Competition of Aromatic Bromination and Nitration in Concentrated Sulfuric Acid

Alexander M. Andrievsky, Mikhail V. Gorelik

Research Institute of Organic Intermediates and Dyes (NIOPIK), Moscow, Russia.

DOI: 10.4236/ojsta.2013.21005                

Abstract

Composition of bromine and nitric acid in concentrated sulfuric acid is effective for bromination of strongly deactivated aromatic compounds and for nitration and bromination of moderately deactivated compounds in one stage. The question why brominating agent is more reactive than nitrating agent in relation to strongly deactivated aromatic compounds and is less reactive in relation to moderate deactivated ones is discussed.

Keywords

Bromination; Nitration; Aromatic Compounds; 5-Bromo-1, 3-dinitrobenzene; 5-Bromo-2, 4, 7-trinitrofluorenone; 4-Bromo-2, 7-dinitrophenanthrenquinone

Conflicts of Interest

The authors declare no conflicts of interest.

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