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Lecture 3 Organic Compounds

Lecture 3 Organic Compounds. Commonly Found Volatiles. methanol. present in some drinks (“Kirsch”). ethanol. isopropanol. technical alcohol mixtures. Additional problem: mixed intoxication of ethanol and drugs. Scotch. 1. acetaldehyde 2. methanol 3. acetone 4. ethyl formate

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Lecture 3 Organic Compounds

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  1. Lecture 3 Organic Compounds

  2. Commonly Found Volatiles

  3. methanol present in some drinks (“Kirsch”) ethanol isopropanol technical alcohol mixtures Additional problem: mixed intoxication of ethanol and drugs

  4. Scotch 1. acetaldehyde 2. methanol 3. acetone 4. ethyl formate 5. ethanol 6. ethyl acetate 7. n-propanol 8. sec-butanol 9. isobutanol 10. active amyl alcohol 11. isoamyl alcohol 12. n-amyl alcohol Rum

  5. Headspace formaldehyde acetone in blood – metabolic disorder, after an accident, etc. 1. methanol 2. ethanol 3. diethyl ether 4. isopropanol 5. methylene chloride 6. acetone 7. methyl tert-butyl ether 8. hexane 9. chloroform 10. ethyl acetate 11. methyl ethyl ketone 12. benzene 13. trichloroethylene 14. toluene 15. methyl isobutyl ketone methyl ethyl ketone

  6. GC headspace Infriquently found volatiles

  7. “Semivolatile” hazardous substances GC-MS 1. 2-fluorophenol 2. phenol 3. 1,4-dichlorobenzene-d4 (IS) 4. nitrobenzene 5. napthalene-d8 (IS) 6. 2-fluorobiphenyl 7. acenaphthene-d10 (IS) 8. 1-naphthalenamine 9. 2-naphthalenamine 10. 5-nitro-o-toluidine 11. diphenylamine 12. 2,4,6-tribromophenol 13. 4-aminobiphenyl 14. phenanthrene-d10 (IS) 15. p-terphenyl 16. p-dimethylaminoazobenzene 17. 2-acetylaminofluorene 18. chrysene-d12 (IS) hazardous substances + internal standard mixture

  8. Herbicides: Diquat Paraquat MMP+ Peak List: Peak time (min.) 1. diquat 7.5 2. paraquat 8.8 acetonitrile, 95:5 (v/v) Flow: 1.0 mL/min. Temp.: 27°C Det.: UV @ 257nm (paraquat) UV @ 308nm (diquat) HPLC

  9. 2,4-Dichlorophenoxyacetic acid (2,4-D) 2,4,5-Trichlorophenoxyacetic acid (2,4,5-T) 1. 1,4,7,8-TCDD 2. 2,3,7,8-TCDD 3. 1,2,3,4-TCDD 4. 1,2,3,7 5. 1,2,3,8-TCDD 6. 1,2,7,8-TCDD 2,3,7,8-tetrachlorodibenzo-p-dioxin (TCDD) GC: 2.0μL splitless injection of TCDD isomers, approximately 0.5ng each isomer Splitless hold: 0.45 min ECD detector

  10. DDT 12. 4,4'-DDE 13. dieldrin 14. endrin 15. 4,4'-DDD 16. endosulfan II 17. endrin aldehyde 18. 4,4'-DDT 19. endosulfan sulfate 20. methoxychlor 21. endrin ketone Aldrin Organochlorine Pesticides 1. 2,4,5,6-tetrachloro-m-xylene (ss) 2. α-BHC 3. γ-BHC 4. β-BHC 5. δ-BHC 6. heptachlor 7. aldrin 8. heptachlor epoxide 9. γ-chlordane 10. α-chlordane 11. endosulfan I

  11. sarin warfare agent GC Malathion Malaoxon Organophosphorus Pesticides

  12. 2. hexamethylphosphoramide 3. mevinphos 4. trichlorfon 5. TEPP 6. thionazin (IS) 7. demeton-O 8. ethoprop 9. tributyl phosphate (SS) 10. dicrotophos 11. monocrotophos 12. naled 13. sulfotepp 14. phorate 15. dimethoate 16. demeton-S 17. dioxathion 18. terbufos 19. fonophos 20. phosphamidon isomer 21. diazinon 22. disulfoton 23. phosphamidon 24. dichlorofenthion 25. parathion-methyl 26. chlorpyrifos methyl 27. ronnel 28. fenitrothion 29. malathion 30. fenthion 31. aspon 32. parathion-ethyl 33. chlorpyrifos 34. trichloronate 35. chlorfenvinphos 36. merphos 37. crotoxyphos 38. stirofos 39. tokuthion 40. merphos oxidation product 41. fensulfothion 42. famphur 43. ethion 44. bolstar 45. carbophenothion 46. triphenyl phosphate (IS) 47. phosmet 48. EPN 49. azinphos-methyl 50. leptophos 51. tri-o-cresyl phosphate 52. azinphos-ethyl 53. coumaphos Organophosphorus Pesticides Oven temp.: 100°C to 180°C @ 10°C/min. (hold 2 min.), to 300°C @ 18°C/min. Inj. / det. temp.: 250°C / 280°C FPD Solvent: hexane

  13. Pesticides (Carbamates) Carbaryl (1-naphthyl methylcarbamate) 1. aldicarb sulfone 2. aldicarb sulfoxide 3. oxamyl 4. methomyl 5. 3-hydroxycarbofuran 6. aldicarb 7. propoxur 8. carbofuran 9. carbaryl 10. methiocarb 11. 4-bromo-3,5-dimethylcarbamate Bhopal accident Methyl isocyanate (MIC) H3C-N=C=O HPLC Mobile phase: A: 90:10 water:methanol B: 90:10 methanol:acetonitrile UV @220 nm

  14. Atrazine Triazine Herbicides cyanuric acid

  15. Tear gases: chloroacetophenone, “tear gas”, “Mace” 2-chlorobenzalmalononitrile, CS gas Capsaicin , “pepper spray” Yperite Carfentanil C4H8Cl2S potential chemical warfare agent chemical warfare agent, has industrial use

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