The Kinetics and Mechanism of the Hydrolysis of a 1,1-Dicyano-2-p-dimethylaminophenyl-2-chloroethylene

1,1-Dicyano-2-p-dimethylaminophenyl-2-chloroethylene의 가수분해 반응메카니즘과 그의 반응속도론적 연구

  • Tae Rin Kim (Department of Chemistry, College of Science and Engineering, Korea University) ;
  • Tae Seong Huh (Department of Chemistry, College of Science and Engineering, Korea University)
  • 김태린 (고려대학교 이공대학 화학과) ;
  • 허태성 (고려대학교 이공대학 화학과)
  • Published : 1974.12.30

Abstract

The rate constants of hydrolysis of 1,1-dicyano-2-p-dimethylaminophenyl-2-chloroethylene(DPC) were determined at various pH and the rate equation which can be applied over wide pH range is obtained. From the rate equation the mechanism of the hydrolysis of a DPC over wide pH range is fully explained; below pH 3 and above pH 7.5, the rate constant is proportional to the concentration of hydronium ion and hydroxide ion, respectively. However, in the range of pH 3 to 7.5, water, hydronium ion and hydroxide ion catalyze the hydrolysis of DPC.

Keywords

References

  1. Advances in Physical Organic Chemistry v.7 Z. Rapporort
  2. Canad. J. Chem. v.47 J.A. Murkiss;J.D. Gettler
  3. J. Amer. Chem. Soc. v.78 M.J. Kamlet;D.J. Glover
  4. J. Chem. Soc. no.B M.P. Naan;C.P. Hall
  5. J. Org. Chem. v.13 M. Kharash;C. Fuch
  6. J. Amer. Chem. Soc. v.74 R. Stewart
  7. J. Chem. Soc. E. A. Walker;J. R. Young
  8. J. Chem. Soc. no.B S. Patai;Z. Rappoport
  9. J. Chem. Soc. S. Patai;Z. Rappoport
  10. J. Amer. Chem. Soc. v.83 T.I. Crowell;A.W. Francis Jr.
  11. J. Amer. Chem. Soc. v.81 W.E. Truce;D.L. Goldhamer
  12. J. Amer. Chem. Soc. v.86 B. Dmuchovsky;B.P. Vinegaed;F.B. Zienty
  13. This Journal v.13 T.R. Kim;Y.S. Choi
  14. J. Chem. Soc. no.B Z. Rappoport;R. Ta-Shama
  15. J. Org. Chem. v.32 A.D. Josey;C.C. Dickinson;K.C. Dewhirst;B.C. Mckusick
  16. J. Amer. Chem. Soc. v.69 M.L. Kilpatrick
  17. J. Amer. Chem. Soc. v.69 C. D. Hurd;L. L. Geishbein
  18. J. Chem. Soc. S. Patai;Z. Rappoport
  19. J. Amer. Chem. Soc. v.77 M. J. Kamlet
  20. J. Amer. Chem. Soc. v.95 T.I. Crowell;T.R. Kim
  21. Z. Physik. Chem. v.41 K.L. Mallik;M.N. Das
  22. This Journal v.13 K.S. Kwon;T.R. Kim
  23. J. Amer. Chem. Soc. v.72 H.C. Brown;R.B. Johannson
  24. The Chemistry of Alkene S. Patai