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Journal of the Korean Chemical Society (JKCS)

ISSN 1017-2548(Print)
ISSN 2234-8530(Online)
Volume 18, Number 1
JKCSEZ 18(1)
February 20, 1974 

 
Title
Nucleophilic Displacement at Sulfer Center (IV). Solvolysis of p-Substituted Benzenesulfonyl Chlorides in Acetonitrile-Water Mixtures

황의 친핵치환 반응 (제4보). 아세토니트릴-물 혼합용매에서의 파라치환염 벤젠술포닐의 가용매분해
Author
Wang Ki Kim, Ikchoon Lee

김왕기, 이익춘
Keywords
Abstract
물함량 50% 이하의 아세토니트릴-물 혼합용매내에서의 염화벤젠술포닐의 p-H, p-NO2, p-Br, p-OCH3, 치환체들의 가용매분해를 반응속도론적으로 연구한 결과 Hammett 도시는 concave한 곡선들이나 SN2성격이 압도적이었으며 물은 친핵제 뿐만 아니라 general base로도 작용하고 있음을 알았다.

The solvolysis of p-substituted benzenesulfonyl chlorides (substituents:p-H, p-Br, p-NO2, p-OCH3) in acetonitrile-water mixtures below 50 % of water content has been studied kinetically. Results show that Hammett plots give concaved curves but the mechanism is predominantly SN2 and water acts both as nucleophile and general-base.

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