100)87(80)55(28)143(26)255(3)
Compound
Ethane ,1.1' -Ovyblif 2 -Rthoxy-
Baneolc acld.3(6-Dlctiloro.Mthyl «»tar
Dod«caaolc acid, awthyl alter
Tvtradacanolc acid, awthyl catar
Tatradacanolc acid, 12-Mathyl-. awthyl aata
9-Haxadacanolc aeld, a*Chyl aatar.(*)-
Hexadacanolc acid awthyl aatar
13-Octadecanoic acid, awthyl aatar
11-Octadecanolc aeld. nathyl e>t«r
Henelcoaanolc acld.aethyl cater
£i
»1(>3
61S
371
118
229
706
4(7
(72
321
382
607
-------
TABLE A-46. IDENTIFICATION OF COMPONENTS IN BASIC FRACTION OF SAMPLE NO. 18E
No.
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
12
21
865
1036
1126
1143
1193
1210
12)9
1246
1271
1290
1300
1313
1329
13SO
1401
1427
1496
IS30
15*0
1579
1596
190)
2472
»•"
**
**
»*
•«
»•
••
»*
-
**
~.
**
**
*
-
«
-
fr*
-
*•
**
**
4
*•
Methjrlcyc lop*nt«non*
Hethylpjrrldlnc » T
K«phtlulenr « !
laoqulnollne
1.6-N«phthrldlne
1.2-B«n«llothlacole C7H5KS
3-Hethylcinnoline C9HgH7
Hethyliwphthalene * T
Hethyliwphthyrldlne
Hcthylclnnollne
Nethrllvoqulnollnc CtoH9N
Hrthylciimnltiw
DtothrlMphthr rl^to«
HUCur* 7 HI 162
Prrrolol2.3.BlPyrI( 14)63(14)50(10) 145(6)
158(100)157(34)143(18)130(13)89(9)63(10)159(11)
129(100)147(94)115(78)162(68)91(42)77(32)50(28)
131(100)145(84)132(78)145(40)63(20)51(18)104(19)118(16)
131 (100)132(80) 104(18) 77 (19)51 (16) 133(7)
146(100)145(98)167 (45)77 (27)104(24)131 (22)51(20) 166(14) 168(4)
146(100)145(68)131(74)118(20)91(20)65(14)160(4)
145(100) 160(68) 159(51) 146(47) 167(16)91 (18)7 7(16)51(14)
180(100) 153(67) 179(24)1 52 (18) 126(16)63(10) 181 (11)
165(100)194(97)166(28)195(16)139(12)126(11)63(10)
168(100)141(30)114(19)140(22)113(12)63(8)169(13)
117(100)131(16)41(16)116(14)203(4)
Compound
7-Cv<:lop*nten-l-on«, 2-Hethyl
Pyrldlnr. 3-Hethyl
tioqulnotlne
1.6-tKphthyrldlne
1 ,2-B*nxl*othlMole
Clnnollne, 3-M«th;l
1 ,8-NftphthjrrldlM
Ctimolln*, 3-Hethjrl
l.oqulnoll™, l-H.thTl
Clnnollne. 3-H«Chyl
l,8-N*phclirrl<"
-------
TABLE A-47. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. 19VE
GC
Pwrfc
No
1
»
4
•'
h
/
<*• 1 .1 1 1 «.-
Ket.-nl lix
Tim.-
0. 1 I
1). If-
n.2 1
U.7b
0. »")
O.bti
1 .00
Amount.
CO/I
...
10-100
1-10
M
ril( W>70.81
7S(IOO)
TABLE A-48. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. 20VE
GC
Peik
No.
1
2
3
t,
5
6
7
8
9
10
11
12
13
lelutivc
telent Ion
Time
0.13 .
0.19
0.23
0.25
0.28
0.29
0.30
0.40
1.00
1.37
1.38
1.39
1.65
Amount.
cg/i
~
10-100
1-10
10-100
<1
10-100
1-10
J-10
1-10
10-100
1-10
1-10
10-JOO
Tmutiv*
Umtification
Air
Ulchlorome thane
3-Hethylpentane
Chloroform
Tetrahydrof uran
Methyl cyclopentane
1 ,1,1-Trichloroelhane
BromodLchloroine thane
I.S.
€3- Alky I benzene
C^. Alkyl benzene
Cj-Alkyl benzene
H126 Alkrne I^H^g
Cturactwittic Ions in Mass Spactnim
44(10O)
49(100)
57 (100)56(85)4 1(70) 71 (5)
83(100)
42(100)41(45)71,72(30)
56(100)69(50)4(42)84(5)
97(100)99(70)61(50)117,119,121
83(100)85(70)127,129.131
75(100)
105(100)119(80)134(20)
105(100)
J05(100)
43(100)55(80)69(60)83,97,111
-------
TABLE A-49. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. 21VE
GC
ftoh
No.
1
I
J
k
S
t>
1
H
9
IU
11
UlHt fvc
teifiu Jm
1 low
U.I/
0. \tt
(i. i ;
0.71
o.n
O.TO
O.JO
0.36
0.60
O.flH
1.00
Amount,
w»rt
IO-IOO
10-100
1-10
1-10
1-10
10-JOO
x|0
10-100
1-10
-(8)
T*nt»trv«
IdantificAtion
Air
A. cLonp
l>l37(;3)98(I8)
83(100)^(49)55(65)57(39)60(32)70(22)97(12)98(4)
70(IOO)83(37)55(35)69(31)41<26)97(25)98(22)
81(100)79(66)53(24)70(38)116(10)118(4)
177(100) 175(62)61 (54)60(36) 179(44)212 (7)214(5)210(4) 178(4)
57(100)80*65)44(45)81(41)88(28)98(18)134(10)136(4)
80(100)81(99)77(77)55(47)100(49)120(15)152(3)154(2)
57(100)81(99.5)41(37)99(39)132(5)134(5)178(1)180(1)
81(100)70(36)41(30)53(28)117(20)119(6)
Compound
2-Pentciul. 2-ftothyl-
7-OaublcycloI4.1.0| Hcptcn*
2 -Cyc lohexen - 1 -OL
CyclohcxcrM, J-Chloro-
Cycloh«x«Dol( 4-Chloro-, Traa-
Cyclohexan*. I ,3-Dlchloro-
CjrcloheKAnol, 2-&nmo~, Tr«n«-
Cycloh«&ane, \-lrtmo-2-Chloro, Cl«-
&i.
.103
MS
616
5M
622
501
601
677
455
-------
TABLE A-51. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. 22VE
00
GC
Prafc
No.
1
2
3
4
h
h
7
8
9
10
11
12
13
14
If 1 .1 1 i vi-
le tcnl ion
Tlim-
O.lh
0. 19
0.20
0.21
0.24
0.26
0.30
0.51
0.57
0.80
0.87
0.87
1.00
1.29
Amount,
CO/I
>100
10-100
10-100
1-10
1-10
1-10
1-10
10-100
1-10
10-100
1-10
-
1-10
Tentative
Identification
Air
Acetone
Dichlornmethan?
Carbon dlsulflde
Methylelhyl ketone
Chloroform
1 , 1 ,1-Trlchloroethane
^•"Methyl-2-pentanone
Toluene
A-Vlny] cyclohexene
Cg AJkene C^Hig
C^Alkyl benzene
l.S.
C|0Hjg, e.g., C^ Alkyl cyclohexene
Char«ct*rKtic lorn in Man Spectrum
44(100)
43(100)
49(100)
7M100)
43(100)72(20)
83(100)
97(100)99(70)61(30)112,114(13)
43(100)58(30)R5,100
91(100)
54(100)78(80)66(40)91 ,93(20)
43(100)57(10)71(15)
91(100)106(45)
75(100)
95(100)67(60)68(38)81(32)41(26)123(21)138(15)
-------
TABLE A-52. IDENTIFICATION OF COMPONENTS IN NEUTRAL FRACTION OF SAMPLE NO. 22E
GC
PMk
No.
1
2
3
4
5
6
7
8
9
10
11
1?
1)
14
15
16
17
ia
19
20
21
"junliuli
kKta
• 79
1
Alky! -Alcohol f. > 9
Ct-Alkyleycloheunol
Alkyl Jlcohol C > 9
AUylUlcohol C > 9
Alkyt-Kcton« C > 11
AlkyUAlcohol C -> 12
Alkylphenol C > 15
Alkylphenol c j 15
Nonylphcnol C > 15
Nonylphenol C > 15
Alkylphcnol C > 16
Alkylphenol C > 16
Alkylphniol C > 16
Omcnrotie lorn in Vtim SpKlrum
91(100)92(67)65(19)63(12)
43( 100)59(36)7 1(IO)B1(4) 114(1)
43(100)41 (81)69(32)97 (34)104 (25) 78(21 )I12 (IB)
55(100)56(45)41 (50)1 12 (23)83(20)
57(100)M (38) 58(11)81 (40)55 (34) 70(20)96(13)
43(100)77(92)105(82)51(58)120(19)
43(100) 121 (38)77 (16)51 (16) 122(4)
71(100)43(74)81(14)98(13)123(7)141(6)
59(100)113(10)123(4)
71(100)43(69)72(14)
55(100)41(70)57(43)81(40)83(25)124(17)96(14)109(9)
55(100)59(86)81(52)95(55)67(47)136(13)
43(100)71(82)59(56)112(10)137(4)155(2)
43(100)83(81)41(68)69(61)55(56)81(33)97(14)
115(100)107(49)91(14)121(12)149(6)
121(100)58(76)107(50)163(20)177(7)
135(100)107(24)41(16)136(10)
107(100)135(67)149(56)121(55)55(22)77(17)91(14)191(10)
107(100)135(94)121(69)91(18)77(19)163(20)177(15)
107(100)121(68)149(61)77(18)55(18)177(15)
135(100)107(44)41(28)121(14)149(12)
Compound
Benxene. Hcthyl
2-Hei.nont. 5-lkthyl
Cycohexanone. 4-Hethyl
Cydohvxanot. 4^tothyl
8en<«n« H«th*fMll. a .ff-Dfjwthyl
Cyclohei.nol, l-*thyl -i -
572
807
836
533
708
453
496
471
364
515
332
500
475
445
656
421
132
-------
TABLE A-53. IDENTIFICATION OF COMPONENTS IN ACIDIC FRACTION OF SAMPLE NO. 22E
QC
•Mk
No.
1
]
1
4
5
6
;
e
9
10
11
12
P
/,«
15
16
17
ia
19
20
21
22
23
24
25
b«te»
923
1062
1162
1169
1506
154}
1576-
1599
1695
1703
1727
me
1745
1M3
1911
1990
2001
2064
2088
2113
2137
2158
2193
2210
2301
AmouM.
pe/l
**
«
• ft
**
*
ft*
**«
ft*
**
**
-
ft*
«
ft
ft*
ft
ft
***
**
**
•*
**
ft*
ft*
...
Tentattve
hNullfllelllNI
Phenol
Bentolc add
Hethylcyclohexene-1-carboxyllc eeld
Methyleyelohejiene-l-cerboMyllc acid
Dodecenolc acid
7
C - 14 Branched fatty acid + Koayl phcn
C - 14 Branched fatty acid
Atylphtnol • t
Tatradacanolc acid » Alkylphanol
tlkylphanol • I
7
Konylphenol
Baxadacanolc acid
Haxadacanolc acid
C > 16 ratty acid
C > 16 Patty acid
OctahydrndtMthylpbananthrana
carboxylic add
C > 17 ratty acid < l.oaer of »ll
Mixture T
T
laoa»r of 20
7
7
Kliture 7
OianLmlilk lam In MM Spectrum
94(100)93(99)92(88)66(99)63(97)50(91) (Setureted)
136(100)105(100)77(96)51(97) (Seturetrd)
80(100)67(96)94(98)122(75)139(9)154(4)
94(100)95(99)87(99)80(99)67(98)122(82)139(15)154(2)
87(100)74(98)43(76)55(55)143(12)185(2)214(1)
58(100)41(97)109(80)136(54)168(52)140(38)224(4)
1 117(100)59(97)74(98)91(96)131(98)147(99)173(86)220(24)
132(100)147(98)117(97)91(95)74(54)220(26)205(8)
136(100)137(96)135(85)107(79)220(3)
75(100)87(96)108(97)149(95)136(87)121(78)191(21)220(5)
108(100)149(96)121(54)55(43)177(26)
137(100)136(87)43(68)95(33)77(26)91(23)107(20)220(2)
149(100)135(90)107(86)55(39)77(22)91(16)220(1)
74(100)69(98)55(94)87(61)236(1)
76(100)89(100)56(98)143(60)227(12)270(6)
55(100)74(38)87(34)143(2)
74(100)87(99)43(76)55(47)143(11)
198(100)197(99)131(98)117(87)91(76)257(22)272(14)
89(100)143(94)129(42)199(20)197(18)255(12)298(10)
146(100)92(99)101(98)133(96)187(39)284(1)316(1)
92(72)146(65)69(65)104(37)133(46)192(14)284(1)
146(100)91(64)55(58)123(59)284(1)
55(80)91(64)146(57)105(38)131(35)241(7)239(5)
91 (53)69(46) 115(52) 131 (54)155(52) 15> (52) 195(24) 270(9)
145(100)115(66)241(61)211(58)157(60)171(47)299(2)314(1)
Compound
Phenol
3-Cyelohexene • Carboxyllc ecld.4-e«thyl
••
Phenol.nonyl-
13-Octedecenolc acid, a»thyl eater
15-Octedecenolc acid, aathyl eeter
Subat. PhenanthreneearboxyUc acid
11
.103
203
349
266
558
383
547
414
Ln
O
-------
TABLE A-54. IDENTIFICATION OF COMPONENTS IN BASIC FRACTION OF SAMPLE NO. 22E
GC
IWi
No
,
2
3
4
5
6
7
t
9
10
11
II
1)
14
13
16
1)
IB
19
Rmntion
tnda
Sit
88]
918
957
1006
1001
1199
1204
1216
1103
1337
1333
137*
1393
1441
1461
1S»
154*
iau
Amount.
nft
*«
„
t»
~,
**
*
-
**
•*
-
*
*
*•
**
**
*
*•
••
*
Tinwiv*
WmificMlon
Hliturc 7
CjrmopyrldlM
AlkylazlrldlfM * T
rtechylprrldln*
7
7
Alkylulna • ? CgHifN
HUcurc 7
Mixture 7
7
7
Mkrlulne
N.N-5ub.t. Foraulde
>
7
ftaptulm, N-(DienylaethyleTM)
N.n-Sub.t. Fomnlde
7
*lkjrl Mw St»cwum
36(100)44(75) 112<56) 58(Z4) 126(2)
104(lOO)7e(7 132(80) 133(38) 77(68)1 18(44) 115(43)186(2)
43(100)57(72)69(64)112(56)144(22)153(16)209(2)
132(100)105(63)86(50)77(28)146(26)188(31)
1001100)58(52)72 O7> 143(25)1.4(26)214(3)
92(98)112(76)69(51)74(43)98(37)144(27)167(10)
44(100)
Compoood
nperldln«,1.2.6-trMthrl
PyTldlne.3-«Bthyl
2 -HcptcnnlM . H-(rfMiiyljMthyl«o«)-
For«>lde, N-Butjl -»-( 1 -Mithyl Ethyl )-
2-X.ptonln*. »-(Fh«n7l«.th7t«i>«)
fonunlde. H-ftutyl-W-(l-M*tl)7l Ethyl).
11
X 10>
519
389
423
326
438
520
I
-------
TABLE A-55. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. 23VI
Ln
K)
GC
Peak
No.
1
2
3
it
5
6
7
8
9
10
11
12
13
Retention
Index
.15
.16
.18
.24
.29
.35
.53
.54
.57
.97
1.00
1.28
1.50
Amount,
cg/l
..
.1-1
10-10
10-100
.76
1-10
.1-1
.1-1
.1-1
.1-1
-(8)
.1-1
.1-1
Tentative
Identification
Air
Butadiene
> Dlchloromethane
Chloroform
Benzene
Brofoodichloronethane
Toluene
C3H5C1
Dlbromoch lorone thane
Ethyl benzene
l.S.
C0 Alkyl benzenea
C, Alkyl benzene
Characterittic lorn in Mais Spectrum
44(100)
54(100)33(80)35(48)
49(100)84,86(100) Sat'd
87(100)85(82)83(58)118(18) Sat'd
78(100)
83(100)85(65)129(12)
91(100)92(55)
76(100)78(35)
129(100)127(80)131(20)
91(100)106(40)
105(100)120(35)
119(100)134(25)
-------
TABLE A-56. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. 23VE
GC
Pnk
No.
1
2
3
6
5
6
7
8
9
10
11
12
13
16
15
16
17
18
19
20
le 1 ii I 1 ve
lelenl lor
Tin*-
0.1]
O.lh
0.17
O.IH
0.24
0.24
0.27
0.28
0.30
0.45
0.50
0.55
0.86
0.88
0.91
0.93
0.94
0.96
0.98
1.00
Amount.
tig/I
>100
1-10
10-100
1-10
1-10
1-10
10-100
10-100
1-10
1-10
«l
<1
1-10
<1
<1
<1
<1
<1
<1
Tentative
Identification
Air
Acetone
Dlchloroethylene
Dlch loromethane
Chloroform
Isopropyl ether
l,2-l)lchloroethane
1,1.1-Trichloroethane
Benzene
C8H16 ~ probably 2 ,4,4-Trlnethyl-l-
pentene or dlsobutylene
C8H16 ~ probably 2,3,4-TrlBethyl-2-
pentene
Toluene
Cj-Alkyl cyclohexane C^H^g
Cj- Alkyl benzene
^9^18 C3 Alkyl cyclohe&ane
C3*Alkyl cyc.lohexane
C3'AlkyJ cyclohexane
Cy Alkyl cyclohexane (T)
Cj* Alkyl cyclohexane (T)
l.S.
Characteristic Ions in Man Spectrum
44(100)
43(100)
61(100)96(40)
49(100)
83(100)
45(100)41(43)87(20)
62(100)64(30)49(30)98.100
97(100)99(70)61(50)117.119,121
78(100)
57(100)41(50)55(30)97,112
55(100)97(80)41(38)69(30)112(30)
91(100)
55(100)97(35)41(35)69(30)126(10)
91000)106(30)
55(100)41 (.50)69(40)70(28)91, 56, 4 3(1 8) 126(7)
55(100)41(34)83(125)69(13)126(8)
55(100)83(50)84(30)41(22)69(20)126(6)
41(100)69(80)55(69)70(47)104(43)56(38)57(34)111(20)126(12)
69(100)55(80)41(68)111(50)56(38)70(27)43(22)126(10)
75(100)
-------
TABLE A-57. IDENTIFICATION OF COMPONENTS IN BASIC FRACTION OF SAMPLE NO. 23E
GC
Ft*
No
1
I
3
4
5
6
7
8
»
10
1166
1192
1210
1228
1252
1311
1316
1327
1331
1342
v«n
»*
**
**
~.
»*»
**
**
**
**
**
AlkylfonMaldt
Alkylulne
Alkylfon»uld«
Alkylfomuld*
N,N-Alkyl-AlkylM»lde
K,N-»lkyl-AIkyl««ld»-
N.NJlkyl-Alkylulde
N.N^lkyl-Atkylaalde
N,N-Alkyl-Alkyl«alde
N,H-Alkyl-Alkyl«fflldt
Om«.U»Htlc lorn In Htm Spectrum
72 (100) 114(47) 100(4*1 58-38) 142 (18) 156(6)
72(100) ]06(3'.)86(2fl)'.'. (24) 55(22)1^2(1')) 156(4)
72(100) 59(76) 100(48) 128(46) 116(35) 142(18) 156(10) 170CS)
72(100)86(94)57(75)55(70)114(41)142(31)156(53)128(16)170(12)
100(100)114(89)156(76)55(70)57(62)86(58)142(52)128(20)170(12)
142(100)86(82)70(68)55(58)57(52)100(60)156(66)170(14)
100(100)44(91)128(80)114(74)55(73)70(50)156(34)170(12)
114(100)100(95)86(76)72(45)142(34)128(30)156(23)170(10)
128(100)100(96)5X48)70(47)170(7)184(3)
142(100)50(50)86(33)114(28)100(24)156(13)170(7)
CmnfXMjnd
FonnMldc, N-Butyl-N(l-Methyl Ethyl)
Butylwnlne. H-M*thyl-K-Propyl
raru>ld<.H-Butyl-ll-(l- Htdxyl Ethyl)
i.1.
> ID1
305
313
290
TABLE A-58. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. 24VE
GC
PMh
No.
1
2
3
4
5
6
telatlve
Retention
Tine
0.16
0.21
0.21
0.27
0.31
1.00
Amount.
ft/I
1-10
<10
<10
1-10
-
-------
TABLE A-59. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. 25VE
t-n
GC
PMk
No.
1
I
3
It
5
6
7
8
9
10
11
12
13
14
15
16
17
IB
19
20
21
22
23
24
25
26
11
28
29
X)
[?l«t lv»-
trtvni Ion
TlBC
o.n
0.14
0.17
o.i;
0.16
0.18
0.21
0.2t
0.27
0.28
0.31
0.38
0.41
0.48
0.57
0.62
0.65
0.75
O.J9
0.87
0.91
0.94
0.95
0.97
0.99
0.99
1.00
1.01
1 .U2
1 .(If)
Amount.
nn
1-10
10-100
1-10
1-10
1-10
1-10
10-100
1-10
11
1-10
1-10
1-10
10-100
1-10
I- 10
1-10
1-10
1-10
1-10
1-10
1-10
1-10
10-100
1-10
- IIH)
Tantltnni
ktantificMion
Air
Butene or Methyl (CgHg) propane
Ai Munr
CSH|0 * Unknown
Kthanethlol
OIrhloro«r thane
S-contalnlng Unknown
ttechrlethyl .ulllde
1 .7-Dlchloro«thana
1 , 1, 1-Trlch lor oe than*
2-Pentanone
Dlethyl aulflde
OlMthyl DUuKUc
3-Mrthyl-7-chlap«ntane
T1ilacyclop«ntane
Unknown Hlxturv
M 108 S-unknown
2-Hethyl tetrahydrochlopene
3-H>thyl thlacyclopetuane
Dlnethyl thlacyclop«ntane
Dimethyl thlacyrlopcntanc
2, 1-DlthUhexanr
Unk™«,
Hclhylthlacyclohexanc
I.S.
Vl25
c<,"l2S
t .(ll. S^ ( l,4-l>lllil.ilif.n;inr)
Charactarittic lorn in Mad SfMctrum
44(100)
41(100)56(55)
43(100)
41(100)59(80)40(40) 55(25)61(1 5) 70(12)78(5)
62(100)4 7(85)45(52)46(38)61 (3O)61. (.4(4)
49(100)
110(100)95(95)93(90) 108(50) 11 2(20)
61(100)76(55)48(52)
62(100)56(40)64(35)69(20)98.100(3)
97(100)61(70)99(60)117.119.121
43(100)86(15)71(4)
75(100)47(90)90(70)61.62(60)
61(100)9000)
94(100)45(72)79(65)
75(100)41(80)104(60)56(45)
f>0(100>88(60)41(Jn)
142(100)45(95)127(65)94(57)140.147(47)61(37)
SOI 100) 108(98)45(50)64(40)
87(100)102(40)
60(100)102(90)41(68)45(67)74(60)87(50)
101(100)67(70)87(65)41(65)116(40)
101(100)59(52)67(40)116(45)
101(100)59(50)116(50)
80(100)122(45)
156(100)128(95)154.126(50)
101(100)116(60) C(H,2S HII6
75(100)
101(100)116(50)41(50)59(40)
101 (100) II 6(50) v>( •.0)41(411)
66(100)122(90)94(60)
-------
TABLE A-59. (Continued)
:>
Cf-
GC
PMk
No.
)l
1?
)J
34
tt
34)
37
30
39
40
42
tc ) • 1 1 v*
tctentloi
TlHr
1 .Oh
i .OH
I.I 1
1.16
l.ll
1.21
1.23
1.2 t
1.30
1.3?
1.4.1
Amount,
MB/I
1-10
1-10
1-10
I-IU
I-VO
10-10U
1-10
1-10
10-100
IO-JOO
t-iu
T«nt*tiv«
Met hylthlac/c loh«x«ne
IIi>kntwn
Unknown
Unknown
Unknown
.".-containing Unknown
Unknown
Unknown
S-i:ont«Inlng Unknown
l)l»*thyl dltliUheuin«
S-t oiHrtlnlng Unkm*wn
Unknown
Ch»«cmaik lorn in MM Spectrum
101(100)1 lf>< rO)n/(M»87(6O) ':r>H,^S
41(100)&3(90)KO(7'>)4S(f.O)4;L16(20) 1 7,168(18)
llMlOG)ftl(«0)LDI.13fKW)S9.M>.Mt M)'M:fH)
<*4( lOO)b6(6U>4 K3»t36(4h)4|(29)S9(l S)
101 ( 100) S«*(3»)6/( 30) 130(10)
101(100)1 10( I0)'.<*( V))»,7(?H)
94( 100) I I6( 70)4 MhMh6(S^)4 1(4?)
43( tOO) 10fl( J0)4 1 ( .'H) I S0( 10)
( 7 ( ) S0( 1 /)
94UW»4l<40)1>7< »S»feft( W)ISO(I^)
1 )R(1OU)91(<»0)4%(72)l?KbO)1^3(V»16A(IO)
-------
TABLE A-6.0. IDENTIFICATION OF COMPONENTS IN NEUTRAL FRACTION OF SAMPLE NO. 25E
No.
1
1
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
ia
\t
20
21
22
23
24
25
26
Urbnlw
852
668
UO
884
903
952
1035
1042
1047
1151
1235
1249
1263
1282
1307
1324
1347
1361
1385
1600
1682
1700
1723
1742
1800
1907
<"•/!
«
**
•4
-
**
-
**
**
**
**
•*
•*
*
**
**
**
-
**
**
«
•*
**
-
**
«
«
S-cont«lnin8 ?
Gthyltwruene
2.3'Dlthl*he»ne
Xylcnc
3.4.Dlthl«hax«nr
HethTl<)lthl«hn.c>e
7
7
C j 11 - Alkeiw
Naphthclffne « 7
Cj-Alkylberuene
IH-Indrn-1-one, Dlhydro
3(2H)-8eiuorur>iu>n>. Htthrl
Cj^lkybeitfene
3<2H) ft^nzofurtnone. Hrthyl
C^-fcl k»ny Ibciucnc
EChamnr. l-|4-(I^KthrlrthrD Phenjtll-
IH-Indnw, l-Ethrl-2.3-Dlhydra
AlVvl -Alcohol C > 11
Hpx«d«one * 7
C ^ 16 Alk.ne
Heptadeccnp • 7
Cz-l.T-Blphenyl
Cj-l.l'-Blplvnyl
Oct«dFC«ne
Nonadf cane
QMraetariftie lorn in MMI Sfcxctrum
80(100)108(81)45(57)64(48)110(7)
91(100)106(38)105(21)77(11)51(23)
80(100)43(J\)45(38>112(37)64(26)
91(100)106(36)51(22)77(18)65(12)61(11)
66(100)122(69)94(52)79(11)
04 (100)13(80)66 (65) 11(>(40) 59(27)
Poor Spectra
67(100)55(69)
55(100)83(78)98(15)
85(100)128(83)119(64)91(66)59(64)69(60)100(49)
133(100)43(70)79(64)77(54)105(46)51(32)91(25)
104( 100) 132(78)78(67)51 (38) 77(39) 74 (20) 133(9)
91(100)119(83)148(79)63(64)77(29)
133(100)105(62)77(44)148(38)91(25)103(21)119(20)
119(100)148(86)91(70)89(61)63(56)77(41)133(41)
118(100) 1 17 (94)91 (40)63(4(1)77 (37) 146 (32)
147(100)91(73)63(46)119(43)162(48)78(37)105(12) "
117(100)146(70)118(52)115(40)91(34)63(33)51(28)89(23)103(16)
69(100)84(8fc>70(56>55(46)97 (6)91(4)
57(100)70(72)69(68)111(53)95(25)85(17)77(13)
57(100)71(57)85(34)99(8)115(6)97(6)169(6)
57(100)71(82)85(34)91(23)128(20168(30)165(27)
153(100)152(75)154(73)182(92)181(21)151(25)76(39)63(38)
153(100)131(62)154(65)151(28)182(75)183(18)
57(100)43(89)71(67)85(44)99(12)165(6)
57(100)43(94)71(62)85(38)99(10)
Compound
Mncenc. l,2-01*ethyl
Bentenc. Ethyl
2-Fentcne. 4.4-DtBathyl
Benzene (1-M.thyl Butyl)
IH-lnden-t-one. 2.3-Dlhydro
3(2H)-8enzofuranon«. 7-Methyl
Benzene. l-Ethyl-3-(l-Hethyl Ethyl)
3(2N) - Benrofuraoooe. 7-Methyl
Cthanone. 1-14-U Jlethylethyl) Phenyll-
lH-lnden«, l.Ethyl-2,3-Dfhydro
Trldecane. 2JUthyl
1 l,r-Blph«nyl|-4-Carboul to3
549
407
386
323
672
555
547
476
528
467
586
403
539
644
-------
TABLE A-61. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. 26VE
:>
00
GC
Put
No.
1
1
J
f.
••
b
1
8
9
10
11
IZ
13
>!>
1!
18
19
;0
n
zz
Z1
/<"
;•>
/f>
11
IK
.-•
lelat Iv*
lrt*nl tor
Tlote
-
0.18
0.11
0.30
[1.48
0.49
0.50
0.55
U.S5
0.60
0.60
0.62
0.67
O.bB
0. 7O
0.1}
0.7.S
U.»5
0.8H
0.90
O.**l
0.9 t
o.t;
1 .OU
l.lll
,.»•.
Amount,
vofi
>»100
>100
•100
I- 10
>100
MOO
>100
10-100
»100
10-100
10-100
10-100
10-100
10-100
10-100
10-100
>100
'100
•100
>100
>IOO
>100
• 100
>too
•Mill
„.,
T*ni«thrt
Vtontifk*tion
Air
Ulchloromrthan*
C4HjCI (T)
C4Hjt:i (T>
Benzene
Prchably C?HU, e.g.. Tetranrthy]
cyclopropane
DtiM-thyl dlflulflde {2,3-dlthlabutane)
C6 Ketone t CftH,^
CRH|h. *-g. , Trlnwthyl cvclop«ntan«
t^lornf
2, 1-UI»*thylh*x«nc
AJkane
A] kane
. .
Hydrocarbon
MV*nrt K112
AIk«ne H1U
Hydrocarbon
Allutne
Hydrocarbon
Hydr.M-arbon
Hydrucarbnn * C2 alhyl benzen*
C; A 1 V y V benzene
C^-AUyJ henzene
C; Alkyl benzene
Hydro.-arb.xi
Hydro. .irl>oii
( . All -. 1 »- .<.-. •«•
Ch*rac1«rntk kxis in Man Sp*ctrum
44(100)
49(100)
Bft(IOO) 51 (85)48(40)4 7(3S)8B(1^)R3( 10)
fc7UOO)51(9i)Rh(70)'.8OMflH»1(20)
7fl(IUO)
SS(100)83(70)*IC>^)42(40)9B(30)
94( 100)45(70) 79(60)4 1.55(3S)
4 3( 100)49(25) 58( 1 5)8i(lS)S7(U)85,Bn(«)4l.lOO('i)
70(100)55(90)4 1(38)97. 11 2(4)
b9(30><»7,n2(l?>
S5( 100)97(65)41 (48) 56(13)4202)69(2^) |) 2(20)70(18)
43(100)41 (40)57(30)85(22)55. S6(20)4?( 19) 71(15)97(5)1 14(3)
43(100)4 1(35)57(28)85(22) 71 (15) 114(2)
55(100)83(90)4 1(72)41. 82(42) 5*.( 22)42(20)67, 69, 11 2(18)
43(100)41(45)57(40)42. 69.71 (25) 111 (122)56.55(20)85(10) S« j 13.1-128
57(100)43(55)41(50)91(45)55(40)56(28)71(18)70(15)
91(100>10f>(2S>
<«t(10O)106(10)
91(100)106(18)
41(I(H1)4| (.15)57(22)71 ( 16)55. H5(l 5)70(12)
41(100)57(7n)62.4v(SS)-.h('.2)4 1 . *.S(6fl ) f 11 ( 'i 1)4O( 1 8) 1 26(8)
•H < 1
-------
TABLE A-61. (Continued)
(Jl
VO
GC
Puk
No.
10
31
32
33
34
35
36
37
38
39
40
1*1
42
43
44
45
46
47
48
49
50
51
52
(elativv
lettinl ion
Time
1.05
1.06
1.12
1. 14
1.22
1.25
1.28
1.30
1.35
1.37
1.40
1.41
1.42
1.44
1.47
1.50
1.56
1.57
I.W)
1.63
1.65
1.67
1.69
Amount.
cg/l
>10O
>100
>100
>100
>100
>100
>100
MOO
>100
10-100
>100
>100
>100
10-100
>100
>100
•100
>100
>100
»100
10- 100
10- 100
10-100
Tentative
Identification
Hydrocarbon
Hydrocarbon
Cg- Alkane
C 3- Alkyl benzene
C 3- Alkyl benzene
Cy Alkyl benzene
€3- Alkyl benzene
€3- Alkyl benzene
Unknown
C$- Alkyl benzene
Cj- Alkyl benzene
C^* Alkyl benzene
('9H10* e>8.» Hethyl styrene
Substituted cyclohexane
C4- Alkyl benzene
Unknown
Unknown hydrocarbon
Cj + Cj-Alkyl benzene
Alkane
Cjn.H|2 (ethyl styrene)
C-,-Alkyl benzene
CvAlkyl bi-nzene
N.iphlliulfm-
Ouractwiitic Ions in Man SpKtnim
57(100)41(20)113(10)75(5)110(2)
55(100) 97 (50) 4 1(4 5)69 (26) '.6 (2 3) 126(5)
43(100)57(65)41(60)42,56.85(18)40.71,55(10)99(2)128(1)
105(100)120(20)
91(100)120(20)
105(100)120(20)
120(100)105(80)
105(100)
120(100)119(30)
105(100)77,79(15)134(1)
105(100)120(30)
119(100)91(30)134(15)
117(100)118(50)115(30)
55(100)83(78)43(75)71(62)82(55)
105(100)119(45)134(20)
105(100)77(15)
55(100)97(62)41(24)96(12)111(5)
119(100)105(80)91(40)134(20)133(13)148(8)
43(100>')7(<>0)nO5>»S(20>
117(100)115,1 12(23)
105(100)148(2)
I19(100)<)1 ,1 11,148(13)
128(100)
-------
TAJ5LE A-61'. TOLNVTFICATION OF COMPONENTS IN NEUTRAL FRACTION OF SAMPLE NO. 26E
No.
I
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
ie
19
20
21
22
23
24
25
26
27
28
29
10
871
881
888
900
904
938
946
955
965
9B1
1003
1006
1016
1021
1035
1041
1045
1051
1055
1062
1068
1087
1104
me
1117
1133
1116
1157
1184
111!
U»/!
«
**
.«
«
-
»
**
**
***
**
***
**
«
***
...
***
-
**
«.
»*»
...
...
***
.«
...
«
.«
**
"
F.thylbenrene
Xylene
Xylene
2 -Butoxyethano 1
C3-Alkylbentene
C3-Alkylbenzene
Cj -A 1 k y I benx enc
Cj -A 1 ky I b«nz«ne
C-j -Mky Ibenzenc
Dec*ne
Cj -Alky 1 benzene
Hechrlttyrene
Ethylheiunol
C^-Alkylbenxene
C^ -A Iky 1 benzene
C^ -A 1 ky 1 twnzene
C^-Alkylbrnzcne
Ci -A Iky 1 benzene
C$-A Ifcy 1 benzene
C/i-Alkylbenzene
Cj -At ky I benzene
HC * C9-Atkylbentene
C^-Alky tbenz^ne
EthylBtyrenr * HC
C^-Alkvlhen7.f>nf
r^-Alkylncnzrm-
Naphthalrni-
C-,-Alt!S1OO)41<13)M(14)M(16>
91(100)105(25)77(13)63(12)51(12)
91 ( 100) IOM 17) 77 (15)51(14)65(11)
91 (100) 106 (37) 105(15) 77 (14)51 (13)65(12)
57 ( 100)45(^8)61 (43)87 ( 18) 75(9)
91(100)65(21)120(18)51(15)77(10)
105(100) 120(26)?7<21)91(tB)51 (13)65(11)
105(100)120(40)77(17)91(13)51(10)65(8)
105(100)120(25)77(20)79(18)91(18)51(15)
l05?7(Ve>9l(U)M(U)feM6>
57(100)43(99.5)41(70)71(38)85(30)
105< 100)120(35)77(15)91*12)51 (10)63(7)
117(100)118(60)115(34)91(25)63(18)51(12)
57(100)41(55)55(38)70(21)83(18)117(12)
105(100)119(92)91(38)134(37)77(26)51(15)
105 (100) 134(24)77(19) 91 (15)51(10) 119(11)
105(100)119(64)91(50)134(32)77(75)51(15)65(12)
119(100)134(24)91(20)77(18)51(11)
105(100)134(18)77(19)91(12)51(11)
119(100)91(30)134(29)77(17)51(10)65(9)
119(100)91(26)134(24)77(13)41(12)57(11)105(11)
119(100)91(34)134(24)105(21)77(18)51(12)65(11)145(4)
57(100)41(95)71(44)85(21)119(25)134(12)148(1)
119(100) 134O8)9VU2)??U2)65< 7)
117(100)132(33)91(23)77(13)63(11)148(3)
117(100)119(55)91(34)115(35)132(30)148(11)
I I'H 100)134(34)91 (25) 77 (14)51 (11)
128*100)73(19)51(1 l)fi If 11)102(1 5) 119(1 3) I4ft
M i. IIHM 1 '.HI :'/i'it, nil KiS».'1 1 11 < IMM ( 1^1
Compound
Acftlc Acid. Butyl f.ittT
Benzene. Ethyl
Bentene, Ethyl
Benzene, 1,4-DlMethyl
Ethanol . 2 -But ox y
Benzene, propyl-
Benzene, 1 -Ethyl -2 -Methyl
Benzene, 1 -Ethyl -2 -Methyl
Benzene, 1 -Ethyl -2-Hethyl
Benzene, l-Ethyl-2-Hethyl
H«x«ne 3,3-DlMthyl
Benzene, 1 -Ethyl -2 -Methyl
Benzene, I- Ethenyl -3-Methyl
1-Hexcnol, 2 -Ethyl -
Benzene, 1,2-Dlethyl
Benzene ( I -Mcthylpropyl )
Benzene, 1,2-Dlethyl
Benzene, 2-Ethyl-l ,4-Dlmthyl
Benzene (1 -Methylpropyl) -
Benzene. 2-Ethyl-l .4-DlMthyl
Benzene, 2-Elhyl-l ,tr««thyl
nenfrne. t-F.th*nyl-4-Ethyl
Benff nr (I -CthylpropyU
Rentriii» fl ,2. 3,5-Tct r«*ethy 1 )
NnrhtliMl<-tic
R«*n/.<-m>, 1 -Kthy 1-2.4, 5-Trl«*> thy 1-
n. ii. . ...- . I -1 i Pwl - l-< 1 -K-i Iwl. r Itvl )
ill.
> to3
615
520
613
470
802
403
6}6
593
617
676
575
633
550
610
695
637
743
623
511
636
606
470
542
671
502
447
666
258
5«0
••?(•
-------
TABLE A-62. (Continued)
GC
No.
31
32
33
34
35
36
38
39
40
42
43
44
45
46
47
48
49
tntfn
1103
12*4
1335
1355
1515
1943
1
1999
2101
2202
2291
2405
2509
2551
2605
2696
2803
2905
cot
«
**
.«
***
-
-
***
**
*•
-
•*
**
**
»*
**
**
**
(•ntiiiv*
Bod,.:.™
Methyl naphthalene
C £ 13 Alkene
AlVyl -Alcohol C> 12
Trlchloro - 1
Trlchloro - 7
' - Ikaoe
Trlchloro - 7
Henelcoaane
Docoaane
But,ll*MU,l-Fh«..Ut*
T«tr.«o..™,
Pe«.co..n«
C ^ 25 Alk*M
«,«.co..o.
«^t.co..n.
0«t.co..n.
»<».»..«
Ch^KMriftic lorn in MM SpKtnifn
57 ( 100)43^69)41 (ft5) 71 (54)85 (2B)9fl(S)99(5)
142 ( 100) 141 (8B) 1 15(60)43(23)63(20) 143(10)
7t( 100)43(92)41 (43)56(35) 55(33)81(26) 173(3)
71(100)43(93)56(74)89(55)154(13)173(6)
247(100)245(78)20300)202(40)249(48)251(10)
118(100)47(69)63(67)264(41)262(32)267(20)279(35)277(26)281(17)
79(100)118(60)63(46)245(20)293(15)297(10)299(12)
57(100)4309)71(65)85(41)99(12)113(7)155(2)
57(100)43(88)71(67)85(44)99(14)113(8)127(6)141(4)
nm&i/fl*i t /#iflMt^f&&ioor lii
57(100) 3( 5)7t( 8)85( )99(1 )113( )127(6)
149(100)91(90)65(27)104(20)123(12)206(11)
57(100)43(82)71(69)85(47)99(18)113(11)155(4)
57(100)43(82)71(68)85(45)99(15)113(10)127(6)141(5)183(1)
57(100)43(82)71 (67)85(44) 113( 10) IB3(1)
57(100)43(78)71(68)85(46)99(16)113(10)183(2)
57(100)43(80)71(67)85(44)99(16)113(10)127(7)
5X100)43(84)71(64)99(14)113(9)155(2)
57(100>43(83)71<61)65(40)99(15)U1(10)127<6)
Compound
Doderinc
Naphthalene. 2 -Methyl
l-H«xene, 3.4,5-TrlMthyl
1-But.m.l, *-(H«yl«y).
T«tiac«nCane
Pentacoaanc
P,n,.co..n.
nnt*n*
1 ,2.K«TUencdlcarboxyllc Acid, Sutjrl 2-
Ncthrlpropyl E*t«r
Trtr«cont«ne
P«nt«cn»>ne
Docnc«n«, 11-Decyl-
l>ocn«flnr. Il-Dccyl-
T«tr«cont»n«
Tetr»cont>n« 3,5,24-Trlvethyl
T«tt«cont«ne 3.5,24-Trl"«thyl
S.I.
747
272
356
50J
766
813
349
733
728
756
707
663
687
571
-------
TABLE A-63. IDENTIFICATION OF COMPONENTS IN ACIDIC FRACTION OF SAMPLE NO. 26E
GC
No.
1
1
3
4
5
6
7
8
9
10
11
12
13
It
IS
16
17
IB
19
20
21
22
23
24
25
26
27
MB
895
906
1004
102 >
1061
110)
1146
1203
1274
1MO
1)53
1391
1505
1517
1672
1706
1911
1990
2007
2049
2073
2085
2113
2120
116)
2249
2298
Wl/l
**
**
• «
.«
«
**
~
**
**
**
**
**
*
***
*•>
-
«
**
*
**
«.
.«
**
«
«
«
„
2-Butovy ethanol
Hcxanolc acid
Hcptanolc acid
C > 8 Patty acid
Bcncolc «cld
Octanolc acid
Hethylb«nzolc acid
Notumolc acid
Decanolc acid
TrlBathrlbeniolc acid
TriMthyltencote acid
7
Dodecanole acid
Trlchloro » 7
B«ncanaaulfonaalde N,4-DtBeth]rl
Tacradecanolc acid
Haxadecanolc acid
C £ 14 ratty acid
C > IS Fatty acid
C > 17 Fatty acid
Octadecadlenolc acid
Octadecanolc actd
Octadccanolc acid
Octadvcadlenotc acid
Oetadacadlenolc acid
C J; 18 Tatty acid
OoaimlMk kma In Man *>«ttnnn
57(100)45(83)41(68)87(26)75(12)100(7)
14(100)43(99)59(61)87 (56) 55 (39)99(26) 101 (11)
74(100)43(44)87(30)59(18)101(10)113(9)
57(100)87(99)102(99)59(43)69(25)115(20)130(16)
105(100)77(66)136(25)51(26)119(18)
74(100)43(53)87(40)55(28)57(23)59(22)127(5)
91(100)119(96)118(69)65(40)90(28)150(28)
74(100)87(59)43(46)55(28)59(19)141(6)143(5)
74(100)87 (48)43(26) 55(18)59(12) 143 (8) 155(4) 157(1)
146(100)147(77)119(79)91(70)131(60)77(48)103(42)178(33)
147(100)91(47)119(42)77(24)178(26)
103(100)43(67)71(43)74(40)61(24)163(2)
74(100)87 (36) 143(8) 171 (3)214(1)
247(100)245(80)249(47)251(10)
91(100)63(28)155(12)185(7)121(6)
74(100)87(55)143(8)199(2)
87(100)74(99)43(90)35(61)143(17)270(2)
74(100)87(62)143(12)199(2)241(2)
74(100)87 (60) 143(8) 199(2)
67(100)81(73)41(58)55(47)95(32)109(25)
67(100)81(75)53(69)41(66)95(45)109(18)197(4)
55(100)69(86)74(79)87(47)143(2)264(3)
87(100)74(99)43(74)55(49)143(17)199(4)298(1)
67(100)81(70)93(50)2990)
67(100)81(64)41(47)55(44)95(34)109(13)294(0.5)
67(100)81(73)41(88)55(88)
55(100)87(70)74(45)
Compound
Ethanol . 2 -Butoxy
Butanolc acid, oathyl cater
Heptanolc acid, ••thyl eater
Hexenolc actd. 2 -ethyl, aethyl eater
Benxotc acid, Methyl eater
Octenolc acid, evithyl eater
Benzole acid. 2-a»thyl. ewthyl eeter
Honanolc acid, eiethyl eeter
Decenolc actd, Mthyl eater
Benzole acld,2,4,3-Trle«thyl Mthyl eater
Benzole «c Id.1 ,4.5-Trl«thTl . e«thyl eate
Dodecanole acid, aetliyl eater
Benseneaulfona»>lde,ll,4-DLMthyl
Tetradecanolc acid, aethyl eater
Cyclopentanetrldecanole acid, aethyl eate
Henelcoaanolc acid. a«thyl eater
12.15-Octadecadlenolc acid, ewthyl eeter
10-Octedecenolc ecld. e»thyl eeter
Heptadecanolc actd.lS^ewthyl. awthyl aate
12,15-Octedecadlenolc acid, e»thyl aetar
12.15-Octedecadtenotc ecld. aethyl eater
9,12,15-Octedccatrlenolc eeld. Methyl eat'
5.1
.IIP
750
523
452
627
517
6)6
603
691
738
526
722
716
614
818
549
646
649
491
688
743
60S
7M
•77
482
476
-------
TABLE A-64. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. 27VE
GC
Pok
No.
1
2
3
it
lelatlve
Letenlion
Tine
0.10
0.14
0.21
1.00
Amount,
MO/I
—
>100
>»100
-(8)
Tentative
Identification
Air
Acetone
l.sopropyl alcohol
I.S.
Charactemtic lorn in Man Spectrum
44(100)
43(100)58(70)
45(IOO)43(?0)59(2)
/S(IOO)
-------
TABLE A-65. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. 28VE
GC 1
PUk
No.
I
)
4
5
6
7
A
9
10
II
12
13
14
IS
16
I/
IB
19
JO
!\
n
23
24
25
2(r
11
fa
ft
Ml
Relallvr
Relent lor
TIM
.14
. 1 1
.11
.20
.21
.21
.25
.10
. 14
.49
.56
.62
.89
.66
.84
.81
.97
.98
1.05
1.05
1.12
1.15
1.15
1.17
LIB
1.20
1.22
1.25
t . 2«
Amount.
vg/l
•-100
•100
•100
1-10
10-100
1-10
1-10
-10
-10
-100
0-100
100
>100
-10
•100
100
100
-10
-10
-10
0-100
0-100
o-ioo
0-100
100
0-1 00
•100
O-1O1I
Tantatn*
Ictantifieation
Mr
Acetone
DU-.MoTonethane
1 flnbutymldehyde
2-M*thylpropenal (nethactdeln)
Methyl ethyl tetone
Chjoroform + Cj Hydrocarbon
1.1. I'Trfchlo roe thane
Telrawethylcyclopropane (T)
n-Heptane
Toluene
Ethyl •ethyl-1.3-dloxol«ne
Unknown
Cj Ketone
Unknown
Cj'Alkyl benzene
Cyclooctatetraene
C2' Alky] benzene
Unkninm
Cj Alkyl benzene
C3- Alkyl benzene
Cj Alkyl benzene
C? Alkyl benzene
^i Alkyl benzfne
(:9H10 M'thy1 styrene
I'aknown
<:} Alkyl benzene
Hydrurnrbon
fj MVyl l.t-nj-i-n..
Charactarifik tons in Man Spactnjtn
L/.linr,\
43(100)
49(100)
41(100)41(60)72(40)
41 (100)70( 70)42(30)41 (25)
43(100)72(111)
41 (100)43(96)57(95)83(90)85(60)
97(100)61(70)99(60)117,119.121
55(100)83(60)41 (40)98(20)
43(100)57(28)85(10)100(5)
91(100)92(60)
87(100) 59(90)41 (50) 72(20) 1 10(5)
106(100)65(60)51(50)
43(100)71(20)87(5)114(5)
87(100)59(80)41(60)56.43(38)129(2)
91(100)106(30)
104(100)78(60)51(32)
91(100)106(50)
43(100)71 (75)41 (52)56(40) 89(12)101 (2)
105(100)120(20)
91(100)120(20)
IOM100>120(20)
105(100)120(22)
105(100)120(35)
118(100)117(95)103(60)78(50)
55 (10(1)69(95) 11 5(90)41 (60)4S(46)4J(42> 71 (20)1 '.7(1)
105(100)120(381
57(100)56(73)41(65)72(40)
HlMtn<»)l?n( \'>)
-------
TABLE A-65. (Continued)
GC
Pak
No.
II
1?
13
U
IS
IS
17
18
19
40
41
42
41
45
46
47
48
*»
50
SI
52
53
54
Ret*t Ivr
Renent l"i
Time
1.10
1.11
1 . 14
1.15
1 . IS
1.17
1.19
1.10
1.41
1 .41
1.44
1.46
1.47
1.50
1.51
1.52
1.52
1.52
1.56
1.61
1.64
1.1?
1.97
Amount.
„«/!
1-10
10-100
1-10
10-ino
10-100
t-in
10-100
10-100
10-100
I-IO
1-10
1-10
10-100
1-10
1-10
1-10
I-IO
1-10
1-10
I-IO
1-10
•100
•100
Tantativa
Idanttfieation
<; H »R Mcihvl tlyrfn*'
f.£ Alkyl hrnrrne
C^ Alkyl hrnirnr
i:^ A 11,1 hrnirnr
<: - Alkyl hfnipn*
(^ Alkyl benrtiw-
C^ AUyl benxenf
C4- AUyl brmrnf
C: Alkyl beniene
C- Alkyl benz«n« •* allmnc
C4 + C -Alkyl benzene
C(- AlLyl benztne
C Alkyl benzene
C • »lkyl benzene
<: - Alkyl strene * C- Alkyl benzene
C; Alkyl benzene
CA- Alkyl benzene
Dnknnvn
Naphthalene
C; Alkyl benzene
Alkfne
H 1 pheny 1
nipht-nyt <>ther
Owrtcterntic lorn in Man Spectrum
II 7(1110) 11 R(4H) 1 I5( )»)(,!( ]B)1| (U)
I05(inn)i n(7s)i 14(75)
10',(IOO)tl4(U)
IOS( 100) 119(50)91(40)134(711)
II9(IOO)9I(30)I14(I«)
105(100)134(5)
119(ir)fl)9l(2B)l34(20)
119(100)1 14(r>)
119(100)91(30)134(20)
119(100)134(20)
119(100)105(67)91(40)114(12)148(1)
119(100)134(20)
119(100)134(211)91(22)
117(100)115(30)132(25)
1)9(100)91(29)148(12)
11 /(1 00) 11 5(27) 132.1 33(20)148(5)
1 19(100)91 (10)148(9)
119(100)134(30)
105(100)106(82)104(75)91(60)132.148(12)
128(100)
133(100) 105(30)9! (29) 148(20)
4 )( 100)5 7(95) 71 (45)85(20)
154(100)153(40)77(18)
51(100)77(95)170(90)141(70)142(65)115(40)
-------
TABLE A-66. IDENTIFICATION OF COMPONENTS IN NEUTRAL FRACTION OF SAMPLE NO. 28E
oc
•Mk
No.
1
1
3
4
5
6
7
8
9
10
11
12
13
Rmntioft
htdn
853
866
878
890
903
928
Ml
964
974
1002
1099
1355
1189
Amount.
Bl/l
**
***
«.
**-*
**
«
**
***
**
**
**
***
***
T«nuth*
Identification
DlMthyl -3-Pent«non«
Ethylbenzene
0-Iylene
P-Xylene
2-Butoxyethanol
Prop«nolc Acid, 2-Hethylpropyl Clter
Cj-Alkylbentene • 7
Nlxturt! 7
C3-*Uyll»nzene
Dec*n«
Itndecanc
lTl'-Blphcnyl
nlphenyl Ether
O»«.M.Iilk. lo~ In MM SpKtrum
43(100)71 (90)41(M) 70(20)111> (14)87 (5)
9) (100) 106(25)51 (13)65(1 1)77(8)
91 (100) 106(68)51 (11)65(26) 77(26)
91(100) 106(88)7708) 105(38)5106)
57(100)45(50)41(44)61(25)87(18)75(10)
71(100)43(81)40(57)57(51)89(23)91(8)106(3)
56 (100)41 (60) 105(57)69(51)57 (43) 115(31) 120(12)
56(100)69(94)115(86)71(24)73(12)157(4)
105(100)120(33)77(20)91(15)51(15)121(2)
154(100)153(41)152(31)76(25)51(17)63(13)
51(100)77 (97)1<.1(49)1 IO(5O)
Compound
3-Pentinonc. 2,4-Dla*thyl
Benzene, Ethyl-
Benxene, 1 ,4-Dlj»«th7l
Benzene, 1,4-Dlaethyl
Propanolc Acid, 2-4techylpropyl Ecter
Benzene, 1,2.4-TrlMthyl-
1 , 1 ' -Blphenyl
Benzene, l.l'-OxyVt*-
11
>10>
514
769
534
429
581
664
580
461
TABLE A-67. IDENTIFICATION OF COMPONENTS IN ACIDIC FRACTION OF SAMPLE NO. 28E
oc
PMk
No.
,
2
3
4
]
6
7
8
9
10
11
tnde>
901
987
999
1063
110]
1163
1506
2070
2080.
2165
2298
Amount.
Kl/l
• 4
**
***
**
**
ft*
**
~
"
*•
**
Tfntttiw
UintififMran
C > 6 F«tty «cld
Carbltol
Fticnol
BensoU acid
Octcnolc «cld
Diphenyl ether
Dodectuwlc acid
Ocudeccdlenolc «cld
Octadecenolc acid
C > 18 Fatty acid
C.-Alkyl ,oct*hydro.phenanthrene
carboxyllc acid
74(100)43(58)59 (14)87(33)99(16)101(8)
45(100)59(42)72(23)43(22)89(2)103(2)104(1.7)
94(100)66(71)40(21)95(7)
105(100)77(47)51(61)136(28)106(8)
74(100)41(41)55(32)87(40)127(7)
170(100)141(89)51(83)77(64)115(36)169(25)
74(100)41(54)67(56)55(38)115(8)170(7)183(1)
67(100)41(90)55(80)81(69)95(40)109(16)197(4)
41(100)55(99.5)69(50)74(46)87(26)180(2)
74(100)87(70)43(50)41(38)55(34)143(16)199(4)
43( 100) 1«1(65)55(6I)59(59)239(»0) 299(10)314(4)
Compand
Pentenolc ftctd.l^kttKyl, cwthyl ««t«T
Ethane, 1,1' -Ox ybli(2-echo»y-
Phcnol
Benzole acid, cwthyl e«c*r
Octenolc actd, aethyl eiter
B*nzene,l,l*-OKy1>le-
Cyclopentmeiaideccnoie «cld, atthyl ••tor
9,ll-Octad«c«dleiK>lc eeld, iMthyl e*t«r
10-Undecanolc acid, Kwthyt evter
Heneico««nolc «cld, twthyl eiter
(1-Hernyl ethyD-Hethyl E»ter
"<*
560
599
JJ7
60)
470
J»7
489
609
916
859
445
-------
TABLE A-68. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. 29VE
GC
r^k
tin.
I
t
)
4
5
6
7
8
9
10
11
12
11
14
15
16
1)
ia
n
20
21
22
2)
24
2'.
26
2.7
?«
?«*
Be 1 At tVf>
Relent 1'in
Tlrai-
U.I]
0. 18
0.18
0.20
Onblned
0.23
0.2*
0.27
0.29
O.JI
0.48
0.53
0.55
0.62
0.69
0.'2
0.7*
0.76
o.;;
0.98
1.00
1.05
1.06
.1.24
1.25
1.27
1.29
1.10
l.ll
1.12
Amount.
»gfl
1-10
1-10
•1
1-10
1-10
1-10
10-100
1-10
• 1
• 1
1-10
1-10
10-100
<1
• 1
<1
'1
t-10
- a
1-10
56(62> 70(45) 71 (42) 7(1 2)1 11 (5)140(5)
41(100)57(87)41(12)71(27)85(17)56(17)
55(100)41, 4 I(fl5)5h(».0)f.9(55)70( '.0)81(1 1)07.1 II (Id) 140(5)
-------
TABLE A-68. (Continued)
GC
PMk
No.
30
31
32
33
Relative
Retention
Tine
1.33
1.51
1.58
1.60
Amount.
Cdfl
1-10
1-10
1-10
1-10
Tentative
Identification
hydrocarbon
Undecane
CQ Ketonp (T)
naphtha Ipnr
Characteristic lorn in Man SpKtrum
55 (100) 43 (95) 56(85)4 1 (62 (69(60)70(40)42 (30) 83. 97(10)140(5)
43(1 00) 57(90) 7 1 (43) R5OO)
71 (100)4.1(65)99(20)55(10)
128(100)
oo
-------
TABLE A-69. IDENTIFICATION OF COMPONENTS IN NEUTRAL FRACTION OF SAMPLE NO. 29E
Mo.
1
2
3
4
5
6
7
8
9
10
11
12
1)
16
IS
16
ir
18
19
20
21
22
2J
24
25
26
27
20
29
in
856
87)
972
989
1002
1014
1154
1163
1202
121)
1239
1297
1302
1354
1376
1385
1395
1405
1414
1467
1502
1540
1560
1566
1591
1604
1615
166*
1702
1 M '
Mi/I
"
«
**
***
...
**
*»
*+*
...
**
.*
*•
**
«.
***
***
***
•«*
*•
.*
«
«
*-»*
«
...
—
«
~
*»
Tolti«n«>
nctunnl
Methjrloctcne
D»cene
Propylhcptarw>l
Decem
Dl««thyldecen«
Dl»ethyldec«n«
Dod«cen«
Dodrcen«
Nethoxy-C3-8«nxcn#
Ci-».»-Sub.t.- Aniline
T.o~r of 12
l.T-Ilphenyl
Dlphcnyl Ether « T
t • 15
Tetradecflne
Tetradeeenr
C ^ 14 Alk.M
C > 14 Alkftn*
Pentadccane
C > 15 Alknw
C > 15 Alkrnt
C > 15 Alkrn*
Hexadecene
Hrxadrcanp
HrxndRD-np
Hex.idfcpnc
Hpt-tadrc-.m-
»1MOO)92(58)6S( 18)51 (11)
551 100)41 (95)43(80) 70(58)8 J»20) 112(5)
56(IOO)43(62)4I(61)69(10)84(5)1|())
41 (100)55(95)70(70)8J(23)9M 13) 111(6)140(2)
43(100)41(82)57(78)55(71)70(36)85(15)97(6)140(8)142(1)
55(100)41 (94) 5608)60(56)97(1 1)140(1 2)
56(100)41(53)69(40)128(11)111(9)168(2)
56(100)55(92)41(89)69(40)83(11)111(9)168(2)
55(100)41(95)70(80)83(48)57(28)168(0.5)
55(100)41(70)69(65)83(37)153(20)168(14)170(2)
135(100)91(98)121(42)15003)77(30)
134 (100) 57(44)43(3°) 7 1(28) 119(28) 149(31)
119(100)149(30)120(27)91(20)77(14)
154(100)153(42)152(30)76(24)56(22)155(14)
170(100)51(95)77(88)141(91)142(81)169(28)171(13)
Hlxcd Spectre
57(100)43(76)71(58)85(30)97(11)111(4)196(1)198(0.3)
55(100)41(79)69(56)81(34)97(25)111(9)196(1)
43(100)57(94)71(70)55(55)85(34)168(1.9)167(1.8)
57(100)43(90)71(76)41(58)85(35)99(8)139(6)168(8)
Sane aa Above
55(100)60(81)41(69)83(41)97(20)111(21)224(1)
56(100)69(49)41(42)81(25)111(15)224(0.4)
56(100)61(34)57(36)69(12)70(12)83(12)97(8)154(1)
70(100)55(84)41(65)83(40)97(25)111(11)125(4)
57(100)41(75)71(61)55(58)41(55)85(10)
55(100)41(78169(59)83(44)97(39)111(17)125(5)224(1)
5S(IOO)61(94)41(BI)57(.59)h9(f>9)81(55)?7(lS)1l 1(14)168(1)
57(1 Ort)4 1 (
-------
TABLE A-69. (Continued)
GC
FMk
No.
31
32
13
34
35
36
37
38
39
40
41
42
43
44
45
46
47
48
49
In*.
1757
1764
1789
IB02
1816
1876
1955
1966
1987
1993
1003
2155
2196
2292
2357
2398
2553
2750
2949
Amount.
u»n
«.
*4
***
**
*-*
**
**
«
"
«
4*
**
**
**
-
*•
**
"
*•
Tflntativ*
M*ntilication
C _; 17 »lk»nr
C £ 17 Alkene
C ... 17 Mk«tu-
Octadecene
C ^ IS Ilk.™
C f_ 18 «lk>ne
HepC«dec«nol
C ^ 19 Alkine
C > 19 Atk*n«
Elco.ene
C £ 20 Alkcoc
C > 20 Alkcnc
C > 21 Allura
C .> 22 Alkene
C J 23 Alktne
C > 23 Alkcnt
Docotanol
C ^ 27 Alkciw
C .^ 29 Alken«
Omcnrlttic lorn in Mv> SpKtrum
5M 100)41 (51)69(51)81(29)97(18) II 1(20) 12617) 139(3)154(2)
M,(100)41(47)70(36)69(34)83(15)9;(IO)11IC>>
70(100)55(66)41(54)83(28)97(19)111(9)125(4)
55 (1001 57 (85)41 (82)43 (78)60(70)83(71) 97 (55) 11 1(23)
57(100)43(80)55(62)71(62)41(60)85(35)97(2!) lll(ll)
57(100)55(95)41(85)43(84)71(60)83(38)97(36)180(2)
55(100)41(86)43(84)69(72)82(63)97(42) 111 (20) 125(8)196(0.3)
57(100)43(87)41(52)71(69)85(41)99(10)113(6)127(4)
56(100)55(67)57(66)41(55)69(56)83(34)97(23)111(18)126(9)
56(100)57(57)55(54)41(50)70(41)83(17)97(11)111(8)
55(100)57(89)43(83)41(79)69(71)83(75)97(62)111(27)125(12)
57(100)43(88)55(72)41(63)71(62)85(35)97(28)111(13)
55(100)57(74)43(84)69(73)83(64)97(46)111(21)
56(100)57(74)55(72)69(58)83(37)97(28)111(19)
55(100)41(79)43(90)57(88)
55(100)43(89)41 (78)69(72)83(89)97 (50)111(22)125(10)
56(100)57(78)55(73)69(59)83(37)97(30) 11 1(20) 126(7) 139(7)
56(100)57(85)55(79)69(65)83(40)97(39)111(25)195(1.5)
Compound
ft-Trldecene, 7-Hethrl
1-nctenr. 3.7-Dlnethyl-
1-Dodecene, 2-fithyl
1 -Octcdecene
l-HcpC«decanol
1 -Noncdccttnc
1-Docoaanol
51
>i(P
757
749
575
775
820
774
673
-------
TABLE A-70. IDENTIFICATION OF COMPONENTS IN ACIDIC FRACTION OF SAMPLE NO. 29E
GC
No.
1
I
3
4
5
6
7
8
<»
10
II
1?
1)
14
910
1057.
1066
1095
IIU
1232
1250
1164
1442
1496
1885
1911
2080
2086
Wl/l
»•»
*«
..
**
**
«
..
**
«
**
«
**
~
**
... T
C £ 6 Fatty acid
C - 7 Fatty «cld
Rcnzoic >eld
Hethylphennl
Benxenracetfc acid
M*thony C1~Allcylbefuene
C ^ 10 Fatty add
Dlph*nyl ether
C ^ 11 F»tty »cld
C ? 11 F«ttr acid
C .; 16 Fatty #cld
H*K«notc >cld
Octadecenolc *cld
Octadecenolc »cld
OiMMriRie Ion hi thm SpKtrum
74 ( 100)43(83)59(4718; («,)99(22) 101 < ID
74 (100)43(41 141(40) 59(23) 101 (21 1121(5)
103(100) 77(90) 51 (76) 136(27)
107(100)108(90)77(58)79(50)51(34)63(17)
91(100)65(24)150(19)63(11)
135(100)91(69)121(42)150(32)51(24)65(20) ' ' ""'
74(100)41(44)43(38)101(33)59(24)155(3)
51(100)77(63)141(66)170(65)65(32)115(32)142(44)171(8)
103(100)43(98)71 (57) 19(46)55(31)61 (26)127 (3)
74(100)87(57)41(48)55(34)115(19)170(20)141(14)183(2)
55(100)41(95)69(52)74(50)87(31)152(7)194(4)
74(100)87(63)43(53)55(38)143(12)
41(100)55(98)69(50)74(47)87(28)180(2)
55(100)67(53)74(44)87(26)98(16)264(1)
Convoum)
Phenol. 2-MFthrI
B«nsene.2-H«thoxy-l,3.5-Trt»ethrl
Beniene .1,1' -Oxybi*
NorMnolc «cld. aathirl etter
1 1-Octadecenolc cctd. aethyl e«t«r
Henelco««nolc «cld. aethirl «*t«r
10-llndecenolc acid, Methyl ctter
11.
.11)3
548
541
J75
535
584
513
545
409
690
500
697
656
590
823
TABLE A-71. IDENTIFICATION OF COMPONENTS IN BASIC FRACTION OF SAMPLE NO. 29E
oc
Pa*
No.
1
2
3
4
Mn
111]
1198
1215
1293
*noum.
nft
-
*
•
•*
hkntincnion
Di«lth7l«nllln«
Qulnolinc
H-ethrl-0-ToIuldln* or C3-iUjrUnlllne
Dlethjl«nllln«
Omicmiux. lorn In Mat Sp«ctn»ii
106(100)121(40)77(13)79(8)
129(100)102(22)128(20)130(10)75(10)63(6)
120(100)135(36)121(11)91(10)77(9)106(6)
134(100) 149(38) 119(20)91 (10) 77(7)65(3)
Compound
Prrldtnc. 3.EChyl-5-M«thyl
Qulnollne .
S.I.
fl'93
496
757
-------
TABLE A-72. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. 30VE
GC
PMfc
No
,
J
1
4
;
6
J
8
9
10
11
1?
1 )
14
15
16
17
IB
14
20
21
}2
23
24
25
RHar lv»
Tine
O.IU
0. 10
0.10
0.11
0.12
0.21
0.22
0.13
0. 70
0.98
1.00
i.ie
1.19
1.21
1.11
1. 12
1.37
1.18
1,19
1.40
1.44
l.«7
1.50
1.51
1.55
Amount.
MQ/I
1-10
1-IU
i-in
i-in
I-IO
1-10
i-in
1-10
1-10
1-10
(«)-
1-10
1-10
1-10
I-IO
1-10
1-10
1-10
1-10
1-10
I-IO
1-10
1-10
1-10
1-10
T«nt*tiv«
Identification
Air
Rulene
Aretcme f
Tr li-hlorof luornnethane
IJIchtoroethylene
[Hch to rone thane
Hethvl cyclop«nlone
1 .1 .1-Tr Ir.hloroelhane
Tr Ichloroethylene
C^ Alkyl benrene
I, S.
C^ Alkyl benzene
Cj AUyl benzene
C^ Alhyl benzene
Cj Alkyl benzene
Methyl ntvrene
C4- Alkyl benzene (dlethyl) CinH14
C; Alkyl benzene
0- Alkyl benr.ene (e.chyldtMethyU
C- Alkyl benzene (nethyl propyl)
C - Alkyl benzene (ethyl dlnethyl)
C- Alkyl benzene (ethyl dlHethyl)
C - Alkyl benzene
Ethyl ttyrene C _H
Ch»TKt*iitic lorn in M«u SpKtrum
44(100)
41(100)54(70)
41(100)58(50)101(10)101(1(1)101(2)
-
61(100)96(67)98(50)
49(100)
56(100)41(62)69(40)84(4)
97(100)bl (66)99(65)63(22)11 7, 119(1 2)
95(100)130(80)112(70)
129(100)111(95)166(95)
91(100)106(50)
75(100)
105(100)120(30)
105(100)120(10)
105(100)120(21)
105(100)120(75)
117(100)118(50)115(16)91(20)
105(100)119(85)91(10)114(25)
105(100)57(40)119(25)1 14(15)
119(1OO)')1(JO)114(20)
105(100)1)4(12)
105(100)91(28)114(20)
119(100)91(10)105(22)134(15)
119(I'K»9I (25)134(20)
119(100)91(22)114(20)
117(100)115(10)
-------
TABLE A-73. IDENTIFICATION OF COMPONENTS IN NEUTRAL FRACTION OF SAMPLE NO. 30E
GC
No.
1
2
1
4
5
6
7
8
9
10
11
12
1}
14
15
16
17
IS
19
20
21
22
23
26
25
26
27
Ma
•63
869
U3
(97
908
93*
942
948
957
974
1002
1011
1017
1029
1039
1057
1064
1082
1099
1122
1128
1133
1151
1164
1261
1274
1457
Vf/1
*.
~.
***
...
**
«
**
**
**
***
ft*
**
**
**
**
*•
**
**
**
**
**
**
**
**
*-*
«
..
Toluane
Cthylbenzrne
o-O«ylen*
p-Xylene
2-Butox]rcth*nol
C)«AUyltMiaene
C^-Alkylb*ftf«ne
C,-»Url^tuen»
Cj-Alkylbttuene
Cj-Alkylbenxene
C3 ^Alkylbenzene
Nethrlccyrene
€3 -A Ikany 1 benzene
7
C4-Alkylbeiuene
C4-Alkylbcn>enc
C4-AlkrlbenAlk7lbenzene
C4-Alkylhenzene
Cthylityrene
Ethylvtrrene
C4-Alfcylbenxene
NttfhtlMlene
C^-Alkylbenzene
Hechylruphclulenc
h>thrln«phth«Une
7
Om».<»Ullc lam hi ktet Swetram
91(100)92(58)65(16)51(10)
91(100) 106(23) 51 (16)65(14) 77 (12)
9I( 100) 106(.16)77( 16)91(15)65(10)
91(100)106(34)77(16)51(17)65(11)63(10)
57(100)45(53)41(52)87(18)
91(100)65(18)120(15)51(15)
105(100)120(27)77(20)91(17)79(16)51(13)
105(100) 120(37)91 (1» 77 (23)51 (K)A3( 10)65(10)
105(100)120(38)77(24)79(19)51(14)65(12)63(11)
105(100)120(34)77(18)91(16)51(14)79(13)65(9)630)
105(100) 120(33)77 ( 19)91 (15)M (14)79(14)65(9)63(9)
117(100)118(57)91(32)63(26)51(22)
115(100)116(90)63(32)89(22)117(16)
57(100)59(26)115(14)
119(100)134(29)91(40)105(21)77(22)51(16)65(12)63(10)
119(100)91(33)134(25)77(20)51(15)65(11)63(10)
119(100)9(33)134(27)107(22)77(17)51(13)65(12)63(10)
119(100)134(38)91(30)77(17)91(12)65(11)63(8)
119(100)134(36)91(31)77(17)91(14)65(11)63(8)
117(100)91(44) 132(29)51(26)63(18)65(17)
117(100)115(40)132(31)91(23)63(18)65(14)77(14)
119(100)134(34)91(30)51(18)63(18)65(18)
128(100)102(16)51(18)63(14)129(10)
133(100)148(24)77(20)119(17)105(18)51(15)91(15)65(10)
142(100)141(89)115(60)63(20)51(17)
142(100)141(94)115(65)63(22)51(13)
57(11)0)71(25)167(31)165(27)1)7(13)
Compound
ncnlftne, Hkthyl-
B«ntenc. Ethyl
Benzene. 1,2-DlMthyl
Benzene. 1.4-DlMChyl
Ethenol, 2-Butoxy
Benzene. PTOpyl
Benzene. 1 -Ethyl -2 -Methyl
Benzene. 1.3,3-Trl»ethyl
Benzene, 1 -tthyl-J -Methyl
Benzene. 1,2.4-TrlMthyt
Benzene. l,2,4.Trlc«thyl
Benzene. l.Ethenyl-4 Juthyl
Benzene. 1 ,2-Propadtenyt
Propane, 1-(1, 1-Dtzwthyl EChox]r).2-M»thyl
Benzene. 2-ethyl-l,4.Dl«ethyl
Benzene. 7. -Jthyl -1 ,«-DI»ethyl
Benzene. 1 -Methyl -2-< 1 -Methyl EthrD
Benzene. 1 ,2.4.5-Tetrazfechyl
Benzene, (1-Echyl, Propyl)
Benzene, l-Ethenyl-4^chyl
Benzene. l-Ethenyl-4-Ethyl
Benzene, 1 .2 ,4.5-Tetruothyl
Naphthalene
Benzene. 1 -Ethyl-3-(l Jfcthylethyl)
Naphthalene. 2-Methyl
Naphthalene, 2-Hethyl
S.I.
» to3
543
742
698
533
M4
443
701
675
660
659
654
468
415
603
523
552
611
522
337
414
541
464
418
715
385
413
325
-------
TABLE A-74. IDENTIFICATION OF COMPONENTS IN BASIC FRACTION OF SAMPLE NO. 30E
GC
Pa*
No.
1
2
tnda.
997
1063
Amount.
Uffl
*
*•
Tanutiva
kkntiticalion
Dt«rthrl Aniline
t
CharacMrMK ton« In Man Spactnim
106 (100) 121 (60) 120(20) 77 (24) 79(18)
100(100)42 (14) 56(15) 70(14) 101 (6) 145(5)
Compound
Prrldlne, )-ettlyl-4-Metriyl
Urea. Trlethjrl Hltroao-
aaaaBBa
11.
.103
629
348
TABLE A-75. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. 31VI
T.C
Tc.iV
Ho.
1
2
)
4
i
6
'^
8
9
in
11
12
13
14
H. ?.it Ivc
K.-lviilloi
Timi.-
.12
.16
.16
.17
.17
.21
.23
.>'>
.76
.29
.35
.36
.68
1.00
Amount.
/'O/l
--
1-10
1
1-10
10-20
<]
<1
:D)4'i(')f,)7'.(<.'i)
'.9(inO)8'.(52)Sr,(.15)
«l(inri>19(ftS)7(-.( |->)-.5.;H(12)
nj(ioo)K'>(f>;)
'.J(ICIl)/.l(41)S7(lB)V)(IO)fi9(.'.)
4?( 100)41 (n'l)i-v(S/)30(.l)72(jn) 71 ( 37)90(1 Q>
97()00)')l(67)f>lC. 1)1 19(17)
78(100)
63( 100) f>2(7S)41 (OH) 19 (50)65(10) 7 7(27)76(2(1)
95(1011)1 W(90)I1:1(»7)'I7(62)
HI ( 100) K,»>(:i.') 129(78) 16'. (67)
75(100)77(33)
-------
TABLE A-76. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. 31VE
r,c
Puk
Nn.
1
'
'
4
'•
7
10
1 1
12
1 )
14
16
"
IH
19
20
"
"
«
»
"•
11
j"
:rr-
H. 14
o.i*
O.I/
0.21
'
0. II
'
0.50
O.W
0.59
0.62
a.M
o.n
0.76
f).H2
0.8)
(t.t)4
O.HH
O.97
1.04
1.07
1.19
1.23
'•»
Amount,
eg/I
-
I-KI
lO-IIH)
10- IOO
l-ln
in
l-IO
1-10
1-10
1-10
1-10
10-100
l-IO
1-10
1-10
10-100
10-100
l-IO
>100
10-100
l-IO
1-10
-•100
Tcnntiv*
kfentificjtion
All
.„•„«•
.,„..„,
""h» k"™"
etliy Isopropyl fceione
R,,,,,n,
; j <, . e - R - . ,J w yl pent en*
n n.-wn y TO.«T on
<;7HI2- e-R-« M'thy' li^xadlene
(:7"12
CflW,6. *-B-- Dl^thyl h«*ne
Unk nown
('; Ketnne. e.g., J ,4-Dlmrrhyl-l-pentane
3-Heihyl-2.4-pentan«dlon* (T)
4.4-ni^thylheptane (T)
CH Krtnn*. e.g.. 4-Hrthy 1 - 2-heptanone (T)
Unknown
CpAlkyl bcnrene
Unknown
Unknown
j-i:,h,i-i-h,.™i
Charactarntic loot m Man Spactrum
44(100)
ti3(feO) (SO) h(48)
43 (100) 58 ( W»S7.41(?0)8S(12)100(S)
8l(IOO>/«lM»9M4«)SU4;)«IC40)
fll(IOO)/9(32)96(4S)M.41(40)
69(100)41 (BH)S',(40) 70(35)117(30)
S7(100)4|(37)1U(M)H',('>)7I( 1)
inn i* TriHtH-w mi/ ir
( ' '
43(100) 7) MO) 41 ( 1 7) SS(1 0)70(9) 06(8)
M(100)72(?8)71(t5)«0)l|40)
41(JOO)fl5(JO)4l(2^)M(?0)
43(lOO)/2( »S) MIOO CftH|jO
43(100)58(93)59(30)S/(2R)41(22)fl.S(15)
*>1 ( 10O) 106 ( 3M
109(IOO)n7(f>8)9l(V)) 124(20)
6«»( 100)43(85)4) (70)84(50)57(10)
10'»(IOO)1?0(2S)
(>7(IIIO)l09r9S) 124(40)
41< )OO)/H9M70(2A)4H)8)
S7(IOO)61(M)41( W)SSf \S)*>9(?1)B1{1?)«»M2)
-------
TABLE A-77. IDENTIFICATION OF COMPONENTS IN NEUTRAL FRACTION OF SAMPLE NO. 31E
oc
No.
1
2
3
4
5
6
;
>
9
10
11
12
13
14
IS
16
17
18
19
20
21
22
23
2*
2?
26
27
28
29
30
807
818
.825
850
855
864
869
883
924
935
982
1031
1061
1082
1087
1108
1119
1137
1164
1187
1193
1201
1207
1217
1229
1561
1690
1718
2408
241R
H|/l
~.
—
**
**
«
*•
«
«.
***
***
***
***
**
**
ft*
**
**
**
**
ft*
**
**
**
ft*
**
**
*
"
*«
• •
Heptane
Methyl eye lohex«n«
C > 8 Alkanc
Toluene
C > 8 ALkcne
Alkrl Ether ?
Ethylbenzene
Styrene
C > 9 AlkMe
Cj-AUylbenlene
C3-Alkylt>encen« « ?
Hethylheptanol
Alkyl-Alcohol C > 8
AUyl-Alcohol or Alkene
Alkyl^lcohol or Atkene
AUyl-Alcohol or Alkene Mixture
Altyl-Alcohol or Alkene
Alkyl-Aleohol or Alkene
C > 12 Alkene
Alkyl-Alcohol or Alkene
Alkyl-Alcohol or Alkene
Alkyl-Alcohol or Alkene
Alkyl-Alcohol or Alkene
t-rtienyl -l-Propanol
Subet . -SCyrene
T
Subet .-Styrene
SubBt.-tt
Compound
Heptene
Cyclohexene. Hathyl-
Hetane, 3.4-Dl»thyl
Benzene, Methyl
Bencene. Ethyl
Benzene, Ethenyl
He»ne, 2,3,3.3-Tetre-Methyl
Benzene, (1-Methyl Cthyl)-
l.Hepcaool, 6-Hithyl-
1-Octanol
1-Heptanol, 6 -Methyl
1-Heptenol, 6-Methyl-
4-Decene
3-Heunol, 2.4-DtMthyl
l-Heptenol, 6-Methyl-
1-Pentedecene, 2-Methyl-
1-Decanol
leoctcne, (Ettwnyloiy) -
1-Heptenc. 6-Hethyl
1-Donene
5.1
« 103
688
593
369
54J
749
622
619
661
898
772
637
616
670
577
746
736
787
360
623
527
-
>
--J
-------
TABLE A-77. (Continued)
GC
PMk
No.
31
32
33
Mn
2516
2529
2611
Amount.
»•/!
***
~
**
T«nt»lrw*
Identification
Subct. -Benzene
Suhst. -Benxene
Subttt . -Benzene
Ch*r*ct*ri*tic torn in MM§ Spectrum
91 (100) 179(63)207(23) 77 (19)206(10>20A<4)
91(100)129(70)207(30)105(25)77(22)
91 ( 1 00) 1 29(40) 1M( 37) 77 (20)65 (16) 207 <9> 208(9)
Mon fteHOfMbto Btomwn Match
Co*npound
it.
x 103
-------
TABLE A-78. IDENTIFICATION OF COMPONENTS IN ACIDIC FRACTION OF SAMPLE NO. 31E
GC
Peak
No.
1
2
]
4
5
6
7
1
9
10
11
12
13
14
15
\t
U
18
19
20
21
22
23
24
25
26
27
28
29
838
842
152
868
161
878
882
691
WO
902
912
928
940
942
94S
9*7
974
981
994
100}
1061
1M9
1089
1097
110)
1119
113J
1159
1163
1166
Amount.
U8/I
»
*
~
**
-
**
**
~
*«
«
**
„.
-
-
**
***
«.
...
***
****
-
~
**
**
..
«
**
••
«*
*•
Tanutive
C •> 6 Fetty acid
C > 6 Fatty ecld
C £ 6 Fatty ecld
C ^ 7 FAtty Held
C > 7 Fatty «cld
C > 7 Fatty «cld
C > 7 Fatty «cld
C > 7 Fatty acid
C > 7 Fatty actd
C > 7 Fatty acid
C > 7 Fatty acid
C > 7 Fatty acid
C > 7 Fatty acid • 7
C i 7 Fatty acid • 7
C > 8 Fatty acid
C > 8 Fatty acid
C > 8 fatty acid
C > 8 Fatty acid
C > 8 Fatty acid
Bentolc acid
C > 8 Fatty acid
C > 8 Fatry acid
C -> 9 Fatty acid
C > 9 Fatty acid » 7
C > 9 Fatty acid
C > 9 Fatty acid
C ^ 9 Fatty acid » T
C j 9 Fatty acid
C ^ 9 Fi*tty (icld
i: • 9 F.iLty ai Id
ChannvMc lam ki Moat Spactmm
74(100)43(31)59(28)99(15)101(14)
74(100)87(63)55(51)63(48)57(42)99(30)104(22)
88(100)4306)97 (38) 101 (36)69(25)74(19)113(8)
88(100)57(33)41(27)87(19)69(17)113(6)115(5)
88(100)57(26)41(18)59(16)87(11)115(6)113(5)
74(100)87(74)43(41)59(35)69(33)101(32)113(20)129(2)
74(100)43(36)59(27)73(26)101(24)113(14)
87(100)74(99)55(67)41(46)73(41)59(36)115(28)111(24)
87(100)102(61)55(30)57(22)115(19)130(10)143(2)
87(100)107(64)116(44)57(35)127(4)129(4)
88(100) 101 (32)57(28)69(24)41 (23) 129(8) 127 (5)
74(100)101(34)43(26)59(20)88(19)127(6)143(2)
69(100)41(54)87(56)55(43)84(36)116(18)
88(100)57(62)41(37)74(42)111(26)127(15)143(12)
87(100)102(70)41(38)55(36)57(34)69(28)130(12)
74(100)87(37)55(34)43(28)609(23)115(15)127(11)
74(100)87(65)41(38)69(14)101(32155(27)59(25)127(14)129(8)
74(100)101(32)59(16)69(14)87(11)127(10)143(1)
74(100)55(74)115(75)83(68)87(64)59(34)109(26)127(12)
105(100)77(66) 136(36)51 (21)115(4)
74(100)101(60)41(30)55(28)115(14)123(10)141(6)
87(100)74(38)55(48)57(44)99(18)115(14)141(9)157(2)
88(100)101(99)87(82)41(48)69(48)43(41)129(20)141(7)143(6)
87(100)101(88)74(74)55(65)102(73)111(46)143(46)
88(100)101(68)69(37)43(37)55(36)129(19)143(10)
74(100)55(62)67(61)41(53)97(40)115(38)129(34)163(4)
74( 100)88(29) 55(27)«7(20) 129(17) 143(1 7) 1 55(3) 157(3)
74(100)55(46)83(40)88(37)115(30)87(25)157(18)
74(100)101(48)55(24)69(24)137(8)155(4)157(3)
7ft ( 100) m()R)5S (26)43(22) 157 (20) 143 (8)
Cmnnd
Pentanolc acld,3-aMthyl-awthyl eater •
Fentanolc acld,4-Hethyl-octhyl eater
Heptanolc acid, avehyl eater
Hexanolc acld.5-a>ethyl. awthyl eater
Heptenolc acld(2-Fropyl.attthyl eeter
Mniolc acid. H.C.
Nonanolc acid, eatthyl eater
Undecanolc acld.2-eMtbyl. aethyl eater
Hepteiwlc ecld.2-ethyl
Decenolc ecld, oethyl eeter
11
* 10>
541
477
475
419
434
445
572
438
506
456
450
••o
00
-------
TABLE A-78. (Continued)
oc
tak
No.
10
31
3?
33
34
)5
36
37
38
39
U>
41
42
43
44
43
46
47
48
49
fMaMlon
Maa
1169
1174
1176
USA
1190
1199
1203
1211
1215
1217
1221
12)2
1234
1238
1911
1978
1080
2111
2230
2512
Amottit.
Mt/1
»»
«
*•
**
...
***
»*
**
**
«
**
**
**
**
**
**
«
«
«
.*
TinmKi*
UMtilkanon
C i 9 ratcy *cld
C -- 9 f«tty «cld
C ^ 9 F«tty acid
C ^ 9 F«tty «cld » 7
C ^ 9 F«tty acid
C ^ 9 Fatty Icld
C £ 10 Fatty acid
C > 10 Fatty acid
C ^ 10 Fatty acid
C > 10 Fatty acid
C £ 10 Fatty acid
C > 10 Fatty acid
C > 10 Fatty actd
C > 10 ratty acid
Hrxanolc acid
7
C ^ 18 Fatty acid
C .> 18 Fatty acid
Subat. phenanthrena earboxytlc acid
Subat . phenanthrene carboxyllc acid
Oa.act.rtnk lam hi Maai Spacmm.
74( 100)101 (49)69(26»S( 19) 59(18) 143(8)
74(100)87(95)55(55)69(47) 113(30) 143(16)1}! (8) 157(4)
74(100)101(83)55(30)69(29)87(30)143(7)155(6)171(2)
74(100) 101 (86)55(33)97(22)87(20) 1431 S) 155(4) 157 (3)
87(100)74(67)55(52)97(24)143(8)155(4)157(2)
87(100)74(54)55(46)57(38)97(22)155(4)
87(100)74(54)55(44)1 13(15) 143(5)155 (6)171(1)
101 (100)87(99)75(81) 102 (67)69(62) 113(37) 155(16) 143(6)
74(100)87(60)97(60)69(57)55(54)41 (47) 129(A2) 137 (17)
74(100)55(80)83(65)87(39)111(35)143(28)
74(100)115(54)55(48)87(40)83(34)137(14)143(3)
129(100)97 (66)69(65)87 (54)74(47)41 (M)»(W» 117(11)
129(100)97(66)69(60)74(54)87(55)55(43)137(11)
111(100)83(99)74(82)55(81)87(67)143(56)154(4)
74(100)67(85)55(28)143(24)227(6)
134(100)107(32)79(29)57(24)166(21)167(21)234(5)
55(100)69(72)74(70)81(62)87(54)97(56)180(10)264(8)
74(100)87(86)143(31)55(29)199(14)
121(100)91(24)105(19)241(3)316(2)
121(100)81(35)107(30)189(27)302(3)303(2)347(1)
Compound
Hexanolc acld.5-aMthyl-oethyl eater
Tetradecanolc acld,12-a»tthyl-aMthyl eater
OctaD*dtolc acid, dlaathyl eater
Dodecanolc actd.lO-Matbyl'Mathyl aatar
10^)ctadecanolc acid. a*thyl eater
Henetcoaanolc acid, aethyl eater
&l.
> 'O5
410
415
420
5»6
4>1
537
VO
TABLE A-79. IDENTIFICATION OF COMPONENTS IN BASIC FRACTION OF SAMPLE NO. 31E
No.
nw.nlmi
fcHto
Amowii.
Il«/l
kttnl.n^l^.
Neutral comommtm were «o conccntri
flO bMAc W+PO"pA* "*'* fdentlfl«d
Owracttrtctk torn in MH§ Spwtrum
ted that thmi were »l*o extrtctcd Into b>*lc fraction.
ID thl« fraction.
Compound
11.
. 1f>3
-------
TABLE A-80. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. 32VE
CO
o
GC
Peak
No.
,
2
3
4
5
6
7
a
9
10
11
12
11
14
15
16
Relative
Retention
Time
0.19
0.24
0.25
0.25
0.26
0.30
0.33
0.35
0.35
0.36
0.40
0.43
0.44
0.59
0.83
1.34
Amount,
ug/l
10-100
10-100
1-10
1-10
10-100
1-10
1-10
1-10
1-10
1-10
1-10
1-10
1-10
1-10
1-10
Tentative
Identification
Air
IHchlororoethane
Cyclopentad lene
Cyclopentene
1 Pentene
Cloroform
Benzene
C^Hp eg Cyclohexadlene
CAHfl eg Cyclohejcadlene
CAH|Q eg 2,4-Hexadlene
Cyclohexene
fir otood tchlo rome thane
Tetramethyl butane (T)
Unknown
C H.^ CR 4-Vlnylcyclohexene
Olcyclopentadiene
Characterntic Ions in Man Spectrum
44(100)
49(100)
66(100)65070)40(40)
67(100)68(45)53(20)
42(100)55(35)70(25)
83(100)85(70)82(40)47(38)53(30)85(10)
78(100)
79(100)80(50)77(45)
79(100)80(55)
67(100)82(22)41(21)
67(100)54(70)82(35)41(33)
83(100)85(70)47(28)127,129,131
57(100)41(32)56(30)43(22)
43(100)71(48)70(30)84(29)91(18)94(13) (Weak, spectrun)
54(100)79(60)66(40)80(30)
66(100)65(20)
-------
TABLE A-81. IDENTIFICATION OF COMPONENTS IN NEUTRAL FRACTION OF SAMPLE NO. 32E
GC
No.
1
2
1
4
5
6
7
t
9
10
11
12
13
It
15
16
17
ID
MOMion
Indn
S62
86;
881
948
957
972
1151
1191
126]
1276
lisa
13O4
1398
1433
1481
1353
1633
1700
Amo~t.
Mi/I
..
».
**
**
*•
*•
**
***
~
«
**
**
*•
**
**
**
~
**
!««-.
Cj-AlkylbenE«nc
C^ -A Ikyl benzene
;
Indene
Hethyllndene
HethrllndeM «:,(,»,„) * ^J-AIkylbeniene
Naphthalene • 7
TetrahvtoxltJe C^HflO^S
Methf Incphthilenr
Hethylnflphthalene
Dlhnlto dl^th.llndme
Tetr«h]rdrodlMth]rln«phth«lene
Alkr] «lcotu.l r. •_ 12
SubflC. •Uylbencene « t
Subsc. «lkytb«nzene 7
Mixture 7
Subit. •IkrlbencciM * 7
Suhut . •Ikytbenzone
Ch»«ct»ink lorn in M» SpKtmm
105(100)91 (46)il< 38)120(34)1; (35)
105(100)91 (26)51(32) 120(34) 77(38)
66(100)51(11)76(7)77(6)
115(100)116(90)89(22)63(35)51(20)
1 15(100) 130(73) 51 (35)63(29) 77{2M 117 (29) 131 (13)
11 5(100) 130(82) 129(62)51 (2B)63(26) 77(20)
128(100)102(15)51(16)63(14)74(12)129(12)
41(100)56(56)55(50) 120(14)64(8)
142(100)141(89)115(61)63120)89(12)51(12)143(13)
142(100) 141(94)1 15(64)63(21)89(12)741 11)143(12)
131(100)146(58)115(42)10)()7)6](]5)5l(25)77(23)91(20)
115(100)117(97)160(52)43(41)145(37)91(15)63(31)
69(100)84(87)43(62)55(46)131(8)174(5)
104 ( 100) 77(36)91 (25)6J (19)51 (18)69(15)148(12)
117(100)118(92)91(32)77(24)51(21)63(18)162(6)
98(100)79(71)77(47)70(31)41(29)152(26)175(31)
91(100)77(92)51(60)105(55)130(55)144(40)172(25)190(12)
91(100)77(78)79(71)117(60)143(55)65(40)186(22)204(22)
Mo*t R>MOMbto Btofnmn Atoteti
Compound
Benzene . 1 -Ethyl -2 -Methyl
IH-lndene
lH-lndene,3-Hethyl
Azulene
Thtophene .tetrfthydro-l.l^ltoxtde
Naphtha lene,2-oethyl
Nephttulene. 2 -«ethyl
IR-lndene^^-dlhrdro-A^-dlaethyl
S.I
.1ft)
431
398
368
559
414
349
437
362
1 340
00
-------
TABLE A-82. IDENTIFICATION OF COMPONENTS IN ACIDIC FRACTION OF SAMPLE NO. 32E
•••••i
GC
Peek
No.
1
1
3
6
5
6
7
a
9
10
11
12
lore
1085
lit*
1280
1321
1331
1341
13}l
1356
1361
1539
1692
**
**
***
*
**
-
»*
**
**
**
«
**
;
7
7
Hydroxybenxolc ecld
?
7
Subet. naphthalene
Subet. naphthalene
Subit. naphtbatene
7
7
7
Chirictwistic lorn in MM§ ^Mctrum
»6< 100) 91 (22)ft5(19) 55(16) 77 ( 14)121 (S)IJ2(«)
66 ( 100)91(22)65(20) 55< 18) 77(12) 121(5)152(5)
^1(100)56(62)55(5') 120(.1B)48(24)64(23)
134(100) 106 (48) 105(47) 77 (46) IM(U) 135(30)
172 (100) 157(12)'); (63) 113 (58) 125(46) 79(41)59(34)45(27)
95(100) 126(90)91 (36) 77 (24) 146(14) 14 7 (8)
186(100)59(66)171(60)127(53)139(42)45(21)
186(100)171(64)111(50)127(44)139(44)59(42)
186(100)111(66)171(44)59(35)93(31)127(30)155(18)
117(100)186(59)111(64)115(62)59(44)77(22)171(25)
129(100)128(88)188(39)127(36)153(28)212(6)
126(100)79(76)77(56)175(59)147(24)202(7)
Compound
Benzole •ctd.2-ti7droxy-6-«ethyl ,*ethyl ect
i^^HM
ll
> to3
ir 564
00
K3
TABLE A-83. IDENTIFICATION OF" COMPONENTS IN BASIC FRACTION OF SAMPLE NO. 32E
oc
No.
1
2
3
4
(Mention
tnden
1109
1172
1225
12)2
Amount.
«f/l
»
••*
*
*
Tentetm*
Idmilknion
C4-*lkylprrldln«
mcture, SulfoUne « 7
Dlncthrlqulaollne
KUture 7
Ounemlilk. lorn In MM Specmjm
135(100) 134(61)120(26)19(18) 77(15)91 (15)
41(100)56(59)55(54)120(50)64(18)148(10)149(5)
157(100)115(20)142(13)156(23)158(13)89(8)
131(100)121(78)103(52)91(42)77(28)146(40)206(2)
M^R»oo«. 8-n«,nM«d,
Compound
Frrldlne, 4(1 , l-Dl«thyl EthTD-
Thlophene. TetTAhydro
Qulnollnr, 2.4-Dl*ethyl
lH.Indme-1.2-Dlol,2.3-01hydro-l-l«ithyl
S.I.
,10>
263
294
too
583
-------
TABLE A-84. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. 33VE
oo
GC
f>Mk
Nn.
1
!
I
'.
5
6
/
a
9
10
it
\i
11
14
15
16
17
1R
\1
70
21
R«l»r lv>
'clpal l«r
Tl«».
fl. 1 1
it. It,
0.16
n. 16
0.16
o.i;
0. 17
0.21
0.2J
0.26
0.28
0.33
11.18
0.1.1
0.48
O.SJ
0.92
1.00
1.21
1.23
1.44
Afnnunt.
ug/i
. _
.,
1-10
I-IQ
l-in
10-100
1-10
1-1
1-10
M
61 (100)96(40)63(30)98(28)
49(100)
66(100)65(70)40(40)
43(100)72(20)
45(100)43(48)87(20)59(10)
97(100)99(M»61(«))U7,119.121
78(100)
61(100)62(68)41(65)76(40)
57(100\41{'0)4J(4«) 100(1 5)55(10)
57(100)41(55)55(35)69(10)97(10)112(10)
55(100)97(50)41(45)69(25)112(20)
55(!00>BJ<90)41(45)69(30>
91(100)106(40)
75(100)
105(100)120(35)
I19(10O)9I(?8)I 34(20)
119(100)91(30)1 14(20)
-------
TABLE A-85. IDENTIFICATION OF COMPONENTS IN NEUTRAL FRACTION OF SAMPLE NO. 33E
No.
1
2
3
4
5
6
7
S
9
10
11
12
13
14
15
16
17
18
19
20
Rmmton
Indn
Ml
867
BIO
«9i
906
99«
1028
IOW
IMS
1076
1090
1223
1277
1288
1395
1432
1460
1479
1541
1560
nfl
**
**
**
**
**
*•
**
..
*•
**
**
**
ft*
•*
*•
**
**
»•
**
**
Toluene
Alkyl-vther
Ethyl benrene
Alkyl-«th«r
C - 9 Atkene C0H_A
Atk«nyl alcohol or Alcohol
(Methylnnncne) C,nH,n
C&-Cycloh«K«nol C|nH?flO
C1-Cycloh«xenone C^H^O
C^-Oyc lohexenone
C_ -Cyc lohexadienonc
A I ky 1 c yc loh«x« none
Hlxture ?
I*o«er of #13 7
1
Alkyl -Indent
?
?
Hon-nethlol
Alkyl-iilcohol
ClMrBcttrntic lorn in Mm Spactnim
91< 100)92(86)6^(24)51(14)93(8)
59(100)57 (40)41 (22)43( 19) I15()>97 (I)
91(100)10*(48)l05(19)77(l9)ft3(tO>
43 (100)41 (75)57 (94)59(74)55 (36) 72(59) 7 1<42> 101 (12)
67(100)109(50)41(44)43(42)81(39)124(19)
43(100)72(66)57(51)41(32)83(9)85(4)99(6)
41(100)55(94)69(54)85(59)109(29)120(8)140(19)
66(100)109(64)81(56)41(50)43(49)57(40)81(58)124(27)138(6)
67 (100) 95(88)96(54)41 (47)61 (45) 1 10(29) 138(33) 139(3)
123(100)95(83)67(58)41(34)55(22)110(19)138(35)139(4)
79(100)77(42)136(4)
43(100)41(67)56(75)69(52)84(21)99(15)114(13)126(8)
56(100)41(78)85(24)55(25)121(7)149(2)140(0.2)
56(100)41(74)85(18)121(4)149(5)
77(100)65(99)91(85)111(58)154(55)
41(100)83(64)69(85)84(80)55(78)57(75)165(45)180(20)221(3)
69(100)43(62)41(50)84(44)55(37)127(8)191(3)205(2)
69(100)41 (56)55(58)84(16) 95(18) 177 (8)
55(100)56(84)69(88)41(60)84(34)98(16)160(7)
41(100)70(65)55(63)69(57)83(15)163(11)
Compound
Benzene, Methyl -
Propane , 1 -( 1 . 1 -dlacthyl etho»y) -2-Mthyl
Methane, tert -but yoxyl cop ropoxy
Pentcne , 1- ( 1 -butenyloxy) -
Cycloh«xanol ,4-»«c -butyl
2-Oyclohexen-l-on«.3,4.4-trlBethyl-
Cyc lohexinone , 2 - ( 1 -methyl Indent) -
2,5-Cyclohe»dleti-l-on«,3.4,4.trlBethyl
Cyc loh«xanon« ,4 -ethyl
1-Nonanethlol
4-Ui.d*c«nol,7-«thyl-2-««thyl-
S.I
M 103
560
508
529
631
354
653
405
361
536
595
469
>
oo
-------
TABLE A-86. IDENTIFICATION OF COMPONENTS IN ACIDIC FRACTION OF SAMPLE NO. 33E
GC
PMt
No.
1
2
3
4
5
6
7
8
9
10
11
12
\J
14
Ratontion
OHM*
941
997
1004
1017
1026
1037
104*
1100
1119
1126
1132
113*
111?
1342
Amount.
M»n
„
*•
**
**
«
**
~
•*
•*
...
**
**
**
«
Manltlicalion
;
C > 6 Fatly acid
7
?
laoaer of »4
7
7
HoBolof of »6
How>log of ft
C > B r.tty acid • 7
C >_ 8 Fatty acid
7
C > ft Fatty tcld
7
dMraetaritlic Ion* In MM Sqaclnjfn
57(IOO)IOU6»4l(54)ll«(2ll)73(20>n7(7)e7(6)
41 (100)5; (64) 101 (72) 116(70)7) (21)97(1 1)87 (4) 157(2)
41 (lHO)llS(100)«t*0)l>OIJ»)4St3MWJl)«
**
**
«.
**
0*
-
~
~
*«
^.r..
Wthylpyrldlnc
Trlawthylpyrldln*
Trine thy Ipyrldlna
2.6-01x!thyl'4-Cthyli>yrldlne
C4-AlkylpyrldlM (Iaoa»r of *4)
7 HV 129
Cswtlkylpytldlna HV 149
Mixture 7 W 149
AUylthlophene
O^K *_
93(100)94(7)66(30)65(29)63(21)
121 (100)120(31) 79*22) 77(14) 106(19) 122(10)
121(100)120(74)79(26)77(18)51(12)106(18)122(9)
135(100)1)4(66) 120(30)91 (16)79(16)77(14) 136(10)
135(100)134(62)120(25)79(17)77(14)91(14)136(10)
43(100)57(64)81 (54) 114(50) 129(64)128(8)
148(100)149(46)150(4)121(18)91(9)77(10)
41(100)56(95)85(43)121(22)149(16)
125(100)140(81)97(80) 51 (43) 77(39) 109(1 7) 141(8)
Compound
Pyrldlne, 4-Mathyl-
Pyrldlne. 2,3.5-Trlmthyl
Pyrrtdlne. 2.3.5-Trlvthyl
Hethanaalne, N-(Phenylaethyleti«) H-Oxlda
Pyrldtne. 4-(l ,l-Dl*cthyl Ethyl)-
7(IH)-Pterldloona
Thlophem, !-( 1 . 1 -Ot«athyl Ethyl)
11.
ptrP
607
S3*
458
265
253
310
208
-------
TABLE A-88. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. 34VE
oo
GC
Pwk
No.
1
2 '-
\
i.
%
-
/
H
9
10
11
12
1.1
14
15
16
17
18
19
20
21
22
21
lli
!•>
Jb
lelallve
kelenliw
Ttac
O.I 1
O.K.
0. Ib
o.i;
0.22
0.24
0.24
0. .">
0.2)
0.27
0.29
0.48
0.51
0.55
0.5«
0.61
0.61
0.90
0.97
1.00
1.21
1.21
1.40
I.SB
1.59
Amount.
pa/1
IO-100
1-10
1-10
10- 100
10-100
10-100
1-10
1-10
1-10
1-10
1-10
10-100
10-100
10-100
10-100
1-10
1-10
10-100
6-
1-10
10-100
1-10
•100
1-10
Tamativa
Idantifiealton
Air
C4Hn
Furan
Dlchloronelhane
Chlitroprene
Lflhydrnfuran
Chlornprene
Chlurobiimtw
Crnton aldehyde or dlhydru pyron
C4H6U t 1 .1 .l-trlchlororttinne
Benzene
^"16
Chlorobutene * Dlchlorohu[ane (HJ26)
lilchlorobutane ^ Oilorobulene
1 ,2-Dlrhlorobutane (H126)
Olchlorubutane
G4HbC>2* r-S-> * . J-D!chloro-2-i»elhylene
propane
1 ,4-nichlorobut-2-ene
I.S.
Ttl-lnnbutene
Unknown
i:8H9Cl. r.t. . (1-Chloroelhyl) benzene
Unknown
1 ,5-l)lchloro-cyct
Charartwistic lont in Man Spaclmm
44(100}
1>6(tOO)41(?0)1)S(45)
69(100)(,9( ))
49(100)
5)( IOO)BB(9R) 50 . 51 (4B)90( JO)
70( 100)4 l(;0)4n.42(40)69(J2l
53 (100) B8(; 5)50(10)51 (.10)90(90)
55(100)90(50) 51(18)92(20)
70(!00)4I<;0)69(45)
70(100)41 (68)97(80)99. 101, II 7.119. 121
78(100)
57(1(10)41(48)112(28)97(20)
97(100)112(40)55(38)69.41(15)
ft 1(100)62(98) 55(60)96(40)
61(100)62(98)55(48)90(40)
75(100)58(50)89(45)77(30)
55(100) 17 (82)41 (68) 7 1(40)96(22)
55(100)41.77(80)62.76(15)90(20)
88(100)70(50)51(48)90(11) S« 124,126.128
75(100) 53(70)89(60)88(55) 77 (11)62(28) 124(20). 126. 128
75(100)
57(100)41(25)97(20)112(15)168(14)
97(100)57(55)112(25)41(22)69(20)83(18)168(12)
105(1110) 140(50) 101(40) 7 7(30) II 2(25) 142(20)
11 1(100) 105(60)88(55) 77 (40) 14 1(20) 176(5)
88(100)51(40) I05( 10) 141(25)
-------
TABLE A-89. IDENTIFICATION OF COMPONENTS IN NEUTRAL FRACTION OF SAMPLE NO. 34E
oc
Pok
No.
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
886
896
907
997
1007
1167
1208
1212
1223
1231
1266
1284
1311
1317
1339
1351
1363
1375
1393
1437
« 10
1.3-»»t^l«>..2.chloro. dl~r
l.,rop«...2— thTl-t«tr.-r
Iiovr of »I3
7
7
7
Acetic acid C > 8 evter
Acetic «cld C > 9 «Ker
ChanetBrlnk lorn In MM§ Spiclnini
59(100)43(96)91 (80)106(24)
91(100)106(71)59(32)57(30)43(28)77(24)92(16)
91(100)106(49)43(20)105(21)77(16)57(15)
57(100)41(56)97(13)112(7)168(4)
97(100)57(98)41(72)69(40)83(24)112(23)168(10)
123(100)55(90)70(86)77(54)95(30)105(23)158(7)160(2)
123(98)77(96)53(95)70(92)95(76)105(62)158(18)160(6)
88(100)105(92)51(70)141(59)113(44)143(18)176(16)178(11)
67(100)123(99)102(75)53(68)88(60)176(4)178(1)
67(100)88(83)123(76)53(66)95(69)102(31)158(12)160(4)
43(100)112(92)97(63)69(60)67(39)123(15)146(12)
43(100)127(20)111(16)85(14)71(14)151(2)168(1)
88(100)53(96)105(60)141(58)91(45)143(18)176(11)178(0.4)
57(100)41(36)55(16)97(10)83(8)113(8)140(1)
57(100)41(34)5502)97(31)70(28)112(16)176(1)178(0.6)
104(100)106(38)41(18)53(17)157(5)158(1)
104(100)77(75)157(61)91(58)51(48)159(20)192(3)194(2)
104(100)106(32)69(26)53(20)157(12)159(4)
84(100)69(97)41(59)43(46)70(37)55(32)157(0.4)
84(100)69(94)41(95)43(78)55(40)48*4)180(2)177(1)
Compound
RenEene . 1 ,4-DlMthyl
>.«.n..l.2-dl«th,l
1 -Profxne , 2 -Mthy 1 . t ria*r
Cycloh«K*n*,l-chloro-5-(l-chloro«th«nyl)
l-*Ptm..3^tho.,.3,4^1«tl,,l
1 . 3-Buudlu*. 2-chloro-d liwr
l-Prop.n..2^.tl,,l.t.tr».r
Acetic ecld, octyl «it«r
11.
f 103
326
486
544
582
603
481
422
546
510
CO
-------
TABLE A-90. IDENTIFICATION OF COMPONENTS IN ACIDIC FRACTION OF SAMPLE NO. 34E
oc
•Ml
No.
1
2
3
4
5
6
7
e
9
10
11
12
13
1*
15
16
i;
18
19
20
21
22
Indn
(42
1017
1026
1042
tow
1115
1211
1226
1243
1276
1316
1324
1333
1362
1374
1380
1502
1696
1726
1815
2383
2425
Amount.
«•/!
**
*•
+*
**
..
«
**
*«
**
**
«
~.
**
**
**
**
**
***
•*
**
**
«
TflnUthi*
I4mti 6 r«tty acid
1
Heehyt crclohexene-l-c«rboxrllc acid
7
7
7
Alkrlphenol
Subft. Beiu«ncsulfonlc acid
Sobat. BCTUencautfonlc acid
Subat. Bcnxrn#aulfofllc acid
ftenxcnaaulfonlc acld-4-a«choxy h^drazlda
7
7
7
7
7
7
7
7
C > 13 Fatty acid
7
7
Omamhlk lorn In MM Spactrum
67(100)41(76)59(45)95(36)94(32)126(32)111(9)
66(100)55(13)91 (11)93(5) 121(4)152 O)
79(100)67(45)41(44)950)) 122 (31) 154(24)
80(100)79(43)55(15)91(10)135(3)93(3)
109(100)68(89)67(76)93(49)116(14)168(4)
70(100)55(50)123(49)77(13)95(9)79(7)158(4)
94(100) 79(78)65(14) 121 (12)55(10) 121(12) 152 (4) 180(3)
91(100)151(100)65(31)59(25)155(11)185(2)
91(100)158(27)65(27)59(16)127(1«)171(2)
91 (100) 151 (57)65(27)59(24) 77 (14)
91(100)127(19)125(18)65(18)151(9)188(3)
95(100)126(78)91(44)77(20)148(10)186(1)188(0.5)
151(100)91(56)65(18)155(10)186(5)188(2)
91(100)65(18)118(22)151(14)186(18)188(4)
91(100)65(24)77 (20) 154(40) 125(29) 127(18)186(28) 188(10)
151(100)91(67)65(20)51(14)155(14)186(8)168(3)
145(100)129(91)117(82)115(81)91(84)77(43)
126(100)79(98)175(47)
79(100)97(53)77(35)91(30)126(20)67(13)175(41)
74(100)87(76)
137(100)79(63)77(46)91(44)216(18)191(15)217(8)
79(100)137(86)77(61)91(60)43(38)216(18)276(6)
Compound
4-Pentenolc •cld,2-Mthyl.m*,.Mthyl alter
3-cXS*8^'J».-H"k°"1 ic « u.* —t.,1
Pcntadecanolc acld,14-aMth)Fl.Baehrl aatar
11.
.irV>
202
324
524
00
00
-------
TABLE A-91. IDENTIFICATION OF COMPONENTS IN BASIC FRACTION OF SAMPLE NO. 34E
oc
ft*
No.
1
2
3
4
5
hvta
111
1167
1541
1642
2002
Amount.
»tt
«
.»
*
»
•
T«nutiv*
Identification
7
Mixture T
1.3,5 -Trl ulne -2 .4 -DlaBlm,
6-(3J1ethrl Ftonrl) * I
Cj-Alkytqulnol Ine
PhenothiMlnr
OwKMrittic lorn in Mw Spectrum
55 (100)121 (6!) 79(66)9i<5S)<.2 (41)107 116)127 ((,)
123(100)70(84)55(52) 77 (26)105(20) 158(6)
88(100)116(61)60(50)201(60)168(28)
170(100) 199(92) 198(34) 144(27)77 (22)51(18)2001 12)
1«9<100) 167(52)154(13) 198(20)200(14)
Man rn»im«
5
6
Rvlatlvi
Relent I <
Tim*
.14
.18
.23
.28
.34
1.00
Amount.
1 cg/l
__
I -10
10-100
.1-1
1-10
8
Tentative
Identification
Air
Dichloromethane
Chloroform
Benzene
Bromod ich lo rone thane
I.S.
Charoctemtic lorn in Man Spectrum
44(100)
84(100)
83(100)85(67)
78(100)
83(100)85(63)129(8)127(6)
75(100)110(30)
-------
TABLE A-93. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. 35VE
VO
o
GC
Peak
No.
1
2
3
4
5
f,
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
Relative
letent lor
Time
0.13
0.20
0.26
0.30
0.19
0.57
0.72
0.74
0.80
0.91
0.98
1.00
1.19
1.21
1.22
1.24
1.29
1.32
1.32
1.53
1.63
1.76
1.B2
Amount,
P«/>
1-10
1-10
10-100
10-100
1-10
1-10
1-10
1-10
<1
•H
1-10
- 8
1-10
•>•!
1-10
1-10
<1
1-10
<1
1-10
M
1-10
<1
Tentative
Identification
Air
Dlchloronethane +
Dlethyl ether
Chloroform
Dlchloroet hane
1 , 2-Dlchloropropane
Toluene
1 . 1-di-sec-ButoJcy ethane
C10H22°2 (T>
Hydrocarbon M126
Cj Alkyl benzene
C_- Alkyl benzene
I S
Butyl ketone C H 0
7 10
Unknovn
C9H10 eg Methy1 styrene
CqH]0 eg Methyl styrene
C^ Alkyl benzene
C H. eg Indene
C,nHln eg cycloprop(2.3)lndene or
10 lu dlylnyl benzene
^lo'Sfl e^ Olvlnyl benzene
Unknown
Unknown
Unknown
Characteristic Ions in Matt Spectrum
44(100)
49(100)
59(100)45(45)74(35)
83(100)85(96)
62(100)64(35)98,100
63(100)62(70)76(60)41(38)65(32)97,99,101,112.114,116
91(100)92(60)
45(100)57(60)59(30)101(30)41(28)83(8)
45(100)57(70)101(32)41(30)59(25)83(8)
55(100)69(70)56(65)41(60)43(28)70(22)126(9)
91(100)106(60)
91(100)106(55)
75(100)77(33)
85(100)57(75)142,41(30)58(18)127(15)
43(100)84(70)69(40)85(35)99(12)
117(100)118(80)115(45)91(25)103(10)
117(100)118(90)115(40)91(22)103(5)
105(100)120(52)
115(100)116(95)117(10)89(10)
130(100)129(85)128(50)115(88)102(8)
130(100)115(95)129(85)128(40)
95(100)137(100)123(80)43(55)109(30)81(27)91(25)41,107,121(14)
125(100)83(70)111(45)55(38)69(30)41(23)126(20)97(10)167(8)
141(100)88(87)105(50)143(35)90(30)53(28)113(15)
-------
TABLE A-94. IDENTIFICATION OF COMPONENTS IN NEUTRAL FRACTION OF SAMPLE NO. 35E
oc
PMl
No.
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
10
845
848
868
884
890
914
921
931
942
953
963
976
980
987
995
1008
1019
1063
1100
1112
1121
1164
1172
1194
1240
1265
1274
1307
1335
.«,
**
«
**
«
**
**
«
-
**
«
«
**
«
~
«
«
**
***
-
~
"
**
«
*-*
«.
"
••
Toluene
Ol.eth,lpent.»«.
Hethylcyclohexenonc
C, -Ret one
DiBCthylpentanol
0-Kyl«n.
Xylene
Dl ch 1 o ropropeo*
C ,. 9 Alk.n. . 7
C, -Alhylbenzene
»id..i,rJe c,»lso
Alkrl-«lcahal
7
)
Dec«ne * 7
l-M«thyl-l-Phenyl«thAaol
I
Heehyllndene
Hethylfndene
Naphthalene » 1
Chloro-?
C^.lkTll-""'
Dlhydrolndrn-l -one
Mrthyltrtrnhydro^phth.!^
MUturi- • *78 ?
Omcwriltk km hi MM frmpum
92(100)91(95)
57(100)43(95)58*82) 114(17)99(10)86(6)71(6)
83(100)55(87)98(37)
57(100)59(99)85(32)101(14)114(12)
73(100)87(48)55(45)45(39)69(26)101(8)
91(100)106(39)77(14)51(13)65(10)63(8)
91(100)106(39)67(15)51(13)53(11)
75(100)77(32)110(30)61(27)49(22)112(18)
43(100)45(31)101(23)87(19)
57(100)105(92)85(81)120(39)142(10)
43(100)84(39)69(32)118(6)117(5)
43(100)57(35)71(49)132(14)
43(100)59(51)101(28)117(10)143(3)
69(100)87(38)45(32)41(32)95(2)111(2)126(2)
57(100)43(53)85(43)86(29)45(18)
115(100)116(93)63(19)89(18)57(15)
121(100)43(99)77(27)51(23)136(4)
99(100)155(58)81(54)127 (45) 109(33)82 (32)
115(100)130(86)129(70)83(44)128(311)117(28)
115(100)130(84)129(70)128(40)119(42)
128(100)55(62)119(42)129(16)127(13)
57(100)41(38)135(15)137(5)
91(100)119(78)134(61)43(51)162(44)83(39)
104(100) 132(99) 78(62) 5! (36)
111 (100)146(60)1 17(13)103(19)91 (17)63(14)51(13)147(7)
131(100)146(65)103(50)77(45)57(45)
1 17 (IOO)14»(90)5*(W)1 15(42191 (25)63(22)»9JI 7)147(11)
B2(inO)H8(R))90( 72) 146(4ft) 154(36)
Confound
Banxene ,Beth7l
2-P.M.mm.
3-H.«.n-2-<»,e
2 . 4-Pentined f OfM
3-Pentanol
Beniene . 1 . 2-dl»th;l
B.n.eM.l,2-ll«th,l
B«.en«l
U-ln
-------
TABLE A-94. (Continued)
GC
PMk
No.
11
J2
33
34
35
V,
37
38
39
40
41
RMMtlOil
M»»
1162
1376
1381
1427
1433
1447
1*6?
1902
1902
2047
2529
AfMum,
Itgfl
**
•*»
***
«
**
«
*«
**
**
**
**
7«ntMtv*
IdMttfiotton
HlKturc I
Mixture T
Htxturc ? Ketone
Dtchloro> ?
Dlchloro- 7
Dlchloro- 7
7
7
7
7
7
— ,.h.^*-.
6t<100>58(97157(a2l41(*llB7l»41114(17M17(R\
«3(IOO)«3(94)125(88)69(82)91 (74) 148(64) 181 (36) 196(7)
57(100)97(54)59(32)87(27)181(12)140(11)196(4)
75(100)79(54)152(49)111(26)113(16)189(16)191(15)193(5)
75(100)141(87)143(56)111(45)113(28)17(30)145(9)
79(100)162(82)119(50)133(46)91(36)189(32)191(30)193(10)
57(100)56(69)85(54)135(40)209(20)211(7)
56(100)85(67)135(58)209(39)93(34)137(20)211(15)
75(100)57(60)111(48)119(46)155(41)267(17)26512)269(4)
57(100)75(68)101(38)87(26)173(18)247(9)
57(100)73(37)101(22)87(16)113(14)205(4)
Compound
it,
.103
:>
NO
-------
TABLE A-95. IDENTIFICATION OF COMPONENTS IN ACIDIC FRACTION OF SAMPLE NO. 35E
GC
P~*
No.
,
2
3
4
5
6
7
•
9
10
11
12
13
14
15
16
17
18
19
20
21
22
2}
24
25
26
27
28
29
30
MOT ion
8J3
845
8)7
168
87)
918
927
987
1020
109)
110)
11))
1164
1188
1208
123)
1276
1298
1302
1318
1329
133)
1362
1410
1469
1481
1617
1702
1872
246)
*«-,.
*
«
**
*
~
**
**
**
**
•
**
**
***
**
«
**
**
*-+
«
**»
**
ft*
*•
~
ft*
~
~
«
*•
•*
TK«|M
Dta«thTlbutia«lr >cld
T
AcctoxytwxAnotc acid
ltochylpent*nolc «cld
C ^ 6 ratty «ctd
C ^ 6 P«ttr >cld
7
l-ltoth;l.l-ph«njrleth«nol
DtiMthflph«nol
AHrlthto-propanolc «cld HE
Hcthylbtncolc «cld
H»thrlb«iuolc >cld
CMorot
7
Methyl -b«ns«)epropanolc «cld
Hrdroxy-flathyl-bmzolc acid
Bth«nrl-b«nzolc scld
DlM!Ch7lb«ncolc acid
Mixture?
DlMthyl- benxcncpropcnolc acid
7
7
C^-Alkyl-phenrl propanolc acid
7
AUrlbnuolc «cld
Alkylbetiiole «ctd
7
C .. 1« F.tty «cld
Bro*o-7
Phthilate
Ctanettriitk Ion. In MM Smetmn
73(100) 74(92))7 (78)41(51)99(20) lli(4)
43 (100)B)(72) 10203)69(17) 11 )(3)
73(100)71 (74)43 (74) ))<44))9(31)87 (20) 113(16) 129(4)
M(100))7(3))41 (30) 73(7) 115(6)
83(100)55(77)41(38)142(14)127(4)
74(100)57 (90)4)()3)87(10)
45(100) 57(87)101 (52)88(26)
43(100) 121 (63)77(18)51 (13) 136(2)
107 (100) 122(89)77 (46)91 (35)51 (16)65(1)) 1)3(12)
87 (100)4)(98))9(86) 160(68)73(63)
119(100) 118(64)91 (79)65(15) 150(37)
119(100)91(63) 150(31 )6)(26)
57(100)87(28) 135(18)89(6) 137(5)
55(100) 119(82)83(48) 101 (37)69(34) 153(8) 167(4)
1 19(100)91 (6))77(16) 103(12) 178(10)51 (6)65(4)
106(100)134(86)77(48)166(38)51(21)180(2)
136(100) 103(40) 77 (39) 162(32) 56(1)) 163(4)
133(100)105(40)164(28)77(26)
172 (100)97(97) 113(89) 157 (82) 125(71)79(72)59(68)
119(100)91(58)135(16)77(14)65(5)145(4)192(7)
186(100)59(82)111(84)127(80)120(66)139(64)171(67)
59(100)77(56)7)05) 171 (44) 186(55)
119(100)91(80)77(16)79(10)51(7)206(2)
57(100)90(40)87(27)146(7)173(3)
115(100)174(30)89(14)63(12)
116(100)57(56)88(30)93(21)174(6)
87 (100)8) (92))) (90) 59(60) 184(10)
87(100)102(91)
135(100)15(68)99(66)177(19)247(6)245(5)
141(100)57(46171(20)167(27)173(4)
MM! RMMMfete &fmunn MMcti
Compouid
Hcxanole •etd.5-(acetyloKy) -Methyl E«t«r
Pentanolc •cld.2-Methrl.Hethyl Eltcr
Bansvrw *«th«nol(o,o-0ta«th7l
Phanol ,2 ,4-DLMthjrl
Proplonlc •cld,)'(Allylchta-««thirl CBtcr
Bcnxotc acid. 2 -Methyl .Michel eitcr
fttntotc «cld.2-M.thyl.N.thrl eior
"rffiS •cld.2.Rrdro>7-«-M>th7l^Hth]rl
Mntolc •cld.4-cthenrl^toth7l mittr
Bcnlolc •cld.3.5-OUKthyl-H«thrl e*E«r
S.I.
> 103
465
332
358
646
5*«
427
468
431
44)
604
672
VD
OJ
-------
TABLE A-96. IDENTIFICATION OF COMPONENTS IN BASIC FRACTION OF SAMPLE NO. 35E
oc
••*
No.
1
2
3
4
5
6
7
1
9
10
RMMfan
to*.
869
917
»24
965
1010
10*0
nil
11)6
1166
1135
Amount.
fin
**
**
**
**
*
**
**
**
•*
•*
Tmtth*
2-Prop«n.l-a«ln« N.N.Dl-2-Propenrl
2.4-Hexaillenal
1-Butannl 4-Buto*y
?
DloethyUnlllne
T
7
»lkrl kctone
Dlh,droltU»n«-l.2-Dlol • 7
1H lr.«1(>6)68(B3)96(]0»2 (30) 137(19)
96( 100)67(73)62(66) 53(S9)»I (40)
57 (100)M (67)73(21)87 (8>1W (3)
121(100)43(60)77(21)139(12)91(12)105(6)
120(100)106(98)121(97)
156(100)132(55)104(44)79(43)127(42)141(40)
57(100)41(64)87(31)114(11)117(8)
125(100)43(66)83(62)181(43)69(41)97(34)139(22)196(8)
104(100)103(39)132(56)131(42)77(43)91(38)150(20)
104(100)77(52)132(48)131(38)91(42)150(16)
th«t they were •!•(> extracted Into b«>lc fraction
ConipoufKl
2.Propen.t-MiliM
lH-Indene-1.2-Dlol
lH.Indene-1.2-01oI
11
«1(P
315
792
762
TABLE A-97. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. 36VE
GC
Pok
No.
1
2
J
4
5
6
7
Relative
Re tent lor
Time
0.10
0.14
0.20
0.24
0.34
0.58
1.00
Amount.
(iB/l
1-10
10-100
1-10
10-100
1-10
- 8
Tantathm
IdmtificMion
al r
Dlchlorome thane
Chloroform
1,1, 1-Trlchloroethane
Broraod IcIUororae tK.ine
Dlbromochloromethane
1 S
Ctwrictsrjttic lorn in MM* Spectrum
4«C100)
49C100)
83(100)
97(100)99(70)6H45)117.119.m
83(100)85(65)47(23)127.129.131
129(100)127(80)131(30)79.81.206.208.210
75(100)110(60)
-------
TABLE A-98. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. 37VI-a
vO
Puk
No.
1
2
3
4
5
A
;
8
9
10
Rrtt-nl lor
Time
0.12
0.16
0. 16
O.I/
0.25
0,26
0.29
0.34
0.36
1.00
Amount.
MB/I
--
-------
TABLE A-100. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. 37VE
GC
ftak
No.
I
2
3
4
5
6
7
8
9
Relflt
-------
TABLE A-101. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. 38VI
vo
GC
Pnk
No.
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
Relative
Relent lor
Time
0.12
0.13
0.13
0.16
0.16
0.16
0.21
0.22
0.24
0.25
0.26
0.29
0.29
0.36
0.68
0.68
0.71
1.00
1.32
Amount.
MS/I
-
1-10
•vl
1-10
1-10
20-30
1-10
each
10-20
M
1-10
1-10
-------
TABLE A-102. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. 38VE
<^>
oo
GC
P»«k
No.
1
2
3
It
5
6
7
8
9
10
11
12
13
14
15
16
17
It- la 11 vt-
telenL Lor
Tlnif
0.12
0.11
0.17
0.18
0.26
0.29
0.31
0.33
0.41
0.51
0.57
0.70
0.92
0.98
1.00
1.24
1.30
Amount.
CB/I
--
•vlOO
1-10
10-100
10-100
1-10
MO
1-10
1-10
1-10
1-10
1-10
1-10
1-10
--
1-10
1-10
Tentative
Identification
Air
Acetone
Dichloroethylene •*- Ethyl merrnptan
Dichloronethane f
Chloroform
1 ,2-Dlchloroethane
1 ,) ,1-Tr Ichloroethane
Benzene
Trlchloroethylene
Methyl Isobutyl ketone
Toluene
1 ,1 ,2,2-Telrachloroethene
C2~ Alkyl benzene
€2- Alkyl benzene
I.S.
03- Alkyl benzene
Dichlorobenzene
Characteristic lon> in Man Spectrum
44(100)
43(100)58(30)
62(100)4 7(88)61 (82)45(r.5)46( 38)96(30)98(20) 100(3)
49(100)
83(100)
62(100)64(33)49(20)98(10)100,102
97(100)99(60)61(50)117,119.121 Sn
78(100)
95(100)132(98)130(96)97(65)60(43)134(30)
43(100)58(42)57,85(25)100(20)
91(100)92(60)
166(100)164(80)129,131(73)166(50)94(50)
91(100)106(60)
91(100)106(63)
75(100)
91(100)106(60)
146(100)148(60)111(20)150(10)
-------
TABLE A-103. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. 39VE
v£>
VO
oc
PMh
No.
1
2
3
4
5
6
7
8
9
10
1J
12
13
14
15
Ib
17
IB
(pl.lllv,-
leu-nt Ion
11 mi-
ll. 10
0.10
0.12
0.15
0.19
0.23
0.26
0.27
0.35
0.55
0.70
0.93
0.98
I.Ob
1.30
1.31
1.39
1.46
Amount.
CO/I
--
»100
10-100
10-100
1-10
<1
<1
<1
<1
<1
<1
<1
<1
<1
<1
<1
<1
1-10
Tentative
Identification
Air
Dlmethylether
Acetone
Dlchlororae thane
Chloroform
l.2-Ulchloroethane
1.1, 1-Trlchloroethnnp
Benzene
Trlchloroethylene
Toluene
1 .1 ,2,2-Tetrachloroethene
t2'Alkyl benzene
C2- Alkyl benzene
&2' Alkyl benzene
C2- Alkyl benzene
Cj-Alkyl benzene
C^- Alkyl benzene
Dlchlorobenzene
Characteristic Ions in Man Spectrum
44(100)
46(100)45(98)47(40)43(14)
43(100)
49(100)
83(100)
62(100)64(33)49(30)98,100
97(100)99(67)61(55)78(38)117.119.121(8)
78(100)
95(100)130,132(90)97(60)60(58)134(33)
91(100)
166(100)129,131(88)164(85)168(50)94(45)
91(100)106(30)
91(100)106(42)
91(100)106(45)
91(100)106(35)
105(100)120(28)
105(100)120(50)
146(100)148(67)111(33)113.150(10)
-------
TABLE A-104. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. 40VI
o
o
GC
Peak
No.
,
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
1R
19
20
Relatlvi
Retentlor
Tine
0.14
0.17
0.18
0.19
0.20
0.21
0.21
0.23
0.23
0.25
0.28
0.29
0.31
0.32
0.38
0.40
0.70
0.80
0.97
1.00
Amount,
wg/l
1-10
1-10 e<
1-10
1-10 "
1-10
<1
<1
'1
'1
1-10
1-10
1-10
<1
<1
<1
10-100
-------
TABLE A-105. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. 40VE
GC
Port
No.
1
2
3
I,
•>
h
8
9
ielallve
Helcni idi
Time
--
—
--
--
-
~
--
--
Amount,
,19/1
>100
10-100
10-100
10- 10U
10-100
>100
Tentative
Identification
Air
Dlch)omm*> thane
Chloroform
I'. 2 Al kyl benzene
C? Alkyl benzene
C2 Alkyl henzen*-
C2 AJ liy 1 tu*nzene
Unknown (Saturated Spectrum)
Characteristic torn in Man Spectrum
49(100)
I
(-•
o
-------
TABLE A-106. IDENTIFICATION OF COMPONENTS IN NEUTRAL FRACTION OF SAMPLE NO. 401
1 Pwh
No
1
7
3
4
5
6
7
8
9
10
11
12
11
1*
19
16
17
IB
19
20
21
M6
859
870
876
691
907
951
9J7
966
982
1005
IOOS
1017
10)7
1053
106}
1067
1103
1119
1128
1157
**
«•
»*
»•
••
«•
**
**
«
**
**
**
fc*
**
«
**
~
•*
**
«
**
C > 9 AUan*
Toli^n*
F.thylbrncftne
o-Kyt«n*
p-Iylin*
Hon«n«
C^-Alkylbcntcn*
C^-Alkylb«nin3(12>lb8ab>UOt&>
92(inO)91(95)65(IS4)63(^0)!)l(3'))<).l(lfl)
91(100)106(28)51(12)65(12)77(10)
91(100)106(531105(25)77(17)65(11)107(5)
91(100)106(38)77(13)51(12)65(9)
&JOOO) 57 (85)6! (54)B5(28) 7 1(21)99(7)128(3)
105(100) 120(26)77(19)91 (15) 79(16)65(10)
105( 100) 120(44) 77 (15)91 (17)57(9) 51 (8)
l05UOO)«O2)57(31)nO(29)
105(100)120(35)77(15)51(10)91(12)
57 (100)43(90)41 (49) 7 1(40)85(26)99(7) U2(4)
105(100)120(36)77(17)57(13)79(12)91(13)
117(100)110(55)115(35)91(20)61(14)119(6)
105(100) 77 (34)57(25)41 (18)43(1 7) 134 (9)
119(100)134(23)91(13)77(12)51(5)
119(100)117(38)91(31)57(32)43(30)71(16)134(26)
119(100)43(70)57(35)91 (32) 117 (10\ 134(26)
57(100)43(88)71(46185(24)156(2)
117 (100) 131 (34) 132(33)91 (29) 77(1 1)M (9)64(7)148(8)
117(100)115(29)132(29)91(24)51(12)77(13)148(2)
126(100)43(26)57(23)71(18)127(17)129(10)
<* BW* OMmanii March
Compound
Banxene, «thyl
Rcnzcne , 1 , 2 -d Lfftthy 1
Banzene . 1 -ethyl -3-awthyl
tenirn«.(l-«»th7l ethyl)
D«can«
B«nzene , 1 -ethyl -3 -methyl
Benzene, t -ethenyl-2-awthyl
S.i.
, 103
755
6)2
670
361
893
603
749
-------
TABLE A-107. IDENTIFICATION OF COMPONENTS IN NEUTRAL FRACTION OF SAMPLE NO. 40E
Mo
1
2
3
4
3
6
7
8
9
10
11
If
13
14
Iraki
•67
• 73
888
991
1034
1068
till
1551
1902
1979
2011
2297
2497
2702
m/i
**
...
...
-
**
«
**
-
«
«.
*•
*•
^
Rthylb«ni.*n«
O-IyUn*
P-Xyi.n«
Chlorocyclohe**ool
Dfchlorocycloheunc
flrooocyclohejiinol
Btooochlorocyclohcxane
Dlethyl phthclate
Non«drc«ne
Sub. CTclohM«« carboxyllc *cU methyl
Elcoaane
BuCTlbencvl ohthalcte
PeoCacotanc
Heptacovanc
CKancMtiitic lorn in Mm Spectrum
91(100) l06(2B)5l 53(1 3) 11 7 (6) I 19(?)
169(100) 150(12>105<8)65(8)177(17)222(0. 6)
57(100)43(76)71(71)85(48)99(15)113(9)127(5)
134(100)107(37) 57 (36) 79(34) 167 (19) 166(18)234(7)
149(100)91(71)65(18)150(11)206(19)238(2)
Compound
Benzen* t ethyl
n*nz<-n*.I.?-dtaethyl
Bciuenr , 1 ,4^1fBrthyl
Cycioh,,.nol.6.fhlo,o.tr.n.
C)rclohex«nF. 1.2-dtchloro
Crcloh«««ni>I ,2-brooo
Cyclohexan*. l-broao-2-chlorn.clc
f.icotmne
l-cycloKrx«n«-l-c«rboxy!IC acid, 6. (1,5-
dlw!thyt -3-oxohe«yl)-oethyl citer
SI.
> icP
7ftO
729
488
•>6I
6J7
^16
445
r «SO
722
640
o
Lo
-------
TABLE A-108. IDENTIFICATION OF COMPONENTS IN ACIDIC FRACTION OF SAMPLE NO. 40E
No
,
)
3
U
5
6
7
t
1
10
11
12
13
It
15
Rmntioii
Indn
1109
1707
1910
1979
2008
2051
2073
2110
2190
2302
2314
2479
2517
2677
2715
Pt/1
.
*
«
*»
*
*
*
**
-
**
**
«
*
*
C > 8 Fatty acid
Tetradccanolc acid
Hexadecanolc acid
C > 16 Fatty «cld
C > 17 Fatty acid
C > 18 Fatty actd
C > 18 Fatty acid
Octadacanolc «ctd
C > 18 Fatty «ctd
C > 20 fatty acid * Phth«lat«
C > 20 Fatty acid
C > 21 Fatty acid
C > 22 Fatty «cld
C > 23 Fatty acid
C > 24 Fatty acid
Charactarittk lorn in Man Spactruni
;M100)fl7(66)181cthyl. methyl eater
Heptadecanofc acid, 15-aethyl ,a>ethyl eater
5i
, 103
5IB
672
i98
395
W3
-------
TABLE A-109. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. 41VE
GC
Pwft
No.
I
2
3
6
5
b
7
H
100
>100
>ino
l-JO
1-10
1-10
1-10
-
TenlHiv*
Identification
Atr
Dimethyl ether (T)
Acetone
Dichlijrumcthane
Chlornlnrm
1 ,1.1-Trichloroethane
C2~Alkyl benzene
C2*Alkyl benzene
I.S.
CharKtarittic lorn in Man Spectrum
44(100)
'.3-45(100) (Sat'd spectrum)
4.1(100)58(30)
49(100)
83(100)
97 ( 100)99(67) bl (40) 119(1 2) 11 7(10) 121 (4)
91(100)106(bO)
91(100) I06(»i0)
75(100)77(33)
-------
TABLE A-110. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. 42VE
t-"
o
GC
P»»k
No
I
i
J
/.
•>
6
7
8
9
10
11
12
13
14
15
l.-Utlv.-
(ettinL Ion
Time
0.14
0.18
0.19
0.24
0.26
0.2H
0.28
0.29
0.30
0.38
0.40
0.57
O.bl
0.90
1.00
Amount.
M9/I
-
I -10
1-10
1-10
1-10
<1
-------
TABLE A-lll. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. 43VI
>
M
O
GC
Peak
No.
1
2
1
4
5
6
Relatlv,
Retent lor
Time
0.1J
0.18
0.52
0.81
0.98
1.00
Amount.
eg/I
10-100
<1
Tentative
Identification
air
Dlchlorome thane
methyl tflobutyl Ketone
Chlorobenzenc
r? alkyl benzene
I S
,
Characteristic Ions in Man Spectrum
44(100) _
49(100)
43(100)58(30)85(16)100(9) (also Been In previous run)
112(100)77(72)50,51,114(32)
91(100)106(40)
75(100)
TABLE A-112. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. 43VE
GC
PMk
No
1
?
J
4
•>
(i
0
9
10
trUtlvr
tetfnl Ion
T»»»-
Oil
U.1H
0.28
n. il
0.49
0.55
O.^l
0.97
1.00
Amount,
"
1*10
1-10
1-10
I- 10
/('»7)41(46)R't(41>100(W)
9I
-------
TABLE A-113. IDENTIFICATION OF COMPONENTS IN ACIDIC FRACTION OF SAMPLE NO. 431
M^v
oc
fMk
No.
1
2
)
It
5
6
7
8
hxta
844
855
915
1010
tost
16)0
2110
2121
Amount.
nft
**
*
**
•*
*
**
*
*
Tcnuth*
MMttllatnft
Dlchloro C4-Alken«
CMoroh«x«ne
CMoro»«thylbut«n«
T
Chloroathenylbenzcne
Beiu«ne«ulfonMlde N,4-Du»elhyl
c > IS P«tty Acid
C ^ 20 P«ty Acid
OHncttrMie him In MOT Spvtrum
«K100)»(83)90((i3)77(43)92(17)124(4)12(>(3)
91(100>55(80)9J(33)41((i3)
55(100)69(68)68(56)41(30)91(31)93(9)104(4)106(2)
69(100)41 (52)82 (24)67(20)90(8) 105(4)1 18(7)
89(100) 125(95)53(70)63(4 1)91 (13) 1?;(60) 138(4) 140(2)
91(100)65(29) 121(23) 150(26)92(20) 185(27) I8MJ)
74(100)87(80)143(23)298(3)
87(100)55(100)97(64)197(83)200(23)229(8)
Compound
H««n>. 1-Chloro-
l-But«nc. 2.(Chloro«Chrl).
Mmeneiulfonmld.. K-4-Dmthrl
Hept«dec«nolc Actd. I6^f«thrl-, (tathyl
Eiter
Octcdecanotc Actd, IZ-Hydro^y. , Methyl
Rctir
i^^i^
8.1
> 103
686
358
595
560
601
o
00
TABLE A-11A. IDENTIFICATION OF COMPONENTS IN ACIDIC FRACTION OF SAMPLE NO. 43E
oc
rwk
No
1
2
1
4
J
6
7
e
9
n»illnn
Indnr
974
1042
1064
1137
11M.
am
1709
2110
Amoum,
Mflfl
***
•*
***,-«
**
**
*
*
*
*
T*it*t*v*
Mmtifkrto*
Phenol
Hethvlnhcnol
Hethvlphenol
Dlnethrlphenol
DiMttvrlphenol
C > 10 F*ttf «cld
C > 12 Fatty «ctd
C > 17 Fatty *cld
C > 18 Patty acid
94 (100)66 (48)65(26) 95 (4)
108(100)107(94)79(46)77(44)
41(100) 107 (80) 77 (25) 79(10) 109(5)
107(100)122(76)121(40)77(36)79(22)91(27)
107(100)122(82)77(33)79(21)91(22)
74(100)87(67)143(13)171(9)
74(100)87(74)143(20)199(12)
74(57)87(35)264(6)
74(100)87(70)143(15)199(6)255(4)
Compound
Ph>ool,3.4.Dl»thyl
Phenol ,2 , 5-Dloethrl
Decanolc .cld.B-Methyl . Ntthyl tit.r
undecanolc •cld.ll-BroMD. H*Chyl «*t*r
10-Undecenolc icld. ••thy] »tcr
S.P
»1<>3
532
542
457
489
471
354
-------
TABLE A-115. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. 44VE
>
(-"
o
GC
tat
No
1
2
1
'i
'•
-
]
telatlvc
ei^nt Inn
Time
0.14
0. IH
0.19
O./l
0.1?
o.s;
1.00
Amount.
eg/I
-
10-100
10-100
1-10
1- 10
I -II)
-H
T«nU1n«
ld*ntif*c*1«on
Air
Arrtonr
IHrhloroBWth-ne
Hetliyt'ttivl krlone
B*-n7»nr
l.ilurnr
I -S.
Characteristic lom tn Man Spcctnifn
4(.(]fMl)
^ 1(|()0)SR( IO)
HMlW)^V?)
'. 1(100) 7 WO)
/ft (100)
1H(lOn)'t7('.t,)
r.(tt)O) ;/( ID
-------
TABLE A-116. IDENTIFICATION OF COMPONENTS IN ACIDIC FRACTION OF SAMPLE NO. 44E
oc
tat
No.
,
2
3 I/
5l
6
7
a
9
10
11
12
13
14
15
16
17
18
19
4
RMKlMon
to**
970
10J«
1062
1123
1131
1154
1182
1212
1222
1245
1253
1268
1511
13)0
154 3
1370
1)89
1424
108}
Amount.
nil
«.
*>**
~.
..
«.
.«
**
**
«
**
**
*
-«
**
*
«
4
«
ft*
hfeniificnlon
Ph*nol
Itethylphenol
C?-Alkf Iphenol
C5-Alttrlph*nol
G7~Alkylphcnol
C}-Alkflph«nnl
C^-Alkylphenol
C^-Alkylphanol
C^-AUylphcnoI
C1 -A Iky 1 phenol
C.-Alkf Iphenol
C^-AUylpheool
C^-Alkylph«nol
C^-AlkylphenoI
Hethyl«ltylphf>nol
C^-AUenylphrnot * ?
r^-Alkylphrnol
C^-Alkylphenol 4 ?
Remote Acid
QMttCttristfc lorn in MM§ Spictnim
94(100)66(4e)65(25)95(7)93(4)
108(100) 107 (92)79(38) 77 (37)51 (15)63(9)90(8)89( 14)91 (;)
107(100)108(75)77(38)79(34)122(19)51(13)53(11)
107(100)122(42)77(33)79(17)51(9)63(8)65(7)123(4)
107(100) 122 (81) 121 (47) 77(28)91(25)79(19)51 (9)123(6)
107(100)122(40)77(22)91(9)79(7)65(6)51(7)123(7)138(2)
107(100)122(92)121(71)77(42)91(29)136(5)
121(100)136(41)91(31)77(26)167(15)65(8)51(8)
121(100)136(27)91(17)77(15)65(5)51(4)103(4)107(4)
121(100)136(61)107(61)77(27)91(24)65(7)53(5)
121(100)136(67)91(38)77(24)107(14)79(10)65(8)53(8)
121(100)136(35)91(23)77(20)107(15)65(8)51(7)
133(100)134(90)135(59)105(40)91(43)77(48)51(21)65(17)
133 (100) 134 (53) 135(27)105(3}) 77(27)91 (20)150(20)51(20)
133(100) 107(90) 148*40) 77(35)63(16)51 (16) 162 (5)
133(100)148(34)105(26)77(13)91(9)51(7)63(7)
133(100)148(57)105(22)91(22)77(17)63(13)149(12)
133(100)147(61)148(55)91(19)105(18)77(14)51(10)162(7)166(1)
105(100)77(60)136(40)51(28)
Compound
Phenol. 2 -Methyl
Phenol ,3-Ethyl-S-JfcthTl
-
P1ienol,2-<;-«thyl-2-prop«nTl>
fi.1.
« 103
370
473
493
-------
TABLE A-117. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. 45VI
Prak
No.
1
2
3
4
5
6
7
8
9
10
R.-tcnl lor
Time
0.12
0.16
0.16
0.32
0.24
0.26
0.28
0.35
0.67
1.00
Amount.
cg/l
—
-10
-(8)
T«nutiv*
Idantification
Air
Dlpthylethor
Dlcltlorome thane
Chloroform
Tetrahydrofurnn
1 , 1,1-Tr Ichloroe thane
Benzene
Tr tch Loroet hylene
1,1,2 , 2-Tet rachloroet hene
IS
Characteristic loni in Mail Spoctrum
4A (100)
4X10(1)59(95)74(50)
49(100)84(37)51(78)
81(100)H'i(67)
42(100)41(77)71 .72(31)
17(100)99(65)
78(100)
95(100)112(80)130(78)
166(100)129(90)131(85)
75(100)77(33)
-------
1
TABLE A-118. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. 45VE
GC
tort
No
1
7
)
/i
',
t,
ft
r
8
4
10
1 1
12
1 1
14
IS
IF.
1 /
19
?0
71
J?
7 )
}'•
,".
ft.
'
.'»
Relatl«<
Rettntfm
Tlmr
0.11
0.1?
0.17
n,22
0. 17
O.lft
0. 16
0.49
O.«,l
O.^h
n.M)
0.67
0.69
O.ftQ
0.71
0.72
0. 71
0.87
0.91
0.<)4
n.qs
0.9b
0.9ft
0.99
r.nt
1 .0;
i .<>'>
AflKMIflt.
o»rt
10-100
10-100
•I(XI
10-100
»IOO
•100
10-100
10-100
•100
•100
1-10
1-10
1-10
1-10
1-10
1-10
•100
m-ioo
10-100
10- 100
10-100
10-100
10-100
10- IOO
10- lOO
l"-ino
T«nUtiv*
IdOTtifwMiOfl
Air
Butene
Chloroffethyl propene
(.' hlorompthy 1 proprne
R^tizpn^
Olhronomffthane
l)ltiromi
93(100)174(90)95(85)172(50)79.81(25)
91(100)1 70 (90)95 (85)1 72(50)79.81(25)
9.1(111(1)91 (77) 77(58)108(33)
77(100)55(80) 79(;0)41(60)<>1( 35) 75(10)49(25»6(20)91(10) 111 (8)1 13(5)
91(100)97(65)
65( 100)51 (60)63(58)50(«2)«2(25)89(Z5)93(20)*5(20)
64(100)55(90)90(72)65(50)75(28)
55(IOO)S7(70)95(60)(,8(60) 5 3(28)4 1(25)81 (15)
55(100)41(85)77(80)54(45)76(40)90(78)
95 (100)67(80)55()4)«l (.10) 110(28)
95(100)9 1(80)91 ((,8)67(60) 77(48) 55(42) 108(40) 110(26)
95(100)67(40)IIO(?8)93(25) Small 129.111.164,166.168
89(100) 53(98) 124(50)91 (48) I26(13>50<10)
91(100)91(90)77(60)108(60)79(18)
55(100)60(70)116(70)87(50)
9l(100)ln*OJ)
91(100)91 (55)108(50)77(50)55(40) KOI 171,171.175
106(100)105(60)91 (45)77(78)56(22)
101(100)55(64)71(51)41(15)
67(100)95(95)1 10(90155(18)41 (10)
'7(IOO)79(JO)70(?8)41(26)I75(I7)I77(M)
' M • 11
771 |00)'U( IOO)«I (9M108(5'O7'iCi01l 76(8)
'. M l'l'i)H'»f 7O)J;M( • • 1
-------
TABLE A-118. (Continued)
GC
Pnh
No.
30
31
32
33
34
35
36
37
38
39
40
41
42
43
Rcintlv.
Re Lent lot
Time
1. 10
1.17
1.32
1.35
1.52
1.54
1.56
1.58
1.61
1.65
1.66
1.67
1.73
1.95
Afnount,
co/i
10-100
»100
10-100
10-100
10-100
10-100
10-100
10-100
>100
10-100
10-100
10-100
10-100
10-100
Tentative
kfentiticotion
Dlethyl dtsulflde
Unknown
Unknown
Unknown
C,. alkyl benzene
1 Hlndene CnHij M146
2 . 3-d lhydre-I , 3-d lute thyl
CtIH1A, eg methyl butenyl benzene
«=,,«,,
Unknown
C,,H14. eg 1,1-dlnethyI-
2-propeny) benzene
Unknown
2,3-dl hy
-------
TABLE A-119. IDENTIFICATION OF COMPONENTS IN NEUTRAL FRACTION OF SAMPLE NO. 45E
GC
No.
1
2
3
It
5
6
7
>
9
10
11
12
1)
14
IS
16
17
18
19
20
21
22
23
26
25
26
27
2«
29
873
(77
IB)
691
90}
93)
950
1003
1037
IM9
1095
HIS
1143
1176
1194
1208
1231
1255
12«4
1J73
1)25
1)7)
1)9)
1»52
1*7)
1505
1529
1582
1603
.«
**
«
**
**
***
**
**
**
**
***
~
~.
***
**
•*
"
**
»
* +
***
..
**
**
***
***
***
***
**
V>C12
C.H ri Dlchlorobuten*
Hrc.hylp«nt&non«
Kylene • T
2-Prop«n«t-l(?'furwiyl)
Chloro-«lkene
1
Chloro-clkenc
Acetophcnonc
l-»tethyl-l-phenyleth*nol
C^-Alkylbentenc
7
Mixture * B«nt«ne,l,roxrbi«i4-iMthyl|
eth«nol,l-(2-butoxyethoxy)
3(lH)-Wnto(vit*non*, dlMthyl
T
Benzole «cld ,2 -propenyl eittr
3(2H)-B«pzofur.non« dlMthyl
T
p-Hc t hovy p rop lophanon*
PhoiphorodlthloJc «cidto,o-dl«thyl S-«thj
Cl*"l.8
7
NUturc •
Ho»log of «21
CQ-A]hcnylpheiwl
7
Alkyl-tctrvhydroncphthalene-1,1 -dioxide
1 ,2-Brnzlbutlilaz01e,3-cthoxr
Chcricnrlftic lona in fttaw Spactrum
»9(inO) 53(99)91 (35) 124(31) 126(20)
8K(IOO)n9(89) 53(94) 90(38)124 (|4) 126(9) 128(1)
4l(100)85(55)43(55)45(lfl)57(16)
55(90) n<78>91 (56) 106(21)
71(100)66(76)122(65)43(50)94(46)124(6)
111 (100)75(81)113(66) 77(25)89(23) 124(9>l2f>(6)
43(100)99(76)55(58)70(35)100(4) 1
41(100)43(40)85(30)57(16)87(5)99(0.6)97(0.4)
105(100)77(88)51(36)120(24)
79(100) 107(74) 77(57) 122(22) 51 (24)
1)3(100)105(70)148(57)77(19)91(20)51(19)63(12)
61(100)154(70)94()3)122(16)156(8)
97(99)121(92)65(94)93(93)111 (47) 170(17) 198(100)199(8)
45(100)57(80)75(17)87(10)89(8)132(1)
94(100)162(56)76(38)104(36)43(33)121(28)147(22)
75(100)111(65)99(48)157(42)50(38)127(22)159(14)
105(100)77(42)51(20)117(3)162(2)
162(100)106(78)77(69)51(52)131(54)78(44)135(38)163(13)
111(100)97(98)»1(92)65(72)13B(67>170()3>JOO()Z)198(18)202(J)
135(100)77(27)164(22)51(16)105(10)79(9)
1 186(100)97(76)121(61)65(56)93(57)125(25)2)6(26)
202(100)187(50)145(67)159(60)91(48)203(16)
86(100)81 (98) 111 (»J)55(77) 135(74) 163(47) 191(S2)224()7)
176(100)131(98)77(91)51(82)146(84)193(72)115(65)91(66)
97(100)121(93)65(76)93(71)125(64)153(49)129(44)240(50)
107(100)135(96)
55(100)123(98)10605)63(29)124(8)193(1)
146(100)176(99)131(92)193(88)77(66)51(58)91(46)218(5)
196(100)76(56)77(52)106(37)120(28)167(71)169(17)211(14)
97 (100)65<;4)93(52) 176(42)202(66) 238(74) 327 (16)
Compound
2-?«ntnnone.6~»ethv}
Ethanone 1 1 -ph«nyl
Brazen* ncthanol.if-MAthyl
!Kmitn«,l-«t;t'Tl-3-(l-~thfl «tbrl)
Eth*nol,l.(2^nitoi; •tfcnr)
8*n*olc «cld,2-prop«nrl «*ter
3(2H)-B«ntofuranon« dlMthrl
Benx«n*. 1 -(5. 5^lB»thyl -1 -eye lop*nt«n-
l-Tl)2-«tho>T
1
11
I 103
658
719
637
480
817
!M
556
323
68:
-------
TABLE A-119. (Continued)
GC
No
31
3?
33
34
35
36
I7is
I;M
2121
22(0
2)19
2611
AimjMil.
«g/l
...
***
*»
«**
..
-.
Df -2-propcnyl phthAUte
Stihit . -benzof ur«none
,
7
PhthflUte
O»»ct»rittic locw in MM Spectrum
149(100)41 (52) 104(46) 76(44) 132(3/1 1B9{49>1 90(6)
189(100) 190(13) 76 (18) 11 5(16)61(10) 149(13)
199(100)103(80)76(39)115(38)61(24)162(23)
97 (100)65(62)93 (62) 12 1 (62) 125(48) 160(49) 332 (21) 743(17)299(8)
176(100)177(31)57(21)149(22)119(14)91(10)193(6)
149(100)
Compound
^
s.i.
.103
491
TABLE A-120. IDENTIFICATION OF COMPONENTS IN BASIC FRACTION OF SAMPLE NO. 45E
GC
PMk
No.
1
2
3
4
5
6
7
,.
I^M '
Icxto
876
M2
911
976
1056
11 7«
1J44
•
Amount.
nfi
**
«
**
*•
*
»
**
TcntMm*
Trlj^thylplperldlnj
Mixture ?
C<,-Alky[plp
71(100)126(94)41(59)100(23)141(11)
93(100)65(38)65(18)92(12)140(8)155(1)
106(100)107(76)122(1)77(20)91(5)
80(100)108(79)123(56)53(22)65(13)
148(100)163(98)121(52)131(26)103(24)93(22)77(20)
Co^ound
Plpcrldln*, l,2.6-TrtM«thyt.
2-ttoxanone, 3,4-Epo»y-
rsn-
« <(P
434
501
-------
TABLE A-121. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. 46VI
GC
Pnk
No.
1
2
3
4
5
6
7
8
9
10
lelat Ivc
letenl fon
Time
0.12
0.16
0.22
0.25
0.26
0.34
0.36
0.54
0.68
1.00
Amount,
>100
1-10
1-10
1-10
10-100
M
1-10
<1
-W
Tgntlln*
Identification
Air
Dlchloromethane
Chloroform
Dlchloroethane
1 ,1 . t-Tr Ichloroe thane
Dlchloropropane
Trtchloroethyl.ene
Toluene
Tetrachloroethene
IS
Characteristic Ions in Mns Spactrum
44(100)
49(100)84(100) Sat'd.
83(100)85(65)
62(100)64(33)98(15)
97(100)61(70)99(67)117(15)
63(100)62(70)41(50)39(35)65(30)76(23)
95(100)130(80)132(79)97(63)60(45)
91(100)92(60)
131(100)166(95)129(80)164(73)94(61)47(48)
75(100)77(31)
TABLE A-122. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. A6VE
GC
Prak
No.
1
2
3
Relative
Retcnt toi
Time
.13
.18
.29
Amount.
C9/I
__
1-10
1-10
Tentative
ktentification
Air
Dlchloromethane
1 , \ , l-Trlchloroethane
Ch*r«cterhtic Ions in Mns Spectrum
44(100)
84(100)86(70)49(50)
97(100)99(70)61(25)117(18)
J
-------
TABLE A-123. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. 47VI
GC
Peak
No.
1
2
3
4
5
6
Relative
Retention
Time
0.11
0.17
0.18
0.21
0.24
0.30
Amount,
CD/I
1-100
10-100
-------
TABLE A-125. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. A8VI
oo
GC
Peak
No.
1
2
3
4
5
6
7
8
9
10
11
Rdattv
Relent fni
Tim.-
0.11
0.21
0.21
0.26
0.27
0.31
0.11
0.52
0.58
0.71
1.00
Amount.
MS/I
10-100
1-10
'1
<1
M
•v.1
<1
<1
«1
Tentative
Identification
Air
Dlchlorome thane
Cyc lopen t ad f ene
IHchloroethylene
Chloroform
1,1, 1-trlchloroK thane
trlchloroe thy lenn
methyl tnobutyl Ketone
toluene
1,1,2 , 2-t e t rachloroethene
I S
Characteristic lorn in Man Spectrum
44(100)
49(100)
66(100)65(65)
61(100)96(52)63,98(33)
83(100)47(80)85(60)
97(100)99(63)61(50)63(18) 117. llf (8)121(4)
130(100)132(97)94(94)96(62)
43(100)58(30)85(15)100(10)
91(100)
166(100)129(90)
75(100)
TABLE A-126. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. 48VE
GC
Peak
No.
,
2
3
4
Relattvi
Retentlor
Time
0.13
0.18
0.31
1.00
Amount.
MO/I
10-100
1-10
Tentative
Identification
air
Die hi orome thane
1,1 ,1- trlchloroe thane
I S
Characteristic lorn in Man Spectrum
44(100)
84(100)
97(100)99(70)61(25)119(10)117(8)121(4)
75(100)
-------
TABLE A-127. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. 49VI
GC
Peak
No.
!
2
1
I,
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
21
24
Relatlv
Retent loi
Tine
0.11
0.16
0.17
0.17
0.17
0.18
0.22
O.24
0.28
0.28
0.30
0.31
0.34
0.38
0.59
0.75
0.84
0.90
0.93
0.97
0.98
1.00
1.05
1 .1 7
Amount.
MO/'
•100
10-100
10-100
10-100-
10-100
10-100
10-100
-I
1-10
10-100
1-10
10-100
10-100
1-10
1-10
1-10
10-100
1-10
1-10
—
1-10
1-10
Tentative
Identification
Air
Acetone
C,H1Q. eg 2-Me-2-butene
Dlethyl ether (T) Sat'd
Dlch lor ome thane
Carbon dlsulflde
Dlchloroethylene
Chloroform
1 . 1 ,1-Trlchloroethane
2-Methy]-2-butanoI
Benzene
Carbon tetrachlorlde.
Cyclohexene
Tri chloroethylene
Toluene
1 , 1 , 2,7-Fetrachloroethene
Chlorobenzene
C* Alkyl benzene
C- Alkyl benzene
Cyclooctatetraene
C-- Alky) benzene
I.S.
Rrorooben^pne
Butyl Kctonc
CharacMriitic lorn in (Man Sp*ctrum
44(100)
43(100)58(40)
55(100)70(28)41.42(20)
45,59,74(100)
49(100)
76(100)
61 (100)96(60)98(40)63(35)
83(100)
97(100)99(67)61(55)117,119(12)
59(100)73(57)43(46)55(45)
78(100)
119(100)117(80)47(50)82(48)
67(100)54(70)82(40)41(25)
95(100)130(82)132(79)60(62)
91(100)92(60)
166(100)129,131(90)164(82)166(50)89(42)
112(100)77(58)114(33)
91(100)106(10)
91(100)106(50)
104(100)78(62)103(60)
91(100)106(40)
75(100)
I5'.(IOO)I5R(98) 77(75)
85(IOO>.S7(88>41( Ti) 1 42(20) 12 7(10)
-------
TABLE A-128. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. A9VE
GC
Pnk
No.
I
2
3
4
5
6
;
Relatlvi
Retentioi
Time
0.10
0.13
0.15
0.20
0.22
1.00
1.15
Amount.
1/g/l
>»100
10-100
10-100
MOO
1-10
Tentative
Identification
air
Dlethyl ether
D I ch 1 o rome t Kane
Chloroform
Tetrahydrofuran
I S
CtnHlA
Chwacteriitic lorn in Man Spectrum
44(100)
59(100)45(78)74(70)
49(100)
83(100)
42(100)41(55)71(50)72(50)
75(100)
93(100)91(58)92(45)77(30)79(25)105(20)121(15)
TABLE A-129. IDENTIFICATION OF COMPONENTS IN NEUTRAL FRACTION OF SAMPLE NO. 491
No.
1
2
J
4
5
6
7
a
9
10
11
12
RBtOTllwn
Incta
862
868
873
1061
1130
1165
1209
152»
1567
1677
1701
2511
Kg/I
*«
~
..
**
*«
„
«,
~
.«
*
~
*«
Oxyblcyclol 4.1.0| heptane
Ethylbcnxrn«
C^-Alhylbenzcnc * Alkfl alcohol
Eth«n«.l ,1 '-oxybl»|2-ethoKy!
01bro«»ocycloh*K*n« * ?
Bro*ocyc lohex*nol
Dlbroaocyc loh*K*ne
1,1 '-Blcyclohcxyl-ethyl
Subct . -cycloh«E«nc
7 ItMer of 99
M-4-ethoKyphenyl«c«taild«
Blt(2-«thylhexyt>phth>liite
CtMTivtiHttiT lorn in 9fl*m *Jn«rTrum
83(100)41 (62)55(40)5i (40)69(30)97(13)
91(100)106(41)77(15)51(12)65(9)
56(100)55(56)43(56)69(29)91(8)106(3)105(1)
45(100)59(44) 72(43)73(40) 103(4)
81(100)79(85)53(60)41(43)77(25)97(23)132(1)
81(100)99(30)57(24)55(22)79(19)127(5)128(2)
81(100)79(20)53(14)41(12)117(10)127(4)119(3)
83(100)55(64)111(32)41(20)67(10)194(8)
95(100)55(80)113(62)41(58)67(46)112(29)83(26)114(5)178(1)
95(100)55(56)67(35)41(34)96(35)97(30)178(16)
108(100) 109(92) 179(40)1 37(36>80(25>8l (20)43(35)
149(100)167(29)57(34)70(22)71(22)
Compound
7-O»bleyclo14.1.0lhept*ne
Benzene , ethyl
l-P«nt«nol
eth«ne,l.r-oxybl*(2-*thoxy)
CjcloheK«nol,2-bro«o
l.l'-BlcyClohexTl-2-«hyl-tr.n,
Acettmld«,H-(4-«choxrph*nyl)
u.
.!0>
594
719
635
577
418
306
811
N>
O
-------
TABLE A-130. IDENTIFICATION OF COMPONENTS IN ACIDIC FRACTION OF SAMPLE NO. 491
oc
M*
Mo.
1
1
J
4
5
6
nawiiuii
U37
130»
1613
1709
1737
IBM
*KMnt.
<**
**
*
**
*
»
*
Tantctta*
Bane ana ml f on lc acid.t-awthyl hydro* Ida
r. > 12 Fatty »cld
Itowir of #1
C > U fatty acid
Methyl banzenMulfonulda
C > 15 Fatty «cld
O»«iiailnlc lorn bi MM ffcacmm.
91 (100) 155(59)65(48)186(59) 187(4)
74(100)87(66)
91(100)65(39) 1J1 (32)155(25)185(27)186(2)
74(100)67(75)
91(100)171(52)155(50)107(48)65(58)
Compound
tftataftal (maid* ,4 -HKhyl
10-Und«c«noic acid. Mthyl vctftr
11.
«10>
57«
616
TABLE A-131. IDENTIFICATION OF COMPONENTS IN NEUTRAL FRACTION OF SAMPLE NO. A9E
oc
No.
1
1
3
4
5
6
7
a
9
10
11
II
I)
It
11
16
17
18
19
Mn
au
951
960
m
100*
101}
1061
1079
10*9
11)0
11(1
111*
13*»
IM4
UU
1321
15)3
161}
1093
il?/l
**
*
*
*
*•
**
•>•
*>•
*
•*
***
«.
•
•*
•
*
•
«
~
Chlorob«nt«n*
H»thjlc*cloh«x*nOM
Chlotocyc loh«*anc
Omctn»
ChlorocrclolMxmol
Sub.t . ^«toiw
I
C)-Alk«o7lcrclop«ot«a«
UndecMM
AUTl-CT^loh«««n«
lodoteyun*
Ittxtur* * Io4ocliloTocycloh«x«nc
1 . 1 ' -fclphcnrl
1
IroKHMphthalviM
l.l*'BlcTcloh«>7l-2-«eh7l
1
7
O»«l»»fclk torn In MM Swttrum
11J(100)77<79)11«(J1) 51(31)50(30)78(5)
>3(100)42(66)«l(M)W<44)55(43)69<30)97(U)
67(100)87 (42)55(36)41O5)M(3J) 118(1) 120(0. 5)
57(100)43(91)71(16)85(22)99(5)142(3)
37(100)80(26)81(18)41(18)88(11)98(9)134(4)136(1)
43(100)81(50)71 (41) 108(33) 111(30) 139(18) 154(18) ^
45(100)59(43)71(40)73(38)123(10)
(1(100)87(68>U(55)89(50) 110(47)95(40) 124(4) 1)2(3)
)7 (100)43(93)71(46)85(22)156(2)
81 (100) 79(80))}(60)77(58) 105(39)51 (34)148 (2)
«1<100)»9(50))T(40))5O6)79(10) 117(8) 128(4)226(2)
)3(100)67(99)81 (97)117(28) 127(15)244(8)246(3)
1)4(100) 1)3(40)1)2(27) 115(21)76(1 7) 51 (16)63(14)
77(104)107(67)51(36)137(24)152(20)
127(100)116(28)63(22)206(74)207(71)
83(100)55(50) 111 (26)41(20) 194(5)
83(100)55(86)112(55)41(50)109(38)165(32)203(4)
83(100)55(86)165(58)95(59)41(49)109(42)
93(100)188(56)171(2)
Compouid
Bvnxena, chloro
CyclotME«noM,4.«iehyl
Cyelohaun*, chloro
D*c*ne
CjrclotMxMnol(4 .chloro
2-Oublcrclo|2.2.2|oct«Mll.3.)-trt«tliTl
CTelopmtciM.l-athylldviM-l.l-o'lMttirl
Dodec«n«
Cyc lohvxaiM , 3-1 2 -prop> 103
582
3)9
384
BB9
367
707
))(
772
408
)JS
30B
T
M
K)
-------
TABLE A-132. IDENTIFICATION OF COMPONENTS IN BASIC FRACTION OF SAMPLE NO. 49E
GC
IS*
No.
1
3
1
4
5
1416
1432
1460
1545
1913
*
*
•*
«
**
l.llUtolldln.. Cj Alkylphenyl
7
Itimtr of 13
7
CharKtwbtlc lam In MM Spectrum
8M 100)57 (67)56 (6 l)'l (36) 117 (17)
99(100) 70(64) 162 (5B>91 (42)71 (40) II 7(12) 190(14)
100(100) 77 (22)44 (15) 77(14) 187(6)167 (3)
100(100) 72 (66) 77(11)44 (30)56(21) 180(10)
58(100)71(58)167(19)180(14)182(8)183(4)184(0.2)
IMIDMIM Ifeltll
COtneound
Horphollnc, 3.4-DlHcthyl-2-Ptienyl-
(2». Tt«n.-)
11.
.11)3
361
TABLE A-133. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. 50VE
GC
PMk
No.
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
Relative
letentlon
Tine
0.14
0.18
0.24
0.36
0.64
1.00
1.20
1.21
1.24
1.35
1.41
1.41
1.44
1.45
1.48
Amount.
ug/1
1-10
<1
<1
1-10
<1
<1
<1
<1
<1
<1
<1
-------
TABLE A-134. IDENTIFICATION OF COMPONENTS IN NEUTRAL FRACTION OF SAMPLE NO. 50E
No.
1
2
3
4
5
6
7
»
«
10
11
Rmntion
855
1003
100;
1215
136O
1501
1658
1674
1700
2337
2511
Bi/l
„
..
**
...
„
„
**
„
...
«
..
1 . l-01oioUn«-2-(chlom*r(hyl)
2-Prapanol fl~(2-«*thuiy~l -•• thy let box;)
" I.o—t of 12
Bciuane*«th«iiAalne(N-«eth]rl.N-oltro«o
Nltro*nllln«
Chloroalkyl'ubtt. -phenol
2. «-»!.( l-Mth;lbutyl)-|>h«nol
C > 16 JUk*i»
7
7
Bl*(2^thylhezrl)phth«Ute
OMiatHiiUk. lorn in MMS Spactrum
7J(100)45(4t) 12 l(lf>)97(6)12 3 (5)
51(100>4S(60> 103(28) ;)I28)1M(4)
59(100)45(62)73(28)103(26)
91 (100) 120(63)92(48) 150(28)65(20)51 (10) 151 (3)
65(100)138(83)92(58)80(30)52(24)118(26)139(6)121(6)
108(100)91(44)107(36)65(22)200(16)202(5)
205(100) 71(26)43(24)206 (16)234(6)
57(100)43(70)41 (47) 76(59)85(47)99(14) 148(4)
44(100)68(83)201(78)186(57)173(46)96(40)203(26)214(6)
91(100)117(24)65(12)155(5)147(4)207(6)208(5)
149(100)57(44)71(28)167(28)113(10)
Compound
1.3-Olonz«nedlc*rbo^Tllc scld. dllaopropv
• •ter
S.I.
. 103
343
711
672
374
373
433
646
368
10
U)
-------
TABLE A-135. IDENTIFICATION OF COMPONENTS IN ACIDIC FRACTION OF SAMPLE NO. 50E
No
1
2
]
4
5
6
7
a
9
10
11
12
13
14
nmmtoi
In*.
1J68
1299
13*1
1361
1)64
155*
1567
1628
1705
1071
1906
2333
JJ99
2475
ftn
*
.
*4
*
*
**
**
**
**
***
**
**
**
Hydro»yb«iw*n«cetlc «eld
Trlchlorophenol
Benzencdtcarboxyllc acid •onoaettiyl eftei
Trl»*lhylben±olc ictd
Hydro«y-t.rl*»thylbefiroic acid
Chloro- 7
Dichloro- 7
Brow- 7
7
7
Chloro- 7
Chloro- 7
Chloro- 7
ChwtcMrtatlc tom hi MM Snctnjm
77(100)107(95)161(84)56(34)79(38)162(8)
195 (100) 197 (96) 199(30) 167 (76) 169(72)210(50)212 (46)214(15)
41(100)91(45)180(41)107(30)121(29)77(16)65(13)181(3)
147(100)146(64)178(37)119(36)91(34)161(13)
147(100)146(81)119(55)91(53)178(52)77(25)179(6)
105(100)133(79)134(56)77(50)164(60)194(40)195(4)
113(100)141(93)151(91)77(70)217(92)219(19)
126(100)154(66)95(54)188(64)190(41)253(36)255(25)257(4)
246(100)268(100)75(81)62(72)276(42)278(42)
205(100)57(59)91 (43)175(64)1 77(54)?17(29)261(6)27l(3)
41 (100) 147 (64) 161 (16)277(35)792 (16)2 19(1 5)293(2)
101(100)77(66)79(79)262(13)264(4)326(8)328(4)
106(100)77(78)90(48)176(24)296(16)197(14)232(12)298(6)
65(100)92(96)90(87)126(88)282(65)284(23)217(19)
Compound
Benzeneaecttc •eld.a-hrdrpvy-wthyl «tt«r
B«nz«n* ,1.3,5 -Tr lchloro-2 -•• thosy
8*nrolc acld.2 ,4r5~Trl**thfl-a«thy1 *«t«r
Benzole •cld,2,4.5-TrbMthrl-aethyI c*t«r
"SI.
jlIlP
515
784
617
560
N)
TABLE A-136. IDENTIFICATION OF COMPONENTS IN BASIC FRACTION OF SAMPLE NO. 50E
GC
F—k
No.
1
2
3
t
5
4
— ,
»7J
1067
11*7
1161
1U2
Il»5
***
**
*
***
*
**
Metttylpyrtdln*
Mettiyltnlllne
Ct-Alkrlprrldln*
7-^tho»y«nlllM
3-Hethyl.5-echoxypyr«zo1e
B«nc*nc«cet>Blde, N-(Am(noc«rhonyl)
OMTttttrtatfc lorn In MM Sp*ctrwn
93UOO>WtlOO)56(60)92(40)94(73)63(18)52(l6)
106(100)107(89)77(22)70(18)51(10)
120(100)77(30)130(27)51(12)
80(100)108(60)123(53)53(18)
98(100)97(40)126(32)67(22)
118(100)91(36)134(32)116(26)65(15)178(16)179(2)
Compound
Prrtdlne, 3 -Methyl
BcntenMinc, 4-tWthyl
1.2-CthanedLoilne, N,H* -DlMethyKH.H* -
dfphenyl-
B«tuen«alne, 2-H*thoxy
BenteD*«ct«alda, N-(Aalnoc«rbonyl) .
81
ji1(P
494
626
523
706
128
-------
TABLE A-137. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. 51VI
!-•
r-o
GC
Pnk
No.
1
2
3
4
5
6
7
8
9
10
11
12
Rolat Ivf.
Relent lo
Time
0.13
0.17
0.18
0.24
0.25
0.27
0.28
0.29
0.38
0.40
0.75
1.00
Amount.
CO/I
—
1-10
10-20
M
1-10
•1
1-10
1-10
80-100
M
1-10
-(8)
Tentative
Identification
Air
Diethylelher
Dlchlororae thane
Chloroform
1 ,1-dl-propoxyethane (T)
Tet rahydrofuran
Dlchloroethane
1 ,1 , 1-Trirhloroethane
Olchlnropropane
Tr Ichlorncl hylene
1.1.2, 2-1>t rnc hloroet hene
IS
OurKUritttc lorn in Man Spectrum
44(100)
59(100)45(9B)7M5R)
49(100)84(40)
83(100)85(67)
45(100)43(45)87(22)59(15)95(6)
42(100)71.72(33)
62(100)49(38)64(33)98(12)
97(100)99(67)61(55)63(18)117,119(14)
63(100)62(70)41(50)65(30)76(28) So 112,114
95(100)130(78)132(76)97(63)134(33)
166(100)129(89)131 (88)164(82)
75(100)77(33)
-------
TABLE A-138. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. 51VE
GC
Pnk
No.
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
.•Intlv.
ctpnl Ion
Imp
0.12
O.lft
0.16
0.19
0.20
0.22
0.24
0.25
0.26
0.34
0.36
0.45
0.49
0.67
1.00
Amount.
eg/I
—
1-10
10-100
<1
<1
1-10
<1
1-10
-------
TABLE A-139. IDENTIFICATION OF COMPONENTS IN NEUTRAL FRACTION OF SAMPLE NO. 51E
No
,
7
3
4
5
h
7
8
9
Rmntion
W9
999
10)1
1071
1100
1131
110]
1197
1350
PO/»
**
•
***
*
*
~
.
*
**
Chlorob»nt*n»
Chlorocyc lohex^nol
Nltrobentrnff
ftroooc yc 1 ohexano I
Nit rocjrc 1 ohemene
Halo-eye loh«w«n«
H« 1 o -eye 1 ohe ««ne
).1 '-Blph.nyt
QwrccUrbtic lorn in Man Spectrum
ll?UOO>TM7MY14O7>St<79)50<2B);M|2>
>;(lOO)80(2h)81(lfl)'»fl(B) 105(3) i; 14(2) HMO
/7( 100) 51(70) 123(16) M){29)6M1M91(IM
81(100)37(66)99(27)13^(3)1)2(2)
fll ( 100) 79(18)53(13)41(1 2)117(6)119(7)
81(100)79(86)53(69)41(51)97(21)177(4)
81(100)89(29)61(28)57(26)55(25)79(23)127(5)178(3)
81 (100)41 (31) 55(29) 57 (24) 79(?3) 98(7)
154(100) 153(41) 15? (29) 155(1?) 76(20)51 (16) 11 5(7)
Compound
B*m«-w. ehloro
Cyc lnh«x*nol ,4-chloro
Bentrne. nltro-
CyclohcxannI ,2-brOBo
Cyc lohcxcnc , 1 -bro*o-2-chloro
I.l'-Btphenyl
5.1,
«i(P
59ft
564
711
472
4)1
581
ro
—i
-------
TABLE A-140. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. 52VE
ro
c»
GC
roii
No
1
}
1
4
.,
6
7
R
9
10
11
1?
1 1
14
15
16
17
18
11
20
21
22
21
24
25
H-l.tt Iv,.
Bi-ifiMlo
Tl«»
.15
. 16
.IB
.n
.25
.11
. 14
.14
.(1
.52
.57
.61
.81
.90
.11
.96
.98
I.Ofl
1.0)
1.1?
1.2(1
1.21
1.24
l.2«
1 . in
i.s;
Amount.
CO/I
10-100
i.lOO
1-1(1
10-100
1-10
1-10
1-10
1-10
1-10
>^100
->100
»100
10-100
xlOO
10-100
1-10
1-10
-(fl)
.1
1.1
• \
-1
1-10
1-10
'1
'1
TwiutnM
Mwmlicvtion
Air
Ar^ton*
DIcMrronettiane
Dllwopropyl «th«r
Ddsoprnpyl rrhf>r
1,1, 1-Tr Ichloroelhanr
Renzent
RroMndlchlornne thane
CBH1*' '•'• Tr'"«t>>Tl P»ntro»
Tnlurnr
Toltienr
To 1 u*n«»
Chloroh^nzen*
C? Alkyl henzpne
C? Alkyl henzpnp
r.vr loort*t*r rnrnr
C? Alkvl btnttne
I.S.
Chlorotolnrne
Alknnf
Dlrhlorobeniienc
Plrhlorobpnr*n«
Dlrhlorob^nz^ne
fl Alkyl hpnr**ne
llnknnvn
Charactariftic Ion* in Man Spactrum
44(100)
41(100)58(10)
49(IOO)fl4(15)
45(inn)41((,S)4l(15)B!(10)«(B)M(2.)
41(100)4'>(00)4l(48)87(40>y>(10)»>9(10)
97(IOO)M(78)
78(100)
81(100)85(1.7)1,7(10)127(6)
95( 100)60. 97( 7 l)b/( 50) 112(31)
5 1(100)41 ((,0)55(29) 19(19)69. 9 7(5) 11 2(4)
91(IOO)92(M1)
91(100)92(60)
91(100)92(60)
I12(IOO)77(HO)
91(100)106(10)
91(100)106(42)
104(100)78(55)101(50)51(40)77(28)
91(100)106(40)
75(100)77(13)
105(100)120(28)
91(100)126(20)89(18)128(9)
57(100)41(18)56(37)41(16)71(18)
I46(100)75(B8)57.II1(7/.)55(70)I48(62)74(60)56(55)73. 37(52)113(28)150(1
146(100)75(86)111(70)148(6.5)
146(100)148(62)111(57)75(52)
119(100) SIB 1 14
74( 1 00) IBO(S5)!B?( 78)109(60)1 4 7( 12)184(25)
-------
TABLE A-141. IDENTIFICATION OF COMPONENTS IN ACIDIC FRACTION OF SAMPLE NO. 52E
GC
Pee*
No.
1
2
1
4
5
t
7
g
9
10
11
ii
13
14
15
16
17
njmnion
In*.
896
986
1002
IOU
1047
106*
1091
1135
1169
1178
1299
1626
lilt
1964
197t
2035
1301
Amount.
Mftfl
.«
•
****
«
~
*•
~
-
**
**
**
**
**
«
«
**
*«
Tenuttve
tdentilntiofi
Nethojiybenzene
<"hlorophennl
Phenol
Bronopbenol * 46
Benzole >cl 10 Petty Acid
Phenol 2-H-(Hydro«n*enyl)««thyll
1 -Phen»nthTfcn»c*Tbo«7llt Acid Octehydro.
1 .4-Dlnethy I - ; -(1 -IMthylethy 1 ) Methyl
Eeter
Cherecterifik lone m Men Speetnjm
108(100) 78<;9)65(7«)9J( 18) SI (1*1109(11)
I2B( 100)64 (35)1 30(32)92 ( 16) IOO(fl)
<>6(100>'>f>(8M65(56)60('>6)9M12)
108(100) 107(87) 77 (44) )9(43)<»(24) 172(20) 174 (19)
10-1(100)7 7 (60)136(36)51 (JO)
107(100)108(82)77(34)79(24)109(6)
142(100)99(114) 107(76)1 27 (55) 108(^2)77(42) 144 (32)63(27)
107(100)122(81)121(49)91(40)77(34)150(4)
186(100)187(97)143(59)145(58)63(42)92(30)171(41)173(40)
119(100)91 (58) 150(37) 107(26)65(20) 186(2) 188(2)
195(100) 197 (97) 167 (61)169(59) 210(54)71? (51) 214(17)97 (20) '
91(100)85(28)155(24)121(21)185(23)
108(100)52(18)77(12)91(11)214(36)181(24)183(7)
107(100)94(36)77(20)157(18)200(56)181(15)165(4)
74(100)87(84)143(26)199(9)255(4)298(3)
107(100)77(28)152(18)153(16)200(85)199(41)201(11)
159(100)240(19) 197(15)141 (20>129(1 7>15)299(11>31»yphenyl) Methyl)
Heptedecenolc Acid. 16-Methyl. Methyl
F.«ter
Phenol, 2|(4-n7dro*yphenyl) Methyl)
1-PhenenthTe.necerboxyltc Acid Octehydro,
l,4-Dlaethyl-7-(l_Methylethyl) Methyl
Eater
••BBMMI
11
>10>
541
455
470
415
666
350
593
412
371
583
591
596
583
522
696
-------
TABLE A-142. IDENTIFICATION OF COMPONENTS IN BASIC FRACTION OF SAMPLE NO. 52E
oc
(Wi
No.
1
2
J
6
5
6
In*.
166
890
971
1012
n«i
2017
Amount.
«•/!
**»
***
**»
*»
»*
•
Idmtllicttioii
Cyclottcxylaalnc
HrdroXTVethrllBldatole *^1
Ethcnol. 2> Itai SpKtnim
56(100)«)(26)99(20)70(11)
56(100)9»(6»)81(42)«2(32)5J(32)«9«3U97(35)99(20)
•6(100)58(60)42(17) 102(13) 117(7)
93(100)(.6(32)65(16)9?(12)«(6)
94 (100) 148(77) 134(651 17 7(50)122(38)52 (32)81 (271
56(100) 55(43)99(42) 14 J(41)98(2»)224( 14)
Compound
Crclohe»n«la>
Eth.no!. 2-DlecKrlalno-
Pyrldlnt, 3-H«thyl
5-H«rcn.3- Yt,-on.,ft< l-plp,r Idlnrl)
31
.103
595
561
512
402
-------
TABLE A-143. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. 53VE
>
(->
u>
GC
PMk
No.
1
2
3
4
5
6
7
B
9
10
11
12
13
14
IS
16
17
18
19
20
21
22
lelat Ive
letent ion
Time
0.13
0.13
0.15
0.16
0.17
0.18
0.21
0.22
0.26
0.26
0.28
0.32
0.35
0.35
0.53
0.56
0.68
0.88
0.90
0.98
1.00
1.07
Amount.
wg/l
-
•vl
10-100
1-10
10-100
10-100
1-10
10-100
1-10
1-10
1-10
1-10
1-10
1-10
10-100
10-100
1-10
'1
1-10
1-10
-(8)
'1
Tentative
Identification
Air
Butene
Acetone
Dlchloroet hylene '
DIchloroae thane
Carbon dim. Hide
nichtoroet hylene
Chloroform
Trlchloroet hylene
Methylbutyl adehyde (T)
Benzene
<:?Hi6
Broniod Ichloromethane
Trlchloroet hylene
Toluene
Tetramethyl tetrahydrofuran (T)
Tetrachloroethene
€2 Alkylbenr.ene
C2 Alkylttrnzonr
C^ Alkyl benzene
IS
•:9H20
Ctioractvrittic tons in Man Spectrum
44(100)
41(100)56(70)39(41)
43(100)58(25)
61 (100)96(90)98(55)63(33)
49(100)84(45)
76(100)78(6)
61(100)96(40)63(30)98(25)
83(100)85(60)47(55)
97(100)61(90)99(60)117(6)
44(100)41 (76)43(62)58(52); 1(20)86(3)
78(100)
41(100)41(50)56(49)57(40)85(18)71(15)100(2)
83(100)85(65) Small 127.129,131
95(100)97(70)60(65)130(40)132(40)
91(100)92(55)
43(100)55(15)70(30)113(21)59(15)95(10)
166(100)131(94)129(80)164(78)94(65)96.168(40)
91(100)106(30)
91 (100)106(40)
91(100)106(40)
;'>(100)
43(100)57(70)85(15)71(14) Sm 128
-------
TABLE A-144. IDENTIFICATION OF COMPONENTS IN ACIDIC FRACTION OF SAMPLE NO. 53E
No.
1
2
3
4
5
6
7
a
9
10
n
12
13
14
IS
16
17
18
19
20
21
22
23
nwniLoiv
686
944
lit
988
997
1M9
1099
1110
1715
1288
1354
1504
1707
1808
1883
1913
2010
2070
2083
2114
2330
2415
2318
***
"
*-*
-
**
-
**
**
**
**
**
*•
**
**
***
**
**
***
***
**
«
*
Phenol
Chloropheool * Methylphenol
Benzole Acid * Broaophenol
Hethylphenol
ChloroMthylphenol • *4
Benzeneacer Ic Acid
Methylbronophenol * 7
Benzenepropanolc Acid
He thy t brntoopheno 1
Dodecanolc Acid
Tetradecanolc Acid
Pentadecanolc Acid
C £ 15 Fatty Acid
Hexadecanotc Acid
C > 17 Fatty Acid
Oct«d«cadl«notc Acid
Octadccenolc Acid
C > 18 Fatty Acid
C > IB Fatty Acid
C > 18 Fatty Acid
C > 19 fatty Arid
Omcnrtottc lorn in MM Spectrum
9M100)66(44)63f27)5)(6)9:>(6)
108(100)107 (96) 77(48) 79(43)51 f 18)90(22 > 162 fM 166(2)
10553(10>
107(100)108(56)77(41)142(27)144(8)
74 (100)87(46)55(24)59(1 8) 115(8)
91(100) 150(27)65(18)89(8) *9(6)
107(100)77(60)120(54)92(43)152(26)186(60)188(59)
104(100)91(56) 105(37) 164(28) 7 7(22 ) 128(16)65(14) 51(10) 133(8)
74( 100)87(62) 143(20)>S(20) 59(14)
107 (100) 186 (84) 188(84) 77(76)51 (24) 121 (10)151(0)
74(100)87(71)55(20)43(17)143(14)214(2)
74(100)87(76)55(22)43(20)143(20)199(10)242(1)
74(100)87(82)43(18)55(24)143(21)210(10)256(2)
55(100)74(70)87(51)236(3)237(2)
74(100)87(82)43(24)55(22)143(20)270(2)239(1)
74(150)87(82)163(23)43(31)55(24)241(4)284(2)
67(100)81(90)55(59)95(60)109(30)294(2)262(2)263(1)
55(100)69(74)74(72)87(57)97(56)264(7)265(5)296(1)
74(100)67(82)143(24)199(8)255(4)298(3)267(1)269(0.5)
169(100)87(83)55(68)74(58)129(28)143(25)172(16)201(10)
74(100)87(90)163(30)283(6)326(6)
74(100)87(86)143(28)
^ 1 i»» W.LJ.
Compound
Phenol
Phenol, 2 -Methyl -
Benzole Acid. Methyl Eater
Phenol, 2-Hethyl-
Phenol , 4-chloro-2-Methyl-
Renzeneacetlc Ac Id, *tethyl Eater
Bencene Propanolc Acid. Methyl Eatar
Dodccanolc Acid, Hcthyl Eater
Tetradecanolc Acid, Methyl Eater
Tetradecanolc Acid, 12-Methyl-Hethfl EaCe
10-Undecenolc Acid, Methyl Eater
Hexandecanolc Acid, 14-Methyl-, Methyl
Eater
9,ll-O<-r*<<*<-.dlenolc Acid. Methyl Eater
9-Oct.decenolc Acid. Methyl Eater
Heptadecanolc Acid, 16-Methyl-. Methyl
Eater
Hexadecanolc Acid. Methyl Eater
Si
« I03
529
522
247
645
350
359
652
507
260
653
607
422
408
689
508
528
742
702
308
507
(-•
OJ
TABLE A-145. IDENTIFICATION OF COMPONENTS IN BASIC FRACTION OF SAMPLE NO. 53E
••^B
GC
tak
No.
1
2
•MMMM
tadn
865
1205
funauan.
nft
***
**
jn,
N.N'Dla«thyUcet«alde
Qulnollnc
Q»«tl»l»llc torn In ftta SpKtnim
87 (100)44(84)43(55)42(42) 72 (40)88( 6)
129(100)102(30)128(21)130(10)74(12)76(12)50(9)
Compuo.nl
N.N-Dl«ttiyl.e«t«.ld.
Qulnoltoe
"11.
» ID3
623
739
-------
TABLE A-146. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. 54VE
to
OJ
GC
Pmfc
No
1
.»
1
t.
••
o
;
H
*»
Id
) I
I?
11
14
IS
lf>
17
in
t<)
70
n
i>
?\
?'.
7S
?*•
Ji
/«
m
K-l.ll Iv.-
Hrl.-r»t i,,i
1 In,,-
n. i?
n. is
n. if.
'•. Ih
O. 19
0.19
O. 70
0.71
0.77
O.^4
0.7S
0.2fc
0.2fl
0.10
O.)1
0.34
0. 1ft
O.M
0.4t>
0.5S
n.AR
O.hT
0.7n
n. ; i
n.nn
O.H/
fl. H/
O.MH
II.H'I
!>.'>»
MO/1
I o- i no .
i n- i on
• 100
- 1
l-in
I-IO
1-10
•v-IO
-1
1-10
10-100
i o- 1 on
''
•i
- 1
10-100
• 1
1-10
10-100
• 1
1-10
• I
1-10
•'
i-in
- 1
1 11-1 IW1
• 1
10 KM)
T«nt»t*v*
kfentificttion
A li
A< i-r.'ti.-
I>li-Ii1riiopthy1fnr
N«*rd hft i PI r>f'<-i ( run
1 .7-ni.-M»r<-«-lhflnr
-•-Met hvli-rnr nnr-
l-Mri hylprntnn*-
ntrhlitrori hvlmr
(:h|o,,,lor.
Trt r^hylM'f u'in * Cf,H|2
Methyl ryr InpentMnr
1 . 1 ,l-TrlrMorn*thane
Browne
Cy- 1 oheunn*!
Alknnr
C;H1#, Alhane
Tr Irhlorn^lhylcnr
C,H|6 «lk.n«
C7HU Allirne
Tnlufne
Vl<.
':»"l».
[;RH)K Alh.inf-
'•h h'—
i:RH|h
Altr.lru-
' \. Alliyl lt»n '<•»<•
«:,,n,H
i . AtVvl l..-i./.-i»-
Qwraet*riftic lorn in MM* Spvctnun
44(100)
', uifMi)Sfl(i;n
si ( ino)f>M<>n)fc U i i)OH( 17)
MU(M)) »S<«7)4 1 (*>«)/.«< 1?) |7f?'i)S5( in>IO(S>
M(>)
/. irion)6?(so)4i( i;>; i(;on9(i 7)
'.;(iOO)Sh(nonnhS)i t(t>4);7(4>)7i c>)8ftO)
M(IOO>(>f.(S^)f>1( U>4ROO>
ftHloo)»^^(67)
4|',(17)f,9(2S)
4 1(100)4 lfSS>1MynS7(40)*2(1?) 71 (IS)flMR)
4 »(1OO>41 .S7(46)7|(41)^h. /0( !?)«%(*> HOO(?)
9S()00)«>7(ft7H10{M))n?(VI)
43dOO)4i(^)S7(4o) rifis)ton(to)
'>'> UOn)Bl(RO)4Uhl)41(%ft)<)AMO>
1] O00)9?(*0>
'>r»(IOO)4l(SS)97(SO)S6(3?)67(7S)h9(?l)8inni 17(10)
l79(IOO>16h{9Sil.1H(')0)lW(7fl)04(7S)
•»S(IOO)'>7(ftO)6J (4->)ll?(lS)
41(UMi)^7(10)f)'>(/0);i(IS) S» 114
1 I7(IOO)/;(T,)M I/.O)
'. 7 1 IOO)/. 1(/.H)/.I (/.0)'i/.'tQ(ini
•i| < HHi)in<.< id)
«,'>(! >H1)'.'.('M))| 1 U'<0|4l(')S)'tf.(4O)l/l>(l/>
it I ino) |t>i.|/.n>
-------
TABLE A-146. (Continued)
GC
PMk
Mo.
II
W
U
1'.
1',
l'>
U
IH
19
4O
41
42
>, \
44
'•%
4ft
4/
48
A')
lO
M
'.2
•i\
Vi
V.
'.(.
'. ;
-.«
Ki-l.tr iv,-
R«-i'-nil.>
Tim,-
.11
.<)'>
.*(>
. ^H
1 .00
t .0(1
I.OS
1.07
1 .Of)
1 .12
1 . 16
1.1*
I.1R
1 . IR
I .2)1
1.22
1 .24
I.7S
i .?;
l.7'»
t . i^
i . 1 1
i . 1 1
1 . IS
i.i/
1 . IK
I.1H
Amount,
P«/l
I
* 1
< 1
10-100
-nc
C<, H2f> Albfn^
? Mkvl heni«>n«
Cj Alkyl benzene
AlkAHP
C-) Alkyl Wnzcnp
f..j Alkvl bonr.fne
Cj Alkyl benzene
Cj Alkyl bf-nz«nr
C|0 "20. *•«• ^4 Alkylrv<-loh«»nff
Cl Alkvl b*nti»nr
Ofrhloro h^n?pne
C/, Alkyl t>f>n*rne
l)|( hlorchenzen*1 * Alkane
1^ Mkvl hcnic»*
Mflhvl Stvrcn.-
r|0 "ih I-.R. l.lmitm-ne
(Ivili.n .irhon
( V, AUvl I,..,i7.-n<-
,,, MVv. t.,,,,..-m.
Ch»r*ct»rittM; torn in MM* Spactrum
ft!{ I0n>flft.tl /;/)H'i(I8)S7( 1 /)
4 l(inO)')7(?S)HS(l»ll 1 (R1I2^('>)
r>s< ioo)ot (nO)inf><'to)
91 ( i(X)»ori(6S)
7%f IOO)
-.')( ioo>q;<40)/>i (iR)h'i(iflH2f>M)
41(IOn)S7(ftfl)H',( 17)71(11)128(1)
lO^(l')0)l?IM?ri>
'.',( 100)8 1 120(1?)
S/(100)4|(70);i(iS)4HSO)S*>(30>m
ins( 100) 170(301
S5{10fi)9?(SO)Oh(10)BUn) 140(3)
10S(|00)1?0(40)
l«n( 1 00) t«8(hS)l 11(58) 111(18)150(16)
10M100)] 34(70)
4 l( 1 00) 57 (<*«)/. 1 (42) 7| (12)146(25)148(7)
lllUOm'MO?)HM?2)
M7( l«0) MflC.MII '.(37)91 (77 )ll<)(l(i>
68(IOO)*>7( 77 )'M(40) 107(1 1 ) 171 (10)1 16(S)
4 « iiioi'>/( ;o) / 1 ( ;O>R i ('»()>
)'!'>( HIM) | )'»(''n) 1 t/i C',0)
1(1'. ( 100)1 I/. (.MM
-------
TABLE A-147. IDENTIFICATION OF COMPONENTS IN NEUTRAL FRACTION OF SAMPLE NO. 54E
GC
No.
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
21
24
25
J6
»
28
10
858
863
869
874
889
901
957
973
981
1005
1089
1103
1204
1268
1283
1104
13*7
1181
1395
1403
1468
1505
1524
1550
1604
1655
1705
1715
mi;
**
».
**
#*
.,
**
„
**
-
-
••
«.
•"
***
~
-.
«
•**
•*
•*•
•**
•*•
**
**
***
***
***
***
***
**
Xrlene
C .Alhylb«ni«n«
S-Jlkylb.n..n.
Cj-Alk,ll,.n..M
C - 10 alkane
c,-»lkylb.—«
C4-*lkylbra..«
C4-Uk,lb«,,.n.
C - 11 .U.nf
C4-Alkylb«..«n.
S- ""'"""""
Dodecknc
Trld«cfln«
Nkthyliuiphthalene
H0thrlrtfphtrul«ne
Trld«..n*
C > 13 Alkanc
C > 13 Alk«n«
Ol-tt,,ln.phth.l«n«
Ol~th,ln.pMh.l«. • T.tr.d.c.0.
C - 14 AlUne • 7
Pentadecam
C > 15 Alkanf
C « 15 Alk«nt • 7
H«.d.c>n«
C :• 16 AU.r.*
H.pt.d«.n,
r. 17 »lkanr
t c
i: 18 jlV.nr
Chwactwlslic lorn In MH§ SfMctnjm
91(100)106(42)
105(100) 120(67)77(11)
105(100)120(28)57(38)
105(100)40(99)41(90)120(44)77(20)91(17)121(4)
11 (100)40(96)57 (58)7 1(28)85(18) 142(2)
105(100)120(36)77(16)91(15)51(8)65(6)
119(100)134(24)91(23)
119(100)134(22)
42(100)43(96)41(94)57(94)71(97)85(54)156(5)157(0.5)
119(100)40(88)114(35)91(24)
133(100)119(61)91(33)148(33)
57 (100142(98)43(92)41 (86)5fl(R8) 7 1(92)85(90) 170(6)
42(100)41(89)41(67)57(84)71(70)98(16)85(14)184(0.1)
142(100)141(97)41(82)115(60)141(13)160(2)
142(100)141(99.5)41(92)115(69)143(14)
43(100)57(94)71(96)85(91)99(18)184(4)185(0.2)
43(100)57(61)141(63)71(31)85(20)115(18)156(24)193(3)
43(100)57(86)71(88)85(48)111(12)127(12)183(1)
156(100)141 (87)1 15(77) 128(20)155(15) 15X12)
58(100)44(99.5)85(94)71(90)141(76)156(77)198(4)
85(96)71(88)57(82)58(79)55(66)99(33)141(11)181(3)
71(100)58(99)44(99)85(90)99(34)155(20)212(1)
43(100)57 (58)55(56)83(68)97 (l«) 169(7)
43(100)57(50)71(48)85(10)
71(100)58(99)44(98)85(84)99(43)113(24)169(11)227(1)
5»(100)42(91)85(e2)7l (74)99(10)113(26) 169(10)
71(100)58(99)44(99)85(88)99(42)113(24)177(14)240(1)
71(100)58(98)44(81)85(80)99(35)113(42)127(16)
43(IOO'7U86)57(7MflM75)ll.)(71)lZ;(!fl)
Compound
D«c.n..4^.th,l
Benzene. l-a*thyl-4-(l-Mthrl ethyl)
Trldecane,4,8-dl»»thirl
N.phth.UM.I-«thTl
Trldeccnc
Naphthalene, I, 2-4 loethyl
H«,.d.c.n«
5.1
« 103
411
373
440
276
378
462
306
500
I--
I*)
-------
TABLE A-147. (Continued)
No.
11
.12
3)
HWWntion
Indn
1906
2106
**g/i
«
**
..
T»ntjtfv«
Non.d,c.nc
Elcoaanr
Henelco*anr
Chwactwitlic lom in Man Spectrum
&1R5<r«»ph.nyl)
Pyrldln* 3(-t-HcthyU2-Pyr«olfdlnyl)
OmiLliiUlit lom In Him SpKtnim
93(100)66(33)65(17)92(12)94(7)
106(100)107(80)77(30)79(25)51(16)65(13)
120(100)127(72)77(30)104(18)105(1(1)51(12)122(6)
106(100)121(34)77(24)65(12)51(11)127(5)134(2)
121(100)106(98)120(96)77(23)91(18)65(9)51(10)
121(100)129(32)65(26)92(19)100(14)
134(100)106(50)77(34)149(27)31(10)
171(100)173(100)65(51)92(45)142(20)141(17)
84(100)133(48)161(24)162(21)
*~«-^.a M^
Compound
Pyridlne. l-fcthyl-
AanceiuMlnc. N-H«thyl
dlphenyl
8encen«alnc( N-Kchyl-
Pyrldfne. 3 Ethyl-5-Hcthyl
B«nzefuuilnct 4^:hloro
Pyrldln«,)-(l-»thyl-2-Pyrrolldlnyl)
8.1.
507
6B7
601
530
427
625
632
-------
TABLE A-149. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. 55VE
GC
Peak
No.
1
2
3
4
5
6
7
R
9
10
11
12
13
14
I')
16
17
18
19
20
Relative
Retpnl tm
Time
.13
.15
.16
.17
.23
.24
.26
.27
.30
.35
.37
.46
.57
.61
.89
.92
.98
1.00
1.26
1.31
Amount,
cg/l
--
500-1000
1-10
500-1000
•v.20
xlO
,,
f 1
•>.!
(-10
»-10
1-10
»10O
-------
TABLE A-150. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. 56VE
00
GC
Peak
No.
1
2
3
4
5
A
7
8
9
10
11
12
13
14
R« 1 n M ve
Korent (or
Time
.11
.14
.16
.22
.29
.35
.54
.79
.88
.91
.98
1.00
1.25
1.29
Amount,
M9/I
~
MO
10-100
MOO
10-100
1-10
10-100
10-100
1-10
1-10
1-10
-(8)
10-100
MO
Tentative
Identification
Air
Trlchloruf luororort hnne
Olchlnrometh.ine
Dltnopropyl nther
Benzene
R romod 1 chlorom* thane
Tol tiene
Chlorobenzene
C. Alkyl benzene
C_ Alkyl benzene
O-lcylene
l.S.
Df chlorobenzene
Dlchlorohenzene
Characterittic Ions in Mass Spectrum
44(100)
101(IOO)10I((>7)
49(100)84(60)
41(100)45(100)41 ,87(44)59(28)
78(100)
83(100)85(67)129(6)127(4)
91(100)92(60)
112(100)77(90)114(33)
91(100)106(30)
91(100)106(45)
91(100)106(42)
75(100)77(33)
146(100)148(67)
146(100)148(67)
-------
TABLE A-151. IDENTIFICATION OF COMPONENTS IN NEUTRAL FRACTION OF SAMPLE NO. 56E
No.
|
2
1
4
5
6
7
e
9
Ift
11
12
1)
14
15
16
i;
IB
19
20
l«do
861
867
it 3
8*>
921
987
1008
1055
1078
1108
1122
11*9
1181
12»
IJ97
1*31
1391
1605
1774
1955
0*"
.
.
».
***
• •
*
«
*
»
**•
**
•
•
•**
~
***
-
•**
«
«
Chlarobenzenr
Xylcn«
Xylenr
1 CHjCH2-O(CH2O)I-CjHj polr»«r
Hcwolol of '^
Dlchlorobcraenc
Dlchlorobcnt^n*
Dtchlorobenzene
RoMolog of 14
7
7
Trtchlorob«nx*n«
Trfchlorob»fu«tM
HoKlol of »4
7
HaMolog of 'A
«0»10( of "•
Howtlog of tl>
Hovolog of tU
HcMolog of #4
ClMriclarittic lorn in MM Spectrum
II2(!00)77(68)I1'(U)50(28)5I(2S)
9l(lDO)\9(4J110b(29)^7(14)
91 (100)106(44)105(23) '7(14)
76(100) 74(50)41 (35)105(20)135(2)
45(100)75(70)105(20)135(7)
146(100) I4«(64)ll 1(51) 75(48) UK 18) 150(11)
146(100)148(63)111(52)75(48)30(28)150(11)
146(100)111(50)148(44)67(37)
105(96)91(18)115(14)107(14)
61(100)41(85)91(34)43(30)121(2)
78(100)106(43)136(28)51(20)137(2)
180(100)182(97)74(46)109(40)145(39)184(30)147(26)
180(100)
45(100)75(78)105(38)107(12)135(10)
11J (100)77 (95)140(65)5U43)ltM)2) 142(24) 170(24)1 72 (12)
45(100)75(75)105(45)107(20)135(20)165(2)
45(100)25(70)105(56)135(33)107(22)165(5)
135(100)105(100)107(89)91(55)121(37)165(13)
45(100)75(80)105(70)135(45)165(12)195(2)
45(100)75(70)105(60)135(44)165(24)195(3)
Compound
Benzene ,chloro
Benzene ,1.2 -dlMthyl
Benzene ,1 ,4-dlchloro
Benzene. 1 ,2-dlchloro
B«nzenc, 1.2,6-trichloro
ti
• to3
571
563
561
502
447
450
-------
TABLE A-152. IDENTIFICATION OF COMPONENTS IN ACIDIC FRACTION OF SAMPLE NO. 56E
or
Peek
No
1
1
1
It
5
6
7
»
9
10
11
12
13
Retention
tade.
909
999
1017
lose
1070
1101
1143
1169
1241
iaie
19*7
2009
2040
Amount.
u«fl
.«
•
****
*-*
4>*
**
*
«
-
**
«
**
-
Identifketion
7 Hlxturc
Chlorophenol
Phenol
Poljner 7
Chlorob«nxofc Actd
Hlxture
Olchlorophenol « 7
Hoxlot of <4
Mo«olol of »4
Phenol. 2.6-l<..(Hydro»n>h«nyl)dlc«tb7ll
Phenol. 2-|t-Hreeh]rl)-
Hepcedecanolc Acid * 7
C > 17 F.tty Acid
Onncailllk. lorn « Itai Sc«ctnjm
61(100)91(14)60(24)44(18)89(14)121(1)
128(100) 130(32)64 (35)63(29)92 (16)
94(lnn)66OO)65(30)40(26)9S(6)
45(100)75(84)105(28)135(6)107(6)
105(100)77(70)136(33)51(26)172(6)174(6)
61(100)91(22)44(11)107(10)108(8)121(1)119(0.5)
120(100)92(77)152(49)63(28)161(32)176(30)178(18)
45(100)75(64)105(35)135(11)117(10)136(1)
45(100)75(68)105(48)135(22)107(18)165(1)
108(100)214(41)181(26)152(20)77(15)215(6)
107(100)200(70)94(37)77(27)152(23)181(20)201(10)
55(100)74(69)87(54)200(24)264(6)
74(100)87(83)141(24)199(10)255(4)298(2)
Compound
Phenol. 2-Chloro-
Phenol
Benzole Acid. Methyl Eeter
Phenol . 4,4'-M.thTlei>ebl.-
Heptedeonolc Acid, IS-Methyl-. Methyl
Eeter
S.I
> 103
493
473
453
490
M8
TABLE A-153. IDENTIFICATION OF COMPONENTS IN BASIC FRACTION OF SAMPLE NO. 56E
oc
Me*
No.
1
2
3
4
5
6
Mn
882
916
991
1059
1100
1291
v*/l
...
****
**
• •
**
l*n'ifiC"'<"
Mixture 7
Mliitute 7 W 121
lecher of 11
Htx*o»thr lrti«t«tr««lne
HoooloR i2
82(100)55(68)68(47)83(42)96(11)110(4)
61(100)91(55)41(28)89(20)121(4)
61(100)91(27)44(13)60(10)121(2)
42(100)140(75)85(22)112(12)141(6)
42U
61(100)91(34)89(31)119(4)121(4)149(1)
Mott ReeeoneWi BeKnenr. Metdl
Compound
Heneoedlnltrlle, 2-Methyl
-n~
• 103
402
-------
TABLE A-154. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. 57VE
GC
Peak
No.
1
2
3
4
5
6
7
8
9
10
11
12
13
14
Relal Ive
Retent loi
TlTC
.12
.13
.16
.22
.22
.29
.53
.80
1.00
1.14
1.15
1.26
1.27
1.30
Amount.
C9/I
1-10
•vlOO
•v.30
•v.10
»100
1-10
il 00
-<8)
•v^O
1-10
20-30
100-200
80- 1 00
Tentative
Identification
Air
Unknown
Trtnelhyl Sllonol
Chloroform
Dllsoporpyl ether
Benzene
To I ucne
Chlorobenzene
I.S.
Ch 1 oro Co 1 uene
Chlorotoluene
Dlchlorobenrene
Dlchlorobenzene
Dlrhlorohenzene
Charactaris tic Ions in Mass Spactrum
44(100)
60(100)44(5)45(3)
75(100)45(99)
83(100)85(67)
45(100)43(42)87(15)59(12)
78(100)
91(100)92(55)
112(100)77(83)114(35)
75(100)77(31)
91(100)126(28)128(10)
91(100)126(21)128(7)
146(100)75(77)111(67)148(65)
146(100)148(67)111(55)75(52)
146(100)148(67)111(60)75(52)
TABLE A-155. IDENTIFICATION OF COMPONENTS IN ACIDIC FRACTION OF SAMPLE NO. 57E
GC
PMk
No.
1
1
3
4
5
6
bidn
«02
1007
1074
1095
1172
1212
Amount.
»•/!
***
..«
*>+
«.
*•>
»*
T«nUth«
MMtltic.nian
Hetbyl^eTkol
Chloroptwnol + n»«nol
Bentolc Acid
Chloroawthrlphenol
BrovHMMthylphenol
Ph*rto*yethamo 1
— —
108(100)78(84)65(80) 93(20)51 (IB) 109(10)
66(100)94(99)65(92) 55(24)5O(1»)12«(8) 130(2)
H»(IOO)>7(M)Ut(IB)Sl(t6)>0(2l)
142(IOO)?'»(«8)127(S».) 144(32) 101 (29) 129(19)
186(100) 188(96) 143(65) 145(63) 171 (41) 173(40)63(34)77(18)
9ttlOO)13B<]0)77(30)66(?0)}6en«. l-Broflo-2-Htthoxy
Ethanol, 2-Phenoxy-
S.I.
>10>
556
4»2
Ml
CI6
637
625
-------
TABLE A-156. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. 58VE
GC
Puk
No.
1
2
3
4
5
6
7
II
9
10
R<-Ut lv<
Retant lor
Time
.12
.11
.16
.17
.21
.27
.53
.55
.56
1.00
Amount.
CO/I
—
MO
100-200
100-200
1-10
->.!
1-10
1-10 ea
'1
-(13)
T«nt»tiv«
ktontification
Air
Propene (T)
Acetone
Igopropyl alcohol
Chloroform
1,1, 1-Tr Ichloroethane
Uoknown
Toluene + Unknown
Chloropropene
I.S.
Characteristic Ions in Mm Sptctrum
'.4(10O)
41(100)39(00)42(70)40(28)
43(100)58(100) (Sat'd)
'..5(100)41(22)43(20)
83(100)85(65)
97(100)6(75)99(65)117,119(12)
'.9(100)43(77)77(22)103(15)
39(100)63(75)91 (40)41(33)65(27)92(23)
76(100)41(35)78(10)
75(100)77(33)
-------
TABLE A-157. IDENTIFICATION OF COMPONENTS IN NEUTRAL FRACTION OF SAMPLE NO. 58E
GC
Mah
No
1
2
3
4
5
6
7
8
9
10
II
12
I]
RMntion
1116
128*
145!
1660
1790
1»7«
202;
2031
20)9
2121
2520
2713
2913
Amount.
c«"
"
**
**
«.
~
**
**
«
~
**
*«
**
~
I^,.t^.
Bcntene«eth«rw)l. o»rtho«y>acet«te
Chloro-hjrdrocirbon
T
r
UoMr of T 9
Chloro -hydrocarbon
7
T
C > 24 jUk*o«
T
T
CtMrKtartolk lorn in Mm Spvetrufn
78(100)106<;0)llft(5l>SI(40)
120( 100)91 (9.1)92 (78) 7M20) 160(18) !4<»<13)6S( 13)
91(98)147(96)1 1 9(9^)53(78). <>7(7ft>1f)2 <> 197(7^)
U(100)»O2)nO2)91 (23)69(19) 71 (ID) lfl»(S)
17M100)l>l(35>t08<13>77(2ft)^7(2l)l929)l34<3h)nOl)\66UB)23:<4)20M2)20Ml>33Ml>
156(100)58(98)212(25)84(17)98(8)213(4)
41(100)57(34)71(22)85(16)99(5)
58(100)84(16)212(29)740(7)241(5)
58(100)43(45)64 (14) 70(8)768(18)212 (43)
Mon fliMcinrtto Bi*m«nn Ufatch
Compound
Hept*d*canc ,9-octyl
S.I
« 103
404
619
-------
TABLE A-158. IDENTIFICATION OF COMPONENTS IN ACIDIC FRACTION OF SAMPLE NO. 58E
GC
PMfc
No.
1
2
3
It
5
A
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
RramiOT
Indn
902
990
1044
1073
1092
1112
1170
11B9
1220
17 3 J
1263
1273
1282
1309
133«
1357
1434
1499
1794
1825
1856
1896
1974
2048
2113
2113
Amount,
l>tfl
***
***
**
*
**
*
~
«
*
*
**
*
•
*
*
*
*
*
*
***
**
**
«.
~*
*
*
T«nt»trv«
Identification
M.tho.rb-^.n.
Ch 1 o rophe no t * Pheno 1
Nethytphenol * Brooophenol
Benzole Acid
Methoxych torobenxene
C £ 7 F«tty Acid
Dlnethylphenol + C^-Phenol
Methylbromophenol * Dlchloroaethoxyl-
benzene
Benzene, I 9 Fatty Ac«
Dlchlorophenol (Methylated)
HydroxytMthytbenzotc Acid
C^-Atkylphenot
C .> 10 Fatty Acid t TrlcnLorophenol
Bronophcno t * ?
Chloroalkylphenol * T
ChLorobroao-Subct . -Phenol
DLmethoxybenc* Idehyde
Benzene, l-Hethoxy-2-[ (Hethoxyph«ny 1 )
•ethyl)
?
C > 16 Patty Acid
H!OB or ImaofT of 120 ?
T
Phenol. 2-]<&-Hydroxyphenyl)iMthyl)-
r .> 18 F«tty Acid
Uoaer of *24
dMraewrittic lorn in Maa Spwctnim
108(100)65(77) 78(72) 7 7(26) 51 (18)93(16) 109(7)
178(100)61(58)64(32)130(32)92(16)100(8)
108(100)107(87)77(42)79(41)90(23)51(1^)172(1)174(1)
105(100)77(74)136(32)51(28)
142(100)99(85) 127 (54)107 (38)63(24) 144(32) 129(18)
74(100)87(52)115(10)127(10)135(3)136(3)
107 (100) 122 (84)121(52)91 (37) 77(33) 150(4)
161 (100) 133(96) U6 (90) 163 (64) 135(64> 178(56) 166(58) 188(56)
91(100)120(76)92(33)152(32)77(19)121(16)65(12)153(3)
74(100)87(60)143(11)
161(100)176(87)133(84)163(63)178(58)222(19)220(14)224(5)
106(100)134(95)166(48)77(41)78(31)105(37)135(36)211(3)
135(100)107(43)150(16)95(12)91(10)77(9)131(10)
Mixed Spectrtn
172(100)174(98)107(70)65(53)77(43)150(39)93(23)
91(100)120(50)163(40)207(9)222(9)205(6)220(6)
241(100)256(83)239(67)213(59)164(57)243(50)255(53)258(40)
166(100)165(60)95(44)151(15)167(10)
228(100)91(98)107(97)197(76)181(64)152(57)229(15)
108(100)214(70)181(43)10706)152(35)153(25)215(10)
74(100)87(85)143(23)227(6)270(2)228(2)
108(100)121(24)152(22)214(56)197(17)228(8)
214(100)108(84)183(63)121(53)77(32)213(45)215(14)
200(100)94 (99) 107(97) 77(54) 152 (40) 181(37) 199(26)201(18)
74(100)87(88)143(20)298(2)
107(100)200(75)199(45)
Compound
Rencene Hethoxy
Phenol, 2-Chloro-
Phenol, 2-Methyl-
Benzole Acid, Methyl E*ter
Benzene, l-Chloro-4-Methoxy-
Hcxanolc Acid, 5 -Methyl-, Methyl Ester
Benzene . 1 -Methoxy-2 -Methyl-
Benzene, Dlchlorovethoxy-
Benzole Acid, 2-HydrocyO-Meehyl , Methyl
EBter
Phenol. 4-(l.l-Dl^thyl Ethyl).
Benx«U«hyde, 3.4-DtMthoxy
Bencene, l-Methoxy-2-1 ( 4-4fetho>yph«nyl)
•e thy 11
Hexadecanolc Acid. Hathyl Kitar
Phenol, 2-[ (4-Hydroxyph«nyl)MethyU-
Phenol, 2[(4-Hydroxyphcnyl)Hrthyl).
mtmmm
11
« 10^
551
324
629
333
584
327
465
399
53*
685
553
384
48)
5*8
537
-------
TABLE A-158. (Continued)
No.
2;
28
29
30
ftotMtthMt
Mn
2304
1198
2784
2799
Ui/l
"
*
• *
•**
Ctrboxyllc Acid H.C.
Itowr of 911
7
l«o«rr of '79
239(100)240(21) 197 (18)299(12)3I'*(6)355n)
237(100)238(20)312(10)297(8)313(2)
12 1(100) 107(18)91 <2M227<2i)2?R( 1 J)33M«) 335(6)
107(tQQ)2I3<4l)9l(3M 121(21) 220(10)314(18) 335(5)
IL
Compound
1-Phenlnthrcn* Carboxyllc Acid, 1.2,3.6.
tfc.l.lO.lOA-OcUtwlTo-l.tA-DlBeth;!-)-
S.I
,\n*
556
TABLE A-159. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. 59VE
GC
Pnk
No.
,
2
3
4
5
6
7
8
9
10
11
12
Relative
Retentloi
Tine
.12
.15
.15
.16
.19
.22
.26
.28
.35
.45
.54
.97
Amount.
cg/i
—
10-100
M
1-10
1-10
•v.1
1-10
<1
10-100
'1
10-100
-(8)
TantltKra
Identification
Air
Acetone
Dlethyl ether
Dtchloromethane
Dlchloroethane
Chloroform
1,1, 1-Trlchloroethane
Benzene
Trlchloroethylene
C,H,4 Alkene
Tol uene
I.S.
CharKMrittic Ions in Man Spectrum
44(100)
43(100)58(25)
45(100)59(98)74(51)
49(100)84(17)
63(100)65(30)83(15)98(6)100(4)
49(100)83(55)85(42)130(31)128(27)132(10)
97(100)61(72)99(67)117,119(10)
78(100)
95(100)132(70)128(68)97(61)
55(100)83(80)41(60)42(40)69,98(25)
91(100)92(60)
75(100)77(33)
-------
TABLE A-160. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. 60VI
GC
PMh
No.
1
7
1
t,
^
h
1
K
t)
to
11
1 1
M
14
I't
IA
i ;
IH
J<»
70
n
22
t \
11.
?s
7*.
n
.'«
.».
„,
RHm Ivf
Rrl«M.I lol
Tim.'
.\>
.15
.16
.IK
.20
.21
.24
. 76
.2<»
.3'
.55
.5B
.HO
.Rfl
.11
.9H
.M
1. 00
I.OD
1-1 )
1.14
1 . l*>
I.IH
1.11
i . ;'o
i .11
!.?«.
1 . .'/
Amount.
tiyfl
"
70- BO
tlOO
i- in
HH-100
no- 100
?OO-100
1-10
on- i nn
i no- i w
SO-ftO
1-10
Ml- 80
1-10
io- ;o
10-70
I-IO
- t hanr
Chlnroh*nz^nv
C. Alkyl hrnzpnp
O- KV 1 ">«•
I.S.
C Alfcyl b*n**n*
C^ Alhvl b»-n3;pnff
C^ HUyl h«*nz*np + ?
(.\ Alkyl hwiK-np
C^ Alkyl h«-n7--ne
f:( Alkyl ht-nrcnf
C ( Alkvl hiMi7.-i>i-
C ( Alkvl Iirri7.-n..
C Alkvl l>iMi7dir
lll< III. .r. -!...•• /. •!>..
Ch«fKt«ristk lorn hi Man SfNctnim
44(100)
18(10n)fcB(9'i)4)|2I>)5«(5)
««(ino)8«(IS)M(»7)
(,!(IOO)1(,(12)1»(62)100(12)
Al (H)0)1Mfl8)1R(S2)63(44)
BinOO)flS(10>4;{1)?.)
42(IOO)/2(12)n(ll)
9;»)4'(«2) 11 2.1 11(10)
711(100)
95(100)110(78)1 W( 71)97(61)
9I( 58)17(48)
117(100)77(75)
180(100)145(82)75(70)161(68)50(62)
1I(IOO)I06(W)
91(100)106(42)
91 (100)106(45)
81(100)85(67)60,61 .95(1 5)1 11. 1 13(5) 166, 168(2)
;s(ion)7>
-------
TABLE A-161. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. 60VE
GC
PB*|I
No.
1
?
1
A
5
6
1
H
9
TO
11
12
1)
14
15
16
I 7
16
11
20
71
n
>1
2tt
/s
Ib
:i
.'H
."»
Hct.-r.t t'-i
0.01
0.04
0.09
0.10
0.11
0.1)
0. IS
O.I)
0. Ifl
0.22
O.Z'i
0.29
0.47
0.62
0. 76
o.m
0.89
0.97
1.00
1.09
1.16
1.18
1.21
1.22
1 .24
l.2<>
1.30
-
Amount.
UO/I
soo- loor
40-y>
1-10
10-20
60-70
10-20
1 -10
10-20
1-10
1-10
JO-40
->.!
90-100
70-BO
10-20
vl
1-10
1-10
-(B)
'1
20- X>
1-10
1-10
1-10
M
M
l-l»
1-10
1-10
T«ntativ*
Mcntificfllion
Aretonr
Dlrhlornmclhsnr
Hcthyl rthyl ketone
Oli-hlor'»«thvlen«-
Chloroform
TrtrahydrufuTan
1 , 1 . 1-Tr Irhlnroe thane
Benzene
C.rbnn tMr.chlorldr
?-Penianone
Brnzotrl fluoride
Toluene
I ,l,2.^-TetrachloTO«th*n*
Chlorob«nzene
F.thyl tir-nzrnp
B»- i p-Xylene
o-Xylenr
1 .S-
C- Alkyl brnzene
r Alkyl benzene * ?
C_ AlVyl bcn^ne * 7
C Alkyl benzene
C AlVyl bcnieOR
('. Alkyt b*nz*n«
C Albyt h*>n7.en<*
C Alhyl hen/i-ne
nirhlorobeiizrne
HI chlorol>en/«:nr
Charactaristtc lone in Mm Spectrum
MtlOOJBfHIW) S^it'd
4-KIOO)HMf>M
e.H\W»72UMWm
6J(100J96(60)9flt38>
fl3(l(W))H'>(*>))
4^(100)4 I (,->2) 72^28) 71(27)
97{100)nO(R4)n?(82)97(61)
146(100)91 (*2) 1 2 7(SB) I4|(^?>
91(IOO)9?(M»
166(100) 129(90) 131(87)164(76)
112(100)77(72)114(3-))
91(100)106(33)
91(100)106(47)
91(100)10M
75(100)77(13)
in-i(|non ?[)(25)
91(100)121 f 30) R9(l 7)frl(l 6)12 j< 1 1)120(9)
91 ( 100) l?li?t>h'i(»5)6'>nO)fl<»(9)l?0((»> 121(8)
IH5( 1OO)I?0(?S)
105(100)120(2?)
105(100)170(42)
IO'>(100)170(2S)
105(100)I70(/.0)
|4fi( 100) 14H(ft',) 7^(57)111(52)
|4h(100);S(9S)lll(flfl )'•:'( 7|)14W(hO)
-------
TABLE A-162. IDENTIFICATION OF COMPONENTS IN NEUTRAL FRACTION OF SAMPLE NO. 601
No.
1
2
3
4
5
6
;
8
9
10
11
12
13
14
15
16
1)
IB
19
20
21
22
23
24
25
26
27
28
29
8J4
849
856
873
870
883
888
910
930
935
»44
960
976
985
1000
1007
1022
1068
1099
1110
1126
1146
1151
1178
1200
1228
1453
1554
1989
«
**
~
•
**
*
*
**
**
**
»*
**
**
**
**
**
**
**
"
**
**
**
**
**
**
~
..
Tf trachloroflh^n*
Chlotolwnzrne
»
ethylbenznne
Fttiylb«nz«nr
ButoxyRthenol
Cj- AUylbenicn*
Chlorooethyl benzene
rhl«rm>ethfll>enmie » Cj-Mkylbeni«n€
C_- Alkylbenten*
C -Alkylbencane
C -Alfcyl benzene
1,3-DlchlorobenEene
De»ne
1 ,4- olchlorobenzene
Dlchlorocyclohexftne + Cl-Alkylbenz«ne
C Alkylbenzene » 7
Undecane « ?
Bro«ocMorocycloheK»ne
C ^ 11 AU*ne
1 ,2,4-Trlrhlorobenzene
Naphthalene
C ^ 11 AlVnne
Dndirnno . •
,
( _ T, A 1 k.inr . ?
C. t<) Alk.int- t ?
Chmtmtiilc lora in Mvt SpKtnifn
129(100) 131 (95) 166 (92)1 (.4(75) 168(44) 170(10)
1 12(lnO) 113 (98) 114(77) 77(97) SI (97)
57 (99)83(98)69(81) 84(77)97 (25) 180(5)162(1)
91(100)106(82)92(75)77(35)51(40)
92 (100) 91 (95) 106(86) 105 (39) 51 (40) 77(37) 55(25)65(24)
83(100)86(98)131(22)133(20)168(11)166(9)170(5)
57(100)45(67)41(53)87(20)75(10)100(2)
105(100)77(25)51(23)120(19)
91(100)92(60)126(47)89(36)63(33)128(14)
91(100)92(68)65(29)120(19)51(15)
105(100)120(58)77(43)79(35)91(30)51(25)65(20)
105(100)120(25)57(27)77(16)74(14)91(14)
105(100)120(72)106(66)77(37)91(27)79(26)51(26)121(7)
75(100)111(99)148(98)146(97)50(75)113(31)150(15)
57(100) 71(49)85(26)99(5) 98(4) 142(2)
148(100)146(95)111(98)75(98)50(65)113(23)150(16)
80(100)81(99)82(91)77(98)105(96)51(61)120(15)152(1)154(0.6)
58(100)82(97)81(83)99(76)132(7)134(7)180(1.6)178(1.5)
57(100)71(96)85(50)156(3)
82(100)81(99)79(43)53(38)117(16)119(6)
57(100)43(59)71(50)85(16)117(14)133(7)184(0.3)186(0.3)
180(100)74(71)109(52)145(45)147(28)111(17)182(92)184(29)
128(100151(291*4(19)61(18) 119(15) 102 (14)127 (14) 129(11)
57(100)71(53)85(27)120(4)140(7)141(1.7)
58(100)71(97)85(56)98(8)99(7)170(0.7)
119(100)198(20)200(70)91 (40)77(20)
57(100)55(31)165(19)137(12)180(8)179(3)
74(100)56(97)85(95)100(54)145(4)143(2)147(2)175(1)
60( 100173(98) 5/ (86) 55 (80) 129(25)256(0. 5)
nun.* Match
Compound
Benzene, tetraehloro
8encene.l,2-
-------
TABLE A-162. (Continued)
GC
PMk
No.
.11
}}
JJ
It
35
36
lixte.
2035
2050
20M
2099
2125
2150
Amount.
»4*
**
„
„
„
**
**
T«ntetfw«
ktenlifiolkin
Pyrene * 7
T
Alkyl-atcohol or AlkMe
Henelco»*ne
?
C > 21 alkane 4 ?
Char*cUri*tic (on» in Mm Spectrum
202 ( 100) 101 < 53). S/ (39) 88(32) 71 (2 7 )2OO(?2) 203 (16)701 (14)
72( 100)74(83)55 (61 )Sh(ftO)85(hO) 100( n)*43{S) 163(4)
37(100)70(66)83(70) 97(33) 111(23) 125(8)208(3)
71 (100)85(74) 37 (70)99(21) 11 3(9) 12 /71( 13)84(10)185(7)
60(100) 73(96)55(82)57(7 7)83(50) 129(36)97 (30) 185(8)284(1)
Compound
Lh>decflnc,2-*ethT}
S-f,
. 103
438
-------
TABLE A-163. IDENTIFICATION OF COMPONENTS IN NEUTRAL FRACTION OF SAMPLE NO. 60F,
oc
*•*
No.
1
2
3
4
5
ft
7
8
9
10
11
12
13
16
15
If,
17
IS
19
20
21
22
23
24
nnmtm
835
850
861
879
863
910
931
936
945
953
960
976
982
1092
1116
II4S
1178
1274
1297
1339
1365
191!
2514
2725
Amount.
»
•
*
*
*
*
~
-
•
*
*
"
*
-
*-*
**
*
*
*
*
*
**
**
**
TMititiv*
Chlorob«nz*ne
Cthyl benzene
Xylene
7-ButoxTCChanol
Olhydroffethyl f uranone
l)thydronaphl.h
37(100)87(22)99(9) 114 (2)
56(100)B5(49)M(47) 100(4)
126(100) 77 (96)105(39) 106(84)
93(100)92 (93) 126(83) l2.S(fil) 128(45) 127(56)
106(100)99(97)120(77)
105(100)120(60)91(26)77(31)51(20)
105(100)120(36)77(25)79(22)91(20)51(14)65(12)63(8)
120(100) 107(100) 106(98) 105 (%) 77(77) 91 (54)89(54)51 (51)65(32)63
91(100)45(67)126(16)99(8)128(6)
89(100)126 (98)63(98) 57(84) IMI(OO) 162(56) 164(8)
107(100) 106(99) 136(99) 1 25 (81) 127 (22) 160(18) 162 (12)
182(100)180(100) 184(4fl>74(97)85(88) 109(77) 145(72)147(44)
180(100)182(92)184(28)74(72)109(58)145(55)
149(100)108(52)69(40)
159(100)61 (67) 161 (63) 123(46)194(24) 196(22) 163(10)
216(100)214(80)74(80)108(79)218(48)220(10)
170(100)77(90)51(85)141(75)171(12)
163(100)135(98)108(58)69(40)162(43)220(34)95(33)175(16)189(11)
162(100)163(34)164(15)
108(100)300(57)242(44)122(47)166(23)
Mn«t RMionsM* RMrncnn Match
Compouml
Cthene . tet each Loro
Benzene.chloro
Benzene , I , 2 -d l*Bthy 1
Renzene,l,2-dlneth7l
B«nc«nc , 1 -«thy 1 -3-«Mthyl
Benzene, l-cth 103
651
602
689
626
602
3*0
388
363
349
412
619
341
412
480
-------
TABLE A-164. IDENTIFICATION OF COMPONENTS IN ACIDIC FRACTION OF SAMPLE NO. 60E
No
1
2
3
4
5
6
7
e
9
10
u
12
1)
It
15
16
U
18
19
20
21
22
23
26
25
26
2)
26
29
TO
FkwMion
In*.
840
699
912
975
1013
1031
1031
104]
1040
1069
1090
1169
1165
1190
1204
1210
1124
1300
1333
I3M
1391
1419
1509
IJ23
1551
1692
1706
ISM
19S3
2080
Amount.
ut/i
*
**
•>*
**
• •*
*
•
•*
*
**•
-
**
*
*
**
**
••
**
**
*
*
*
**
**
**
*
*
*
*
*
T-v-tittv*
0 > 6 Fait» Acid
Methoxybenzenr
C • 6 Fatty Acid
Chlot-ophenol
Phenol
C > J Fatty Acid
ChlorflMthylphenol * ?
Methyl phenol * »9
Benzole Acid
ChloroMChoxrbentcne
C ^ 7 Fatty Acid * 7
McMorophenol (•wtl>T\»ted>
Thlenopyrldtne CjH?^
Chlorobenzolc Acid
Dlchlorophcnol (ncthylatad) * 1
nichlorophrnol («»thyUt«d)
Trlchlorophenol (•ethyl.t.d)
Hetho>xr-1.2.Beftfi»ochl>Kol«
Ch 1 orophenoxye thano t
Dlchlorobenzolc Acid
Ola* thy 1 e thy 1 -B#n*od Inxo lone
Dodec*nolc Acid
M*thoxy-l ,2-benxlBothlazole
HethylthfobcTUthUzote
Subm . -B*nz 1 not hi«01*
Trtr*d»c«nnlc Acid
«: • 15 Fatty Acid . ?
Suhat . -Rrnzlanthlaxote
,..: I7f.,,,,,,d
Ch«i«LtfciHic torn In MM* SfMemim
74(100)87 (57)85(34)57(34)59(28)41 (22)43(20)
108(100)65(70)78(64)51(16)63(15)93(17)109(8)
74(100)87(41)43(42)59(30)99(22)101(10)108(7)
128(100) 1.10(74)65(80)64(58)66(14)92(38) 100(18) 73(17)
96(100)66(83)65(40)55(11)50(10)95(11)
87(100)102(65)57(27)61(26)115(15)130(12)129(11)
107(100)108(68)77(48)79(32)51(20)142130)166(10)
108(100)107(93)77(49)79(49)90(23)51(20)172(20)176(20)
105(100)77(96)51(34)136(30)
142 (100) 99(83) 127(55) 107(47)144(32)77(30)6 J(26) 129(18)
74(100)87(52)55(26) 59(21) 127(1'.) 129(6)
161 (100) 133(94>l 76(90)163(64) 1 35(60) 1781 56)180(9)
135(100) 108(J4)69(21)82(12) 136(8)
76(100)87(55)143(10)
139(100) 11 1(61) 75(27) 50(12) 113(14) 141(32) 170(27) 172(9)
126(100)130(32)65(42)100(22)141(7)143(6)176(11)178(7)
161UOO)176(R6)133(85) 161(64)135(54)178(57)
195(100)197(95)199(30)167(67)169(66)210(52)212(68)216(15)
165(100)136(69)150(64)106(60)122(32)164(66)166(11)
126(100)130(34)172(18)174(6)
173(100)175(66)165(26)167(18)204(18)206(12)
177(100)169(28)91(18)178(12)192(11)
16(100)87(76)55(29)163(16)183(5)185(3)216(2)
136(100)69(14)122(12)96(8)95(7)137(10)165(65)66(6)
181(100)168(77)108(36)69(18)136(20)135(16)180(26)182(12)
151(100)173(75)96(35)195(20) «<••> Spectri
76(100)87(75)55(31)163(20)199(10)211(3)213(1)
76(56)87(38)
135(100) 136(40) 169(11) 108«25)90(15)
Compound
Benzene. Methoxy-
Pentanolc Acid. 3-Methyl-, Mrthyt EcCer
Phenol, 2-Chloro-
Phenol
Hcptanolc Acid, 2-EChjrl-, Methyl Ester
Phenol, 2-M.thyl-
Benzolc Acid
Benzene, 1-Chloro 4 MathOTy-
Rexenolc Acid, 5J1*thrl-, Hethyl Etter
Renlrne, DlchloroBethosy.
Thlenol3.2-C| Pyrldln*
6ensotc Acid, 3^hloro. Hethyl Efter
Benzene, Olchlorozwchjovy-
Ethenol, 2-(4-Chlorophenoxy) -
Benzole Actd, 3,4-Dlchloro-
l,3-nenzoldloxol-2^>ne. S-d^l-DlZHthy 1)-
Oodecenolc Actd, Hethyl Eater
1.2-6enztcothtezole, 3-M»thoxy-
Bcnzothlezole. 2-(Hethylthlo).
Tetradecenolc Acid. Methyl Cater
Nonenotc Arid. Hethyl F.ntrr
ll-IVr.1il.-<-(ln.«U A.-l.l, M,-rlivl l«|(-r
£l.
n 103
526
Jll
420
477
468
342
316
W6
395
333
555
684
739
560
684
417
516
701
289
436
218
712
3(2
369
584
616
Oi
-------
TABLE A-164. (Continued)
oc
PMk
No.
31
InoM
2110
Amount.
»g/l
•
MMttificttion
Octfldecinolc Acid
OnmHiUlk. torn in Mm SpKtnim
74(100)87(76)43(45) 55(34) 143(24) m< 10)
Compound
HenelcoMnotc Acid. Mathyl Knttr
SI
. l(p
SS8
TABLE A-165. IDENTIFICATION OF COMPONENTS IN BASIC FRACTION OF SAMPLE NO. 60E
GC
fHk
No.
1
2
3
4
5
6
7
Rmmiox
bum
952
10U
10SS
113?
1U3
1169
1IM
JOnowit.
»•/!
**
***
**
*•
**
*
*
TtnWtv*
IdMttifiotion
Methylpyrldlne
Methylanlllne
? r« 126
DlJMthylantlln*
Cj.Alkylpyrldlnc
C3-Alkylpyrldln«
Cj-AlkylpyrldlM
OwracWrHtk torn m MM» Sp*ctrutn
93(100)66(33)65(17)92 (U)%(7)
106(100)107(72)77(17)79(13)89(7)51(7)
41(100)40(90)126(80)43(77)67(52)68(49)66(28)125(10)127(6)
121(100)120(67)106(95)77(22)91(16)103(10)
121(100)120(92)106(92)77(21)91(16)
121(100) 106 (92) 120(75)77 (21)91 (16)63(8)
106(100)121(91)120(52)77(20)91(13)103(12)65(10)
Compound
Prrtdlne, 3-Hethyl
Stnieiuwlne 4-M«chyl
i(lH).Prrl»ldlnonc 2,6-Dlalno
Pyrldin«, 3-tthyl-5-««th)rl
Pyrldlne. 3-Ithrl-5-HFthyl
Pyrldlnf. 3-Ethrl.<.-M«thrl
~ll."
>103
31!
693
43«
359
423
Ln
NJ
-------
TABLE A-166. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. 61VI
GC
Punk
No.
1
2
3
4
5
6
7
R
9
10
11
12
13
»>• 1 .1 II v.-
letam ior
Tlra-
.11
.11
.15
.16
.16
.17
.25
.2f>
.28
.34
.3ft
.55
1.00
Amount,
MO/1
< 1
1-10
1-10
1-10
< 1
< 1
' 1
< 1
< 1
'. \
1-10
-(8)
Tentative
Identification
Mv
Butene
Acetone
Dlethylether
Dlchl oromethane
Carbon dlsulfldc
TetrahyHroforan
1,1,1-Trlchl oroethane
Benzene
plrhloropropane
Trlchloroethylene
Toluene
l.S.
Characterntk lom in Mas Spectrum
44(100)
4I(100)19C.O)56(40)
43(100)5R(22)
4'>(100K>9(17)74(47)
49(IOO)«4CI5)51(33)
76(100)44(12)78(8)
42(100)/. 1 (90) 55 Ci5) 30(52) 71 (28) 72 (2 7)
17( 100)61 (fcWMf.?) 11 9(18) 117(1 7)
/8(100)
63(100)62(70)41(52)39(40)65(32)76(25)
95(100)132.99(67)130(62)60(53)
91(100)92(1.0)
75(100)77(33)
-------
TABLE A-167. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. 61VE
>
M
Ui
GC
fink
No.
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
Relative
Retent loi
Tine
.12
.)•;
.16
.!<>
.22
.24
.26
.28
.30
.34
.61
.80
1.00
1.09
1.12
1.15
1.18
Amount,
wg/l
1-10
MO
1-10
<\
1-10
<1
lethyl ether
D1 chloromethane
Chloroform •*• l.S.
Tetrnhvdrof uran
1,1, 1-Trlrhloroethane
Benzene
Cyclohexane
Dlchloropropane
Dlbromne thane
Chtorobenzene
l.S.
Unknown hydrocarbon
c,nH,°
Unknown hydrocarbon
Unknown hydrocarbon
Characteristic lorn in M*B Spectrum
44(100)
43(100)58(28)
«">(100)S9C»0) 74(40)
49(100)»4(50)
8 J( 100)49 (9'i)8'i(6a) 130(2811 28(25)47(28)
42(1 00)41 (5r>) 71 (27) 72(26)
97(100)99(66)117(12)119(13)
Benzene
56(100)41(65)84(60)69(27)
63(100)62(71)41(50)39(37)65(31)76(25)
107(100)109(92)
112(100)77(97)114(30)
75(100)77(33)
109(100)95(90)67(43)81(40)123(12)
55(100)69(88)83(82)41(78)125(30)
109(1 00) 8] (94) 67(40)41 (38) 95(22) I 2 3(18)
81(100)109(38)41(35)55(32)67(27)138(6)
-------
1
TABLE A-168. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. 62VI
GC
PMk
No.
I
2
3
4
5
6
7
8
9
10
11
12
13
14
IS
Rrantion
IfKMx
.12
.15
.16
.16
.16
.22
.24
.26
.28
.33
.35
.54
.67
.79
1.00
Amount.
«g/l
—
1-10
<1
1-10
•v.1
1-10
<1
<1
%1
<1
<\
1-10
<1
<1
-(8)
Tentative
Identification
Air
Acetone
Dtchloroethylene
Dlchlorome thane
Carbon dlsulflde
Chloroform
Tetrahydrofuran -*• Chlorobutene
1 ,1.1-Trlchloroethane
Benezene
Dlchloropropane
TrlchloToethylene
Toluene
1 , 1 , 2. 2-Tetrachloroethene
Chlorobenzene
I.S.
Charactarittic lorn in Man Sptctnim
44(100)
43(100)58(32)
61(100)96(50)98(30)
49(100)84(67)
76(100)44(18)78(8)
83(100)85(67)
55(100)41(81)39(55)42(45)54(25)71(18)72(17)90(15)92(5)
97(100)99(67)61(62)119(12)117(10)
78(100)
63(100)62(72)41(45)39(38)65(32)76(25)
95(100)132(67)97(63)130(60)
91(100)92(55)
129(100)131(95)166(92)164(80)
11 2(100) 77(90) 50, 51 (38)114(33)
75(100)77(33)
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TABLE A-169. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. 62VE
GC
Pnk
No.
1
2
3
4
5
6
7
8
9
10
tt
12
13
16
15
16
Retention
Index
.to
.11
.12
.14
.15
.16
.19
.20
.22
.25
.26
.40
.51
.55
.69
1.00
Amount.
C9/I
__
20-40
40-60
60
30-40
•M
1-10
1-10
100-tOIIO
1-10
80-100
--
•v-10
i.l
1-10
-(8)
Tentative
Identification
Atr
Vinyl Fluoride (T)
Ethyl Chloride
Dlethyl ether
Dlchloromethane (?)
Chloropropane (T)
Hethoxy trlmethyl sllane
Unknown
Unknown oxygen-TOntstnlng compound
Dlchloroethane
1,1 ,1-Trlchloroe thane
Silicon?
2-Ethyl_l,3_Dloxolane (T)
Toluene
1,1,2,2-Tetrachloroethane
I.S.
CharKternlic lorn in Man Spectrum
44(100)
46(100)45(99)
64(100)49(82)66(70)
45,5°,74(100)(Sat'd)
49(100) no 84,86
42(100)41(27)59(8)63(5)78(2)
89(100)59(90)
45(100)43(80)41(30)57(20)87(15)133(2)
75 ( 100)45 (kOO)43( 55)47 (40) 59(16) 76 (15)87 (12)
62(100)49(42)64(32)98(8)
97(100)99(60)61(60)63(20)119(10)
147(100)73(25)
73(100)45(50)57(12)101(3)
91(100)92(55)
166 ,129 '100) 13 1(95) 164 (80)
75(100)77(33)
-------
TABLE A-170. IDENTIFICATION OF COMPONENTS IN ACIDIC FRACTION OF SAMPLE NO. 62E
GC
fWl
No.
t
2
3
It
5
6
7
8
9
10
II
12
13
14
is
16
17
IB
bxM
83J
836
860
885
915
1046
1278
1372
1418
1415
1722
1884
1983
2109
7150
2219
J5I3
2765
Amount.
ntfl
•
.
"
*
•
**
**
-
*
*
**
*
**
*
*
"
• »
ImntMiv*
Mantilication
C ^ fc »«tly »cirf
CorhUr.1
Methylphenol
T
F.th*n« ,1,1 'Orybf • (2 -EthoKy t
Polypropylene glycol methyl «Ch«r
N-^ -Dl Methyl benzen«»ul f onanldr
Polypropylene glycol oethyl ether
C > 15 F«tty «ctd
Polypropylene glycol methyl ether
Polypropylene glycol methyl ether
Polypropylene glycol methyl ether
Polypropylene glycol mathyl eth«r
Ch*r«ct«rittic toni m tUmm Spectrum
;6(IOO>4,l(^2)R7(34)S'»f7/><»9(iniOI<8)
4S(ioo)'io< t/.)7?(;'i)i(W( )>ioi 109(8)
57 OOO)5<»lM>»5(2<.)\ 17(31 )8M1«>\3M*>
6^(100)59(06 J 73 (60)7! 06)117(40) 147(1)
59(100)41 (80) 11?(62)&*<56) 7J(*0)I86(4)
59(100)4S(94) 11 ?(70) 7J(48)I47(2) 148(1) 161 (I)
91 ( 100)65 (32) IS* (16) 121 7MM>)87(4.>23h<2>2V7y»<87)45(60) 73(36) 133(0 129(6) 1M(4) 175(0. 7>
Compound
Pentinolc acid, 3-Mcthyl Methyl Eater
Rthmne.l ,l'-O«y Rlf(2-Ethoxy)-
Ph«nol,2J4ethyl-
Benzeneiu 1 fonMlde ,H^-Dlmethyl
10-Undecem>tc Acid
It.
. 1(P
510
630
450
586
665
561
TABLE A-171. IDENTIFICATION OF COMPONENTS IN BASIC FRACTION OF SAMPLE NO. 62E
GC
f«*
No.
1
2
3
4
5
t
7
Rmntton
MR
845
«3
95}
MO
992
1087
1352
*•/! '
**
**
~.
*
*
"
fc*
«rr^,
i m 149
SlllconeT * 205
H.Butyl-l-butudn*
N-Butrl. N-HethyUl-ButaaliM
Slllcone7 1* 223
7
7
«—,-«-.—
149(100)133(89)150(15)134(12)75(11)115(7)67(4)
59(100)43(74)85(18)103(11)205(16)206(3)
44(100)86(96)41(21)57(18)129(13)
58(100) 100(76)44(49)86(24) 143(9) 129(3)
207(100)208(21)191(18)223(14)133(15)75(8)
59(100)41(55)45(49)73(33)103(25)
97(100)139(80)142(32)83(40)100(32)42(26)182(3)
Compound
l-But«nMlne. N-Butrl-
1-Butanaalne, N.Butrl-H-H«thrl
ai
,10»
689
582
L
-------
TABLE A-172. IDENTIFICATION OF COMPONENTS IN VOLATILE FRACTION OF SAMPLE NO. 63VI
M
Ui
oo
GC
Pmk
No.
1
2
3
4
5
6
7
8
9
10
11
12
13
14
Re ) a 1 1 ve
Relent tor
Time
.12
.lf>
.16
.17
.22
.25
.27
.29
.34
.37
.6]
.80
1.00
1.17
Amount.
CO/I
1-10
1-10
1.10
1-10
<1
<1
<1
<1
1000
1-10
(8)
Tantativ*
Identification
Air
Acetone
Dimethyl aulflde
Dimethyl dlnulflde
I.S.
Charactarntic lorn in Mass Spactrum
44(100)
43(100)44(40)58(25)
45,46,47,61,62(100)
94(100)45(93)79(62)46(50)
75(100)77<33)
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TABLE A-174. IDENTIFICATION OF COMPONENTS IN NEUTRAL FRACTION OF SAMPLE NO. 63E
oc
Ho.
1
2
3
6
5
6
1005
1309
185)
1917
1131
»g/l
*
•
.
*
»**
Chlorob*nz«ne
H«thyl ,4.chloroptMnrl fulfonc
Hetufne.l , I ' .*ulfonylb!»
Dl butyl phrh*lat*»
Benzene, 1.1 ' -•ul(onylbl*|4-chlorol
Charactwittic lorn in M*» Spectrum
112 (100) H(82> 51(30) 114(32) M(2 ?>
139(100)1 1 1(92) 75 (W> 141(32) 113(30) I90(M 192(1)
125(100) 77 (49) 51(W.)<)7 (20)219(5)
149(100)61(12)150(8)205(1)223(1)
159(100) 75(74) Ml (52) lf>l(36)?A6(0)28R(5)290(l)
75(100)159(99)111(90)50(64)161(65)286(16)288(11)290(2)
Compound
Benzene . chtoTO
Benzene , 1 , 1 ' -cut fonylbl • -
1 .2-Flrn*en»dteArboxyllc •ciJ.butyl-Z-
melhyl propyl evter
Benzene. 1.1 ' -*utfon]rtbii(4-chloro-
»
Si. '
. !(>>
452
«I7
620
318
335
VD
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TECHNICAL REPORT DATA
(Please read instructions on the reverse before completing)
1. REPORT NO.
4. TITLE AND SUBTITLE
Identification of Organic C
Effluent Discharges
2. 3. RECIP
5. REPO
Dmpounds in Industrial Novem
6. PERFC
7. AUTHOR(S) 8. PERH
Donald L. Perry, C.C. Chuang, Gregory A. Jungclaus, and
J. Scott Warner
9. PERFORMING ORGANIZATION NAME Af>
Battelle Columbus Laborator
Columbus, Ohio 43201
JD ADDRESS . 10. PRO
ies', 505 King Avenue,
11. CON
USEPA
12. SPONSORING AGENCY NAME AND ADDRESS 13. TYP
United States Environmental Protection Agencv
Office of Toxic Substances H.SPO
Washington, D.C. 20460 and
Environmental Research Laboratory (USEPA) , Athens, GA
15. SUPPLEMENTARY NOTES
S
lENT'S ACCESSION NO.
HT DATE
ber, 1978-Date of Preparat
3RMING ORGANIZATION CODE
3RMING ORGANIZATION REPORT NO.
GRAM ELEMENT NO.
TRACT/GRANT NO.
68-01-4350
E OF REPORT AND PERIOD COVERED
MSORING AGENCY CODE
16. ABSTRACT Samples of 63 effluent and 22 intake waters were collected from a wide
range of chemical manufacturers in areas across the United States. The
samples were analyzed for organic compounds in an effort to identify pre-
viously unknown and potentially hazardous organic pollutants. Each water
sample was preconcentrated for analysis of organic compounds in four frac-
tions: volatile organics by helium-gas stripping and semivolatile organics
by extraction with methylene chloride resulting in separate neutral, acidic
and basic fractions. All sample analyses involved a GC/MS/COMP system that
used hlgli-resolution glass capillary GC columns. Organic constituents were
identified using the computerized Biemann mass spectral matching system
together with some manual interpretation and quantified using GC-FID peak
area determinations.
Over 570 compounds were tentatively identified of which 33 are priority
pollutants. Generally, industrial effluents contained few priority pollutants.
Most of the components found in the effluents were specific for a particular
industrial site and did not appear in reoccurring patterns. The data
suggest that many possible environmentally important compounds vould be
overlooked if frequency of occurrence is the major criterion for determining
environmentally significant compounds.
We recommend that future studies concentrate on basic compound analyses
and that the biological activity of a compound (s) be established first before
exhaustive screening programs are initiated for environmental pollutants.
Mass spectral data bases containing all the organic compounds produced by
industry should be developed.
17.
a. DESCRIPTORS
Water pollution
Water analysis
Industrial Water
Gas chromatography
Mass spectroscopy
18. DISTRIBUTION STATEMENT
Unrestricted, available froi
USEPA - Athens, Georgia 30
KEY WORDS AND DOCUMENT ANALYSIS
b. IDENTIFIERS/OPEN ENDI
Trace organic comp
GC/MS/COMP
Waste effluents
19. SECURITY CLASS (This
TI Ann Alford Unclassified
5Q5 20. SECURITY CLASS (This
Unclassified
ED TERMS C. COSATI Field/Group
ounds 13b
14b,7b,7c,7e
13b
7d
14b
Report! 21. NO. OF PAGES
244
page) 22. PRICE
EPA Form 2220-1 (Rev. 4-77) PREVIOUS EDITION is OBSOLETE
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