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Bromination of deactivated polycyclic aromatic nitro compounds
Authors:A M Andrievskii  M V Gorelik  R V Linko  M K Grachev
Institution:1. State Scientific Center “Research Institute of Organic Intermediate Products and Dyes,”, ul. Bol’shaya Sadovaya 1/4, Moscow, 123995, Russia
2. Peoples’ Friendship University of Russia, Moscow, Russia
3. Moscow State Pedagogical University, Moscow, Russia
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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