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Journal of the Korean Chemical Society (JKCS)

ISSN 1017-2548(Print)
ISSN 2234-8530(Online)
Volume 36, Number 2
JKCSEZ 36(2)
April 20, 1992 

The Effect of Pressure on the Reaction of p-Substituted Benzoyl Chlorides with Pyridine

염화벤조일류와 피리딘과의 반응에 대한 압력의 영향
Young Cheul Kim, Jin Burm Kyong, Se Kyong Kim, deog Ja Koo

김영철, 경진범, 김세경, 구덕자
Acetonitrile 용매내에서 pyridine과 치환된 benzoyl chloride류의 반응을 압력변화(1-1000 bar)에 따라 속도론적으로 연구하였다. 속도상수로부터 활성화파라미터들(ΔV≠, Δβ≠, ΔH≠, ΔS≠ and ΔG≠)을 구하였다. 압력이 증가함에 따라 속도상수는 증가하고 ΔV≠, Δβ≠, 및 ΔS는 모두 음의 값을 나타내었으며, 치환기효과와 종합하여 반응메카니즘을 고찰한 결과 전체적인 반응은 SN2 반응메카니즘으로 진행되나, 치환체와 압력변화에 따라 전이상태 구조에 약간의 변화가 있으리라 생각된다.

Kinetic studies for the reaction of pyridine with substituted benzoyl chlorides were conducted under various pressures (1-1000 bar) in acetonitrile. From rate constants, the activation parameters (ΔV≠, Δβ≠, ΔH≠, ΔS≠ and ΔG≠) were evaluated. Rates of these reaction increased with an increase in the pressure. The activation volume, the activation compressibility coefficient and the activation entropy were negative. From substituents effect and these results, it was found that these reactions proceed through SN2 mechanism, but the structure of transition state was slightly changed with substituents and pressure.

180 - 184
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