Abstract
In the homologous series of p-chlorophenyl ω-chloroalkyl sulphides (I), the first and second members reacted abnormally with amines to yield 1, ω-bis(p-chlorophenylmercapto)alkanes (II). The fourth member of the series reacted normally to produce 4-aminobutyl p-chlorophenyl sulphide (III). The formation of II is explained on the basis of an alkyl–sulphur bond cleavage. The members of the p-chlorobenzyl series (VI) in general reacted with amines to form the expected aminoalkyl sulphides (VII). However, the p-chlorobenzyl chloroalkyl sulphides (VI) were thermally labile and decomposed to p-chlorobenzyl chloride and a sulphur component. A cyclic sulphur component originated from VI whose chloroalkyl carbon chain was 4, 5, or 6. The thermal degradation of VI is explained through a sulphonium salt cleavage
Publisher
Canadian Science Publishing
Subject
Organic Chemistry,General Chemistry,Catalysis
Cited by
8 articles.
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