GC-MS Analysis. Concentrations. GC conditions. * The concentrations used were:

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1 s GC-MS Analysis * The concentrations used were: GC conditions 1 ul injection. Injector Temp. 25 C, split flow with a 1:1 split. Oven program: Initial Temp. 4 C 1.75 minutes Ramp 33 /min to 16 C Ramp 3 /min to 32 and hold 2.65 minutes. 1.4e+7 1.2e+7 1e TIC: JESSIE1.D TIC: JESSIE2.D (*) TIC: JESSIE3.D (*) TIC: JESSIE4.D (*) TIC: JESSIE5.D (*) TIC: JESSIE6.D (*) Overlay of curve external standard 1

2 65 TIC: JESSIE19.D TIC: JESSIE21.D (*) TIC: JESSIE23.D (*) 7 6 TIC: JESSIE7.D TIC: JESSIE8.D (*) TIC: JESSIE9.D (*) TIC: JESSIE1.D (*) TIC: JESSIE11.D (*) TIC: JESSIE12.D (*) TIC: JESSIE25.D (*) TIC: JESSIE27.D (*) TIC: JESSIE29.D (*) Overlay of curve external standard Overlay of Curve Internal standard 6 55 TIC: JESSIE2.D TIC: JESSIE22.D (*) TIC: JESSIE24.D (*) TIC: JESSIE26.D (*) TIC: JESSIE28.D (*) TIC: JESSIE3.D (*) 1.2e+7 1.1e+7 TIC: JESSIE33.D 5 1e Overlay of curve Internal standard Sample 1x internal standard 2

3 TIC: JESSIE31.D Sample 1x no internal standard Uses and Hazards 1. Acetnaphthylene: Uses- Used to make dyes, pastics, and pesticides. Hazards- Breathing and skin contact seem to be associated with cancer. 2. Fluorene: Uses- Used production of dyes, pigments, pesticides, thermosetting plastic and pharmaceuticals. Hazards- Skin, eye, and respiratory irritant. 3. Pyrene: Uses- Used in manufacturing Perinon Pigments Hazards- Causes problems in the liver and the blood Uses and Hazards Cont. 4. Phenanthrene: Uses- Used in manufacturing phenanthrenequinone (intermediate pesticides) in addition to manufacturing diphenic acid (intermediate resins). 5. Anthracene: Uses- not known Hazards- Causes cancer and birth defects 6. Benzo(a)anthracene: Uses- not known Hazards- Toxic, and carcinogenic in mice. Calibration equations Acenaphthylene 1.7E E Fluorene 1.46E E Phenanthrene 9.83E E Anthracene 9.46E E

4 Calibration equations Calibration equations Pyrene 8.87E Benzo(k)fluoranthene 7.9E E E Benzo(a)anthracene 8.9E Benzo(a)pyrene 8.34E E E Chrysene 8.68E Indeno(1,2,3 -cd)pyrene 6.89E E E Benzo(b)fluoranthene 8.82E Dibenz(a,h)anthracene 7.88E E E Calibration equations External Standard Acenaphthylene Fluorene Phenanthrene Anthracene Benzo(g,h,i)perylene 7.86E Pyrene Benzo (a) anthracene E Chrysene Benzo (b) fluoranthene

5 TIC: JESSIE33.D External Standard Internal Standard Acenaphthylene Benzo (k) fluoranthene Fluorene Benzo (a) pyrene Phenanthrene Anthracene Indeno (1,2,,3 - cd) pyrene Pyrene Dibenz (a,h) anthracene Benzo (a) anthracene Benzo (g,h,i) perylene Chrysene Benzo (b) fluoranthene Internal Standard Benzo (k) fluoranthene Benzo (a) pyrene Indeno (1,2,,3 - cd) pyrene Dibenz (a,h) anthracene Benzo (g,h,i) perylene DibromoBiphenyl

6 Scan 1376 (7.559 min): JESSIE33.D Scan 1373 (7.545 min): JESSIE33.D (-1376) (-) Scan 1373 (7.545 min): JESSIE33.D (-137) (-) Scan 137 (7.531 min): JESSIE33.D Left spectra Right Spectra This is the middle of the peaks with the left most side subtracted out. The library search lists Ethylparaben and Propylparaben as the compound most matching the spectra. This is the middle of the peaks with the right most side subtracted out. The library search lists Fluorene as all 3 of the top compounds most matching the spectra. 6

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