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Bromination of deactivated polycyclic aromatic nitro compounds

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Abstract

Bromination of 2,7-dinitro-9,10-phenanthrenequinone, 2,5-dinitro-9,10-phenanthrenequinone, and 2,4,7-trinitrofluorenone with bromine in concentrated sulfuric acid in the presence of acetic acid gave, respectively, 4-bromo-2,7-dinitro-9,10-phenanthrenequinone, 2-bromo-4,7-dinitro-9,10-phenanthrenequinone, and 5-bromo-2,4,7-trinitrofluorenone. No bromination occurred in the absence of nitric acid. The same brominated polynitro compounds can be obtained under analogous conditions directly from unsubstituted 9,10-phenanthrenequinone and fluorenone.

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Authors and Affiliations

  1. State Scientific Center “Research Institute of Organic Intermediate Products and Dyes,”, ul. Bol’shaya Sadovaya 1/4, Moscow, 123995, Russia

    A. M. Andrievskii & M. V. Gorelik

  2. Peoples’ Friendship University of Russia, Moscow, Russia

    R. V. Linko

  3. Moscow State Pedagogical University, Moscow, Russia

    M. K. Grachev

Authors
  1. A. M. Andrievskii
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  2. M. V. Gorelik
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  3. R. V. Linko
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  4. M. K. Grachev
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Corresponding author

Correspondence to A. M. Andrievskii.

Additional information

Original Russian Text © A.M. Andrievskii, M.V. Gorelik, R.V. Linko, M.K. Grachev, 2013, published in Zhurnal Organicheskoi Khimii, 2013, Vol. 49, No. 10, pp. 1496–1502.

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Andrievskii, A.M., Gorelik, M.V., Linko, R.V. et al. Bromination of deactivated polycyclic aromatic nitro compounds. Russ J Org Chem 49, 1474–1481 (2013). https://doi.org/10.1134/S1070428013100126

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  • DOI: https://doi.org/10.1134/S1070428013100126

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