Nucleophilic substitution reaction of α-methoxy-α-(trifluoromethyl)phenylacetyl chloride in alcohol-water mixtures

Bulletin of the Korean Chemical Society

Volumn 20, Issue 12, 1999, Pages 1451-1456

  Koo, In Sun ^a   Lee, Scong In ^a   Sun An, Kyoung ^b   Yang, Kiyull ^b   Lee, Ikchoon ^b  

^a Gyeongsang National University   (South Korea)

^b Inha University   (South Korea)

Author keywords

[No Author keywords available]

Indexed keywords

ACETIC ACID DERIVATIVE; ALCOHOL; CHLORIDE; WATER;

ARTICLE; CATALYSIS; CHEMICAL ANALYSIS; CHEMICAL REACTION; KINETICS; REACTION ANALYSIS; REACTION TIME;

EID: 0000727629     PISSN: 02532964     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (55)

1. (a) Bender, M. L. Client. Rev. I960,60,53.
2. (b) The Chemistry of the Carbonyl Group; Patai, S., Ed.; Intersience: New York, 1966; Vols. 1-2, p 1970.
3. Jcncks, W. P. Catalysis in Chemistry and Enzyntology, McGraw-Hill: New York, 1968.
4. Jencks, W. P. Acc. Chew. Res. 1980, 13, 161.
5. (e) Guthrie, J. P. Ace. Chcm. Res. 1983,16,22.
6. (f) Baer, S.; Brinkman, E. A.; Brauman, J. I. J. Am. Chem. Soc. 1991, 113, 805.
7. (g) Williams, A. Client. Sac. Rev. 1994,23,93.
8. (a) Yamabe, S.; Minato, S. J. Org. Client. 1983,48, 2972.
9. (b) Blake, J. F.; Jorgensen, W. L. J. Am. Client. Soc. 1987, 709, 3856.
10. Madura, J. D.; Jorgensen, W. L. J. Am. chem. Soc. 1986, 70S, 2517.
11. Park, Y. S.; Kim, C. K.; Lee, B. S.; Lee, L; Lim, W. M.; Kim, W. K. J. Phys. Org. Chem. 1995,8, 35.
12. (a) Bentley, T. W.; Shim, C. S. J. Chem. Soc., Ferkln Trans. 2 1993, 1659.
13. (b) Bentley, T. W.; Koo, I. S. J. Chem. Soc., Perkin Trans. 2 1989, 1385.
14. Jedrzejczak, M.; Motie, R. E.; Satchell, D. P. N.; Satchell, R. S.; Wassef, W. N. J. Chem. Soc., Perkin Trans. 2 1994, 1471.
15. (a) Lee, L; Shim, C. S.; Chung, S. Y.; Kim, H. Y; Lee, H. W. J. Chem. Soc., Perkin Trans. 2 1988, 1919.
16. (b) Lee, L; Koh, H. J.; Lee, B. C. J. Phys. Org. Chem. 1994, 7, 50.
17. Oh, J.; Yane, K.; Koo, I. S.; Lee, I. J. Chem. Res. 1993, 310.
18. Jedrzejczak, M.; Moite, R. E.; Satchell, D. P. N. J. Chem. Soc., Perkin Trans. 2 1993,599.
19. Koo, I. S.; Yang, K.; Kang, K.; Lee, I. Bull. Korean Chem. Soc. 1998,19,968.
20. Bentley, T. W.; Jones, R. O.; Koo, I. S. J. Chem. Soc., Perkin Trans. 2 1994, 753.
21. Koo, I. S.; Bentley, T. W.; Kang, D. H.; Lee, I. J. Chem. Soc., Perkin Trans. 2 1991, 175.
22. Bentley, T. W.; Koo, I. S. J. Chem. Soc., Perkin Trans. 2 1989,1385
23. Bentley, T. W.; Carter, G. E. J. Am. Chem. Soc. 1982, 5741.
24. Bentley, T. W.; Harris, H. C.; Koo, I. S. J. Chem. Soc., Perkin Trans. 2 1988,783.
25. Bentley, T. W.; Harris, H. C. J. Chem. Soc., Perkin Trans. 2 1986,619.
26. Winstein, S.; Grunwald, E. J. Am. Chem. Soc. 1948, 70, 846.
27. Bentley, T. W.; Dau-Schmidt, J.-F; Llewellyn, G.; Mayr, H. J. Org. Chem. 1992,57,2387.
28. Bentley, T. W.; Bowen, C. T.; Morten, D. H.; Schleyer. P. v. R. J. Am. Chem. Soc. 1981, 703,5466.
29. Winstein, S.; Fainberg, A. H.; Grunwald, E. J. Am. Chem. Soc. 1957, 79,4146.
30. Fainberg, A. H.; Winstein, S. J. Am. Chem. Soc. 1957, 79, 1957.
31. Winstein, S.; Grunwald, E.; Jones, H. W. J. Am. Chem. Soc. 1951, 73,2700.
32. Kevil, D. N.; Ismail, N. HJ; D' Souza, M. J. J. Org. Chem. 1994,59,6303.
33. Kevil, D. N.; D'Souza, M. J. J. Chem. Soc., Perkin Trans. 2 1995,973.
34. Kevill, D. N.; Anderson, S. W. J. Am. Chem. Soc. 1986, 70S, 1597.
35. Kevil, D. N.; Bond, M. W; D'Souza, M. J. J. Org. Chem. 1997,62,7869.
36. Sneen, R. A.; Feit, G. R.; Dickason, W. C. J. Am. Chem. Soc. 1973, 95, 638.
37. Friedberger, M. P.; Thornton, E. R. J. Am. Chem. Soc. 1976, 98,2861.
38. Bentley, T. W.; Koo, I. S.; Norman, S. J. Org. Chem. 1991, 56, 1604.
39. Liu, K-T.; Duann, Y-F; Hou, S-J. J. Chem. Soc., Perkin Trans. 21998,2181.
40. Bentley, T. W.; Harris, H. C. J. Org. Chem. 1988,53, 724.
41. (a) Bentley, T. W.; Jones, R. O. J. Chem. Soc., Perkin Trans. 2 1992, 743.
42. (b) Jones, R. O. M. Phil. Thesis. University of Wales, 1991.
43. Koo, I. S.; Yang, K.; Kang, K.; Lee, L; Bentley, T. W. J. Chem. Soc., Perkin Trans. 2 1998, 1175.
44. Bently, T. W.; Llewllyn, G. Adv. Pliys. Org. Chem. 1990, 77, 121.
45. Bentley, T. W.; Carter, G. E.; Harris, H. C. J. Chem. Soc. Trans. 2 1985,983.
46. Schadt, F. L.; Bentley, T. W.; Schleyer, P. v. R. J. Am. Chem. Soc. 1976, 98, 7667.
47. Robertson, R. E. Prag. Phys. Org. Chem. 1963,4,213.
48. Kruz, J. L.; Lee, J.; Love, M. E.; Rhodes, S. J. Am. Chem. Soc. 1986,108, 2960.
49. Bentley, T. W.; Llewellyn, G.; Ryu, Z. H. J. Org. Chem. 1998, 63,4654.
50. Bentley, T. W.; Ebdon, D.; Llewellyn, G.; Abduljaber, M. H.; Miller, B.; Kevill, D. N. J. Chem. Soc., Dalton Trans. 1997,3819.
51. Exner, 0.J. Chem. Soc., Perkin Trans. 2 1993,973.
52. (a) Bentley, T. W.; Carter, G. E.; Harris, H. C. J. Chem. Soc., Perkin Trans. 2 1985,938.
53. (b) Bentley, T. W.; Koo, I. S. J. Chem. Soc., Chem. Commun. 1988,41.
54. Ta-Shma, R.; Rappoport, Z. Adv. Pliys. Org. Chem. 1992, 27,239.
55. Kamlet, M. J.; Abboud, J. L. M.; Taft, R. W. Prag. Phys. Org. Chem. 1981,75,485.