Kinetics for the Reaction of Benzyl Benzenesulfonate with Pyridine in Acetone Under High Pressure

Benzyl Benzenesulfonate와 피리딘과의 고압반응에 대한 반응속도론적 연구

  • Jung-Ui Hwang (Department of Chemistry, Kyungpook National University) ;
  • Soo-Dong Yoh (Department of Chemistry, Teacher's College,Kyungpook National University) ;
  • Jong-Gi Jee (Department of Chemistry, Teacher's College,Kyungpook National University)
  • 황정의 (慶北大學敎 文理科大學 化學科) ;
  • 여수동 (慶北大學敎 師範大學 化學科) ;
  • 지종기 (慶北大學敎 師範大學 化學科)
  • Published : 1980.04.30

Abstract

Kinetic studies of the reaction of benzyl benzenesulfonate with pyridine in acetone were carried out by the electric conductivity method under 1 to 2000 bars and at 20 to $40^{\circ}C$. The rate increases with increasing pressure and temperature. The activation enthalpy $({\Delta}H^{\neq}),\;entropy\;({\Delta}S^{\neq})$ and activation volume $({\Delta}V^{\neq})$ of the reaction are obtained by the above experiment. The isokinetic relationship between $({\Delta}H^{\neq})\;and\;({\Delta}S^{\neq})$ for pressure change in the reaction was shown, and its isokinetic temperature was $342^{\circ}K$. From all of the above results it was found that this reaction precedes on the $S_N2$ reaction mechanism in which the rate of the reaction was determined by $C{\cdots}N$ bond formation at transition state.

Benzyl benzenesulfonate와 피리딘의 반응속도를 아세톤 용매중에서 20∼$40^{\circ}C$ 및 1∼2000 bars에서 전기전도도법으로 측정하였다. 반응속도는 온도 및 압력이 증가함에 따라 증가하였다. 이 반응의 활성화엔탈피$({\Delta}H^{\neq})$, 엔트로피$({\Delta}S^{\neq})$ 그리고 활성화부피$({\Delta}V^{\neq})$를 구하였다. 이 반응에서 압력변화에 대한 $({\Delta}H^{\neq})$$({\Delta}S^{\neq})$사이에 등속관계가 성립하였으며 등속온도는 $342^{\circ}K$였다. 이상의 결과로 본 반응은 전이상태에서 $C{\cdots}N$ 결합형성이 주로 반응속도를 결정하는 $S_N2$ 반응 메카니즘으로 진행된다는 것을 알았다.

Keywords

References

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