Phenols and Quinones

Phenol References

1,2-Benzenediol {catechol} Molinari (2605, 2607), Bonnet and Neukomm (396), Carruthers and Johnstone (615)

1,3-Benzenediol {resorcinol} Commins and Lindsey (789, 789a)

1,4-Benzenediol {hydroquinone} Bonnet and Neukomm (396)

2H-Benzopyran-6-one, 7-hydroxy-6-methoxy-{scopoletin} Yang et al. (4373-4375)

Ethanone, 1-(3-hydroxyphenyl)- {3′-hydroxyacetophenone} Carruthers and Johnstone (615) Ethanone, 1-(4-hydroxyphenyl)- {4′-hydroxyacetophenone} Carruthers and Johnstone (615) 1-Naphthalenol {1-naphthol} Commins and Lindsey (789, 789a)

2-Naphthalenol {2-naphthol} Commins and Lindsey (789, 789a)

Phenol Vohl and Eulenberg (4065), Ludwig (2408), Rayburn (3089), Rayburn et al. (3090), Commins and Lindsey (789, 789a), Bonnet and Neukomm (396), Carruthers and Johnstone (615)

Phenol, 2,4-dimethyl-{2,4-xylenol} Wynder and Wright (4354)

Phenol, 3,5-dimethyl-{3,5-xylenol} Carruthers et al. (616), Clemo {765)

Phenol, 2-dimethoxy-{guaiacol} Rayburn (3089), Rayburn et al. (3090);

Phenol, 2-methyl-{o-cresol} Rayburn (3089), Rayburn et al. (3090), Commins and Lindsey (789, 789a), Carruthers and Johnstone (615)

Phenol, 3-methyl-{m-cresol} Rayburn et al. (3089), Commins and Lindsey (789, 789a), Carruthers and Johnstone (615)

Phenol, 4-methyl-{p-cresol} Commins and Lindsey (789, 789a), Carruthers and Johnstone (615)

Phenol, 2,4,6-trimethyl-{mesitol} Bonnet and Neukomm (396)

Year

Number

Investigator(s)In Year Accumulated

1952 1 1 Rayburn (3089)

1953 1 2 Rayburn et al. (3090)

1955 1 3 Wright and Wynder (4353)

1956 5 8 Commins and Lindsey (786-789, 789a)

1957 3 11 Bonnet and Neukomm (396), Landahl and Tracewell (2261), Wynder and Wright (4354)

1958 11 22 Bonnet (392), Carruthers et al. (616), Clemo (765), Rowland (3347), Weaving (4156), Wender et al. (4164), Yang et al. (4373-4375)

1959 8 29 Dieterman et al. (969), Doll (1025), Izawa et al. (1906), Onishi (2858), Reid (3096), Rodgman and Cook (3271), Roe et al. (3314)

1960 3 33 Carruthers and Johnstone (615), Rodgman and Cook (3280, 3286), Weaving (4158), Yang et al. (4376)

1961 8 41 Cundiff (859), Herrmann (1625), Hoffmann and Wynder (1789), Latimer (2274), Rodgman and Cook (3286), Wynder and Hoffmann (4311-4313)

1962 7 48 Kato and Shibayama (2044), P. Lorillard Co. R&D (2399), Rodgman and Cook (3286), Schmeltz et al. (3488), Wynder and Hoffmann (4314), Yang and Wender (4377, 4378)

1963 17 65 Crouse et al. (851), Hoffmann et al. (1766),Hoffmann and Wynder (1791), Kato et al. (2045), Laurene (2295, 2295a), Laurene et al. (2311, 2312), Lorentzen and Neurath (2397), Osman et al. (2876), Rodgman and Cook (3286), Rodgman and Mims (3305), Spears (3764, 3765), Unghvary et al. (3995), Wender and Yang (4163), Wynder and Hoffmann (4317)

1964 17 82 Ehmke and Neurath (1115), Elmenhorst (1129), Esterle and Campbell (1164), Knoop and Rosene (2142a), Mann et al. (2451), Oakley et al. (2820), Pyriki and Moldenauer (3043), Rodgman and Cook (3286), Seehofer et al. (3574), Smith and King (3716, 3717)

No. CAS Nomenclature Common Name

1. Acetic acid, 2-hydroxyphenyl-

2. Acetic acid, 3-hydroxyphenyl-

3. Acetic acid, 4-hydroxyphenyl-

4. Benzaldehyde, 3,4-dihydroxy-Protocatechualdehyde

5. Benzaldehyde, 3,5-dimethoxy-4-hydroxy-Syringaldehyde

6. Benzaldehyde, 2-hydroxy-Salicaldehyde

7. Benzaldehyde, 3-hydroxy8. Benzaldehyde, 4-hydroxy9. Benzaldehyde, 4-hydroxy-3-methoxy-Vanillin

10. 1,2-Benzenediol Catechol 11. 1,3-Benzenediol Resorcinol 12. 1,4-Benzenediol Hydroquinone 13. Benzoic acid, 3,4-dihydroxy-Protocatechuic acid 14. Benzoic acid, 3,5-dimethoxy-4-hydroxy-Syringic acid 15. Benzoic acid, 2-hydroxy-Salicylic acid 16. Benzoic acid, 3-hydroxy17 Benzoic acid, 4-hydroxy18. Benzoic acid, 3-hydroxy-4-methoxy-Isovanillic acid 19. Benzoic acid, 4-hydroxy-3-methoxy-Vanillic acid 20. 2H-1-Benzopyran-6-one, 6,7-dihydroxy-Esculetin 21. 2H-1-Benzopyran-6-one, 7-hydroxy-6-methoxy-Scopoletin 22. Cinnamic acid, 3,4-dihydroxy-Caffeic acid 23. Cinnamic acid, 3,4-dihydroxy-, 3-ester

with 1,3,4,5-tetrahydroxycyclohexanecarboxylic acid Chlorogenic acid

24. Cinnamic acid, 3,4-dihydroxy-, 5-ester with 1,3,4,5-tetrahydroxycyclohexanecarboxylic acid

Neochlorogenic acid

25. Cinnamic acid, 3,5-dimethoxy-4-hydroxy-Sinapic acid 26. Cinnamic acid, 4-hydroxy-Coumaric acid 27. Cinnamic acid, 4-hydroxy-3-methoxy-Ferulic acid 28. Ethanone, 1-(2-hydroxyphenyl)- Acetophenone, 2′-hydroxy29. Ethanone, 1-(3-hydroxyphenyl)- Acetophenone, 3′-hydroxy30. Ethanone, 1-(4-hydroxyphenyl)- Acetophenone, 4′-hydroxy31. 1-Naphthalenol 1-Naphthol 32. 2-Naphthalenol 2-Naphthol 33. Phenol 34. Phenol, 2,6-dimethoxy35. Phenol, 2,3-dimethyl-2,3-Xylenol 36. Phenol, 2,4-dimethyl-2,4-Xylenol 37. Phenol, 2,5-dimethyl-2,5-Xylenol 38. Phenol, 2,6-dimethyl-2,6-Xylenol 39. Phenol, 3,4-dimethyl-3,4-Xylenol 40. Phenol, 3,5-dimethyl-3,5-Xylenol 41. Phenol, 2-ethyl42. Phenol, 3-ethyl43. Phenol, 4-ethyl44. Phenol, 2-methoxy-Guaiacol 45. Phenol, 2-methoxy46. Phenol, 4-methoxy47. Phenol, 2-methoxy-4-(1-propenyl)- Isoeugenol 48. Phenol, 2-methoxy-4-(2-propenyl)- Eugenol 49. Phenol, 2-methyl-o-Cresol 50. Phenol, 3-methyl-m-Cresol 51. Phenol, 4-methyl-p-Cresol 52. Phenol, 5-methyl-2-(1-methylethyl)- Thymol 53. Phenol, 2,4,6-trimethyl-Mesitol 54. Propanoic acid, 3-hydroxyphenyl-

55. Propanoic acid, 4-hydroxyphenyl-

TCRC Investigator(s) TCRC Investigator(s)

Isolation, identification, and quantitation of phenols in tobacco products

6th Rayburn (3089) 34th Carmella et al. (600)

12th Rowland (3347) 34th Schlotzhauer et al. (3462)

16th Davis and George (911a) 35th Carmella et al. (598)

16th Schmeltz et al. (3488) 36th Lee et al. (2329)

17th Burdick et al. (526) 36th Snook and Chortyk (3737)

18th Ayres and Thornton (127) 37th Carmella et al. (599)

18th Esterle and Campbell (1164) 39th Adams et al. (30)

18th Knoop and Rosene (2142a) 40th McWilliams et al. (2526)

18th Mann et al. (2451) 42nd Nanni et al. (2681a)

18th Rodgman and Cook (3280) 42nd Risner and Cash (3172)

19th Ayres and Thornton (128) 42nd Snook et al. (3754)

19th Spears et al. (3767) 43rd Risner and Cash (3174)

20th Kallianos et al. (2016) 45th Lee et al. (2330a)

20th Schlotzhauer et al. (3468) 46th Prakasch and Ireland (2983)

21st Kallianos et al. (2017) 46th Risner (3166)

22nd Benner et al. (276) 48th Wilson (4268)

22nd Leach and Alford (2321) 50th Green and Rodgman (1373)

23rd Benner et al. (275) 50th Risner (3170)

24th Miller et al. (2554) 51st Risner and Nelson (3170)

25th Singer and Hoffmann (3674) 51st Zhangyu et al. (4412)

27th Thacker and Martin (3894) 52nd Risner and Cash (3174)

28th Guerin et al. (1450) 53rd Forehand et al. (1213)

29th Newell et al. (2769) 54th Wooten et al. (4279)

29th Roberts and Watts (3228) 55th Li et al. (2361)

29th Schumacher et al. (3553) 55th Purkis et al. (3007)

30th Chamberlain et al. (664) 56th Honglin et al. (1825)

30th Kallianos (2614) 56th Reffick et al. (3093)

31st Hecht et al. (1561) 57th Volgger et al. (4067)

31st Schlotzhauer et al. (3474) 57th Warren (4137)

32nd Cornell et al. (828) 58th Hwang et al. (1854)

32nd Heckman and Best (1587) 58th Little et al. (2379)

32nd Snook et al. (3744) 58th Loureau et al. (2400a)

32nd Snook et al. (3746) 58th Sheng et al. (3646)

33rd Snook et al. (3751) 59th Hwang et al. (1853a)

Precursor, biological, and other studies on phenols in tobacco products

19th Chortyk et al. (725a) 28th Hecht et al. (1582)

19th Spears et al. (3767) 29th Brunnemann et al. (496)

22nd Bell et al. (246) 31st Hardy and Hobbs (1501)

23rd Benner et al. (275) 37th Brunnemann et al. (499)

23rd Burton et al. (539) 48th Wilson (4268)

23rd Colucci et al. (783b) 50th Hu (1840a)

23rd Lakritz et al. (2253) 52nd Leffingwell and Alford (2339)

25th Rathkamp et al. (3087) 54th Doolittle et al. (1051)

26th Artho et al. (105) 59th Dyakonov et al. (1077a)

28th Baggett and Morie (156) 59th Hwang et al. (1853a)

TCRC, Tobacco Chemists’ Research Conference; TSRC, Tobacco Science Research Conference.