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
在p-氯苯基ω-氯烷基硫醚(I)的同系列化合物中,第一和第二个成员与胺反应异常,生成1,ω-双(p-氯苯基硫醚)烷烃(II)。该系列的第四个成员正常反应,产生4-氨基丁基p-氯苯基硫醚(III)。II的形成基于烷基-硫键的断裂解释。p-氯苯甲基系列(VI)的成员通常与胺反应,形成预期的氨基烷基硫醚(VII)。然而,p-氯苯基氯烷基硫醚(VI)在热力学上不稳定,分解成p-氯苯甲基氯化物和硫组分。VI的一个环状硫组分来源于其氯烷基碳链为4、5或6。VI的热降解通过磺隆盐断裂来解释。