Oxidation of some sulfur- and nitrogen-containing alkylphenols with hydroperoxides [2015]

Oxidation of some sulfur- and nitrogen-containing alkylphenols with hydroperoxides [2015]

Access the resource:

DOI: http://dx.doi.org/10.15293/2226-3365.1504.06

 

Kandalintseva, N. V., Institute of Natural and Socio-Economic Sciences, Novosibirsk State Pedagogical University, Novosibirsk, Russian Federation.

Prosenko, O. I., Department of Chemistry, Novosibirsk State Pedagogical University, Novosibirsk, Russian Federation.

Akhmetgareeva, A. R., Institute of Natural and Socio-Economic Sciences, Novosibirsk State Pedagogical University, Novosibirsk, Russian Federation.

Yagunov, S. E., Department of Chemistry, Novosibirsk State Pedagogical University, Novosibirsk, Russian Federation.

Prosenko, A. E., Department of Chemistry, Novosibirsk State Pedagogical University, Novosibirsk, Russian Federation.

 

Abstract:

Studied the oxidative conversion of 2,6-di-tert-butyl-4-propyl(ethylthiopropyl)phenols with some para-substituent (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.

Other information:

Volume: v. 5, no. 4

Extent: p. 59-67

Language: Russian

Type: Journal Article

Other subjects: Aminoalkylphenols, thioalkylphenols, isothiuronium salts, N-oxides, sulfoxides, hydroperoxides

 

All titles:

" Oxidation of some sulfur- and nitrogen-containing alkylphenols with hydroperoxides "

" Окисление некоторых сера-, азотсодержащих алкилфенолов под действием гидропероксидов "

 

Novosibirsk State Pedagogical University Bulletin (Journal)

http://en.vestnik.nspu.ru

FREQUENCY: Bimonthly

START DATE: 2011