Kinetics and Mechanism of the Reaction of Benzyl Bromide with Thiobenzamides

벤질브로미드와 티오벤즈아미드의 반응에 있어서의 반응속도와 반응메카니즘

  • Published : 1972.10.30

Abstract

Rates of the reactions of m-and p-ring-substituted thiobenzamides with benzyl bromide in acetone have been determined by an electric conductivity method. The Hammett rule has been adopted for these reactions. It has been observed that an electron-attracting substituent accelerates the reaction while an electron-donating substituent retards the reaction, and a mechanism which accounts for the observed kinetics has been postulated. The activation energies and entropies of activation for these reactions have also been calculated.

벤질브로마이드와 여러가지 m-또는 p-핵치환 지오벤즈아미드류와의 반응속도를 전기전도도법으로 측정하였다. 이들 반응에서 전자흡인치환기는 반응속도를 촉진하였고 한편 전자공여치환기는 반응속도를 억제하였다. 이 사실에 부합하는 반응 메카니즘을 고찰하였다. 추가하여 이들 반응에 있어서의 활성화에너지와 활성화엔트로피를 산출하였다.

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References

  1. This Journal v.13 S.D. Yoh;D.S. Lee;S.Y. Hong
  2. J. Chem. Soc. A.E.S. Fairfull;J.L. Lowe;D.A. Peak
  3. J. Amer. Chem. Soc. v.82 E.C. Taylor;J.A.Zoltewicz
  4. Handbuch der organischen Chemie v.9 Beilstein
  5. J. Opt. Soc. Amer. v.40 N.B. Colthup
  6. Chemical Applications of Infrared Spectroscopy C.N.R. Rao
  7. Physicochemical Calculations E.A. Guggenheim;J.E. Prue
  8. Physical Organic Chemistry: Reaction Rates, Equilibria, and Mechanisms L.P. Hammett