ОКИСЛЕНИЕ НЕКОТОРЫХ СЕРА-, АЗОТСОДЕРЖАЩИХ АЛКИЛФЕНОЛОВ ПОД ДЕЙСТВИЕМ ГИДРОПЕРОКСИДОВ
OXIDATION OF SOME SULFUR- AND NITROGEN-CONTAINING ALKYLPHENOLS WITH HYDROPEROXIDES

Summary/Abstract: Studied the oxidative conversion of 2,6-di-tert-butyl-4-propyl(ethylthiopropyl)phenols with some parasubstituent (isothiuronium and alkylamine group) by hydrogen hydroperoxide and cumene hydroperoxide. It is shown that the trialkylamine and isothiuronium groups increases resistance to oxidative effect of peroxides. Heating of chloride S-(2-(3-(3,5-di-tert-butyl-4-hydroxyphenyl)propylthio) ethyl)isothiuronium and N,N-dimethyl-2-(3-(3,5-di-tert-butyl-4-hydroxyphenyl)propylthio)ethylamine with hydroperoxides were carried out corresponding sulfinyl derivatives. However, the oxidation N,N-dimethy-3-(3,5-di-tert-butyl-4-hydroxyphenyl)propylamine under similar conditions resulted in virtually quantitative yield to the corresponding N-oxide. Meanwhile chloride S-(3-(3,5-di-tert-butyl-4-hydroxyphenyl) propyl)isothiuronium was resistant to the action of hydroperoxides to acidic and neutral media, but in the presence of alkali was oxidized to bis-(3-(3,5-di-tert-butyl-4-hydroxyphenyl)propyl)disulfide. All of the oxidation products isolated in pure form and characterized by spectral methods.

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