Epoxy‐1,1,2‐triehloroethane (1) was synthesized by the autuoxidation of trichloroethylene and was characterized. It was shown to react readily with 2‐mercaptobenzirnidazole (2), 1 ‐melhyl‐2‐mercaptoimidazole (3), p‐nitrolhiophenol (4), and 3,4‐dichlorolhiophenol (5) forming 2‐chloro‐2‐(benzirnidazole‐2‐thio)acelie acid (6), 2‐ehloro‐2‐(1‐methylirnidazole‐2‐thio)aeetic acid (characterized as methyl ester (8)), 2‐chloro‐2‐(4‐nitrolhiothiophenoxy)‐4‐nilrophenylthioaeetate (9), and 2‐chloro‐2‐(3,4‐dichlorothiophenoxy)‐3,4‐dichlorophenylthioaeetale (10), respectively. Base hydrolysis of 9 yielded 2,2‐di(4‐nilrothiophenoxy)acetie acid (11). Adducl 9 decomposed on silica gel yielding p‐nitrophcnyldisulfide (12).
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Kline et al. (1977) studied this question.
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