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Reactions of isomeric 3,6- and 3,5-di-tert-butyl-ortho-benzoquinones with NH3

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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.

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Authors and Affiliations

  1. N. N. Semenov Institute of Chemical Physics, Russian Academy of Sciences, 4 ul. Kosygina, 117977, Moscow, Russian Federation

    V. B. Vol'eva, T. I. Prokofeva, I. S. Belostotskaya, N. L. Komissarova & V. V. Ershov

  2. A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 ul. Vavilova, 117813, Moscow, Russian Federation

    A. I. Prokofev

Authors
  1. V. B. Vol'eva
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  2. T. I. Prokofeva
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  3. A. I. Prokofev
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  4. I. S. Belostotskaya
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  5. N. L. Komissarova
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  6. V. V. Ershov
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Additional information

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).

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Vol'eva, V.B., Prokofeva, T.I., Prokofev, A.I. et al. Reactions of isomeric 3,6- and 3,5-di-tert-butyl-ortho-benzoquinones with NH3 . Russ Chem Bull 44, 1720–1724 (1995). https://doi.org/10.1007/BF01151298

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  • DOI: https://doi.org/10.1007/BF01151298

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