摘要/Abstract

脱卤亚磺化反应是引入氟烷基基团的一种常用方法.探索了α-三氟甲基苄溴在脱卤亚磺化条件下的反应，发现产物并不是亚磺酸盐[ArCH（CF₃）SO₂Na]，而是烷基硫酸盐[ArCH（CF₃）OSO₃Na].即使在烯烃的存在的条件下，α-三氟甲基苄溴在脱卤亚磺化条件下产生了自由基，也不与烯烃发生加成反应，而是直接生成亚磺酸盐，亚磺酸盐被空气氧化成烷基硫酸盐.
关键词: 三氟甲基, 自由基, 脱卤亚磺化, 烷基硫酸盐
The sulfinatodehalogenation reaction is a common method of introducing a fluoroalkyl group. In this paper, the reaction of α-trifluoromethylbenzyl bromide under sulfinatodehalogenation conditions was investigated. It was found that the product was an sodium alkyl sulfate (ArCH(CF₃)OSO₃Na) instead of an sodium alkyl sulfinate (ArCH(CF₃)SO₂Na) which was normal produced. α-Trifluoromethylbenzyl bromide did not react with the olefin after its generation of a radical intermediate under sulfinatodehalogenation conditions even though an olefin was presented. Instead, the reaction directly gave an alkyl sulfinate, and then oxidized by air to provide a product as an alkyl sulfate.
Key words: Trifiluoromethyl, free radical, sulfinatodehalogenation, alkyl sulfate


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