Ethylacrylate에 대한 n-Butylmercaptan의 친핵성 첨가반응에 관한 연구

The Kinetics and Mechanism of Nucleophilic Addition of n-Butylmercaptan to Ethylacrylate

  • 발행 : 1972.08.30

초록

Ethylacrylate에 대한 n-butylmercaptan의 첨가반응속도상수를 iodometry로 측정하여 넓은 pH범위에서 잘 맞는 속도식을 구하였다. 이 식에 의하면 pH 4 이하에서는 n-butylmercaptan분자가 첨가하여 pH 7 이상에서는 n-butylmercaptide ion이 첨가함을 알 수 있고 pH 4∼7 사이에서 일어나는 복잡한 첨가반응 메카니즘도 이 식으로 잘 설명 될 수 있음을 알았다.

The rate constants for the addition reaction of n-butylmercaptan to ethylacrylate have been measured by iodometry and for the proposed reaction mechanism a rate equation which can be applied over wide pH range was derived. From this rate equation, one may conclude that the reaction is started by addition of n-butylmercaptan molecule below pH 4. However, above pH 7, this addition reaction is proceeded by the n-butylmercaptide ions. At pH 4-7, the complex addition reaction mechanism can also be revealed by this rate equation.

키워드

참고문헌

  1. Structure and Mechanism in Organic Chemistry C. K. Ingold
  2. Chem. Rev. v.64 P.Nobler Jr.;T.G.Borgardt;W.L.Reed
  3. Organic Reactions v.10 E.D.Bergman
  4. The Chemistry of Alkens S. Patai;E. Rappoport
  5. Angew. Chem. Internat. Edn. v.6 E.Winterfeldt
  6. Adv. Phys. Org. Chem. v.7 Z.Rapport
  7. J. Amer. Chem. Soc. v.74 R. Stewart
  8. J. Chem. Soc. E.A. Walker;J.P. Young
  9. J. Amer. Chem. Soc. v.78 V. Ogata(et al.)
  10. J. Amer. Chem. Soc. v.82 J. Hine;L.A.Kaplan
  11. J. Amer. Chem. Soc. v.77 M.J. Kamlet
  12. J. Amer. Chem. Soc. v.78 M.J. Kamlet;D.J.Glover
  13. J. Amer. Chem. Soc. v.77 D.S. Noyce;W. A. Pryor;A. H. Borrini
  14. J. Amer. Chem. Soc. v.85 T.I. Crowell(et al.)
  15. J. Chem. Soc. S. Patai;E. Rappoport
  16. J. Chem. Soc. S. patai;Rappoport
  17. J. Chem. Soc. S. patai;Rappoport
  18. J. Chem. Soc. S. patai;Rappoport
  19. J. Chem. Soc., (B) Y. Ogata;I. Kishi
  20. J. Chem. v.47 J.A. Markig;J.D. Gettlr
  21. J. Chem. Soc., (B) L. Maan;C.D. Hell
  22. J. Chem. Soc., (B) H.Shenhav;E. Rappoport;S. Patai
  23. J. Chem. Soc., (B) K. Bowden;M. J. Price
  24. J. Chem. Soc., (B) Z. Rapport;R. Ra-Shama
  25. J. Amer. Chem. Soc. v.78 W.E. Truce(et al.)
  26. J. Amer. Chem. Soc. v.81 W.E. Truce;D.L. Goldhamer
  27. J. Amer. Chem. Soc. v.81 W.E. Truce;D.L. Goldhamer
  28. J. Amer. Chem. Soc. v.81 W.E. Truce;D.L. Goldhamer;R. B. Kruse
  29. J. Amer. Chem. Soc. v.81 W.E. Truce;R. B. Kruse
  30. J. Amer. Chem. Soc. v.86 B. Dmuchovsky;B.D.Bineyard;F.B.Zienty
  31. 工業化學雜誌 v.69 藤尾亮太;鶴田複二
  32. Z. Physik. Chem. v.41 K.L. Malik;M.N. Das
  33. J. Chem. Soc. v.69 Ryota Fujio;Teiji Tsuruta
  34. Journal of the Korean Chemical Society v.12 金泰麟;崔永翔
  35. Journal of the Korean Chemical Society v.12 金泰麟;朴玉鉉
  36. Journal of the Korean Chemical Society v.12 朴玉鉉
  37. Fast Reaction E.F. Caldin
  38. Ind. Eng. Chem. v.32 D.L. Yabrott