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Journal of the Korean Chemical Society (JKCS)

ISSN 1017-2548(Print)
ISSN 2234-8530(Online)
Volume 24, Number 2
JKCSEZ 24(2)
April 20, 1980 

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

Benzyl Benzenesulfonate와 피리딘과의 고압반응에 대한 반응속도론적 연구
Jung-Ui Hwang, Soo-Dong Yoh, Jong-Gi Jee

황정의, 여수동, 지종기
Benzyl benzenesulfonate와 피리딘의 반응속도를 아세톤 용매중에서 20∼40℃ 및 1∼2000 bars에서 전기전도도법으로 측정하였다. 반응속도는 온도 및 압력이 증가함에 따라 증가하였다. 이 반응의 활성화엔탈피(ΔH≠), 엔트로피(ΔS≠) 그리고 활성화부피(ΔV≠)를 구하였다. 이 반응에서 압력변화에 대한 ΔH≠와 ΔS≠사이에 등속관계가 성립하였으며 등속온도는 342˚K였다. 이상의 결과로 본 반응은 전이상태에서 C…N 결합형성이 주로 반응속도를 결정하는 Sn2 반응 메카니즘으로 진행된다는 것을 알았다.

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℃. The rate increases with increasing pressure and temperature. The activation enthalpy (ΔH≠), entropy (ΔS≠) and activation volume (ΔV≠) of the reaction are obtained by the above experiment. The isokinetic relationship between ΔH≠ and ΔS≠ for pressure change in the reaction was shown, and its isokinetic temperature was 342˚K. From all of the above results it was found that this reaction precedes on the SN2 reaction mechanism in which the rate of the reaction was determined by C…N bond formation at transition state.

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