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Reactions of isomeric 3,6- and 3,5-di-tert-butyl-ortho-benzoquinones with NH3
Authors:V B Vol'eva  T I Prokofeva  A I Prokofev  I S Belostotskaya  N L Komissarova  V V Ershov
Institution:(1) N. N. Semenov Institute of Chemical Physics, Russian Academy of Sciences, 4 ul. Kosygina, 117977 Moscow, Russian Federation;(2) A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 ul. Vavilova, 117813 Moscow, Russian Federation
Abstract:The interaction of 3,6-di-tert-butyl-ortho-benzoquinone (1) and 3,5-di-tert-butyl-ortho-benzoquinone (2) with NH3 in water—alcohol medium and with (NH4)2CO3 in a solid phase has been studied. Redox processes with participation of a nucleophile of the medium take place for1, while2 reacts with NH3 at the carbonyl group with transformation of the quinone imide. The mechanism of redox transformation of1 has been proposed.Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 9, pp. 1789–1793, September, 1995.This work was carried out with financial support from the Russian Foundation for Basic Research (Project No. 94-03-08653).
Keywords:3  6-di-tert-butyl-ortho-benzoquinone  3  5-di-tert-butyl-ortho-benzoquinone  quinone imine  aminoquinone  redox transformations  radical anion  indophenols  solid phase
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