Journal of the American Chemical Society

A search for an. alpha.-disulfoxide as an intermediate in the oxidation of an aryl thiolsulfinate

MM Chau, JL Kice

Index: Chau,M.M.; Kice,J.L. Journal of the American Chemical Society, 1976 , vol. 98, # 24 p. 7711 - 7716

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Citation Number: 46

Abstract

Abstract: The oxidation of p-fluorophenyl p-fluorobenzenethiolsulfinate (la), ArS (O) SAr, to the corresponding thiolsulfonate, ArSOzSAr (2a), by peracetic acid, and other peracids, at- 20 OC in chloroform has been studied by I9F NMR. These studies show that the disulfide ArSSAr is not formed in detectable amounts during the course of the oxidation, thereby ruling out a mechanism for the oxidation of aryl thioisulfinates by peracids proposed by ...