Nucleophilic Displacement at Sulfur Center (). Solvolysis of 1-and 2-Naphthalene Sulfonyl Chlorides in Ethanol-Water Mixture

Journal of the Korean Chemical Society

Tae Seop Uhm¹  Ikchoon Lee¹  Jae Rok Kim¹ 

DOI  :  

学科分类：化学（综合）

来源: Korean Chemical Society

【 摘 要 】

Kinetic studies on solvolytic reactions of 1-and 2-naphthalene sulfonyl chlorides in ethanol-water mixtures have been carried out by means of conductometry at several temperatures. The rate constant for 2-naphthyl compound was larger than that for 1-naphthyl compound. This was contrary to the prediction of MO theory and could be rationalized as due to the peri-hydrogen effect in the transition state for 1-naphthyl compound. Based on m values of Winstein plots and n values of Kivinen pacolots it was concluded that the solvolytic displacement of the two naphthalene sulfonyl chlorides in ethanol-water mixtures proceed via SN2 process.

【 授权许可】

Unknown