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The combination of tetraalkylammonium halides (Cl−, Br−) and m-chloroperbenzoic acid in CH3CN effectively halogenated alkanes accompanied by the formation of alkyl m-chlorobenzoate; for which the alkyl halides were formed via a non-photoinduced radical mechanism and the esters were derived from a non-radical process and concomitant with the formation of corresponding trialkylamine.
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Kojima et al. (1998) studied this question.
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