Reversible and irreversible ElcB mechanisms in the hydrolysis of 2,2,2-trifluoroethanesulfonyl chloride: Carbanion intermediates in aqueous acid

被引：8

作者：

King, JF ^{[1
]}

Gill, MS ^{[1
]}

机构：

[1] Univ Western Ontario, Dept Chem, London, ON N6A 5B7, Canada

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1998年 / 63卷 / 03期

关键词：

D O I：

10.1021/jo971872v

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Hydrolysis of 2,2,2-trifluoroethanesulfonyl chloride (1) is shown to take place by way of the sulfene (CF3CH=SO2), formed by (a) an irreversible E1cB process over the pH range 1.8-5 with water acting as the carbanion-forming base in the lower pH range and hydroxide anion at higher pH, and (b) a reversible E1cB reaction in dilute acid.

引用

页码：808 / 811

页数：4

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