903-53-7Relevant articles and documents
Bromination of deactivated polycyclic aromatic nitro compounds
Andrievskii,Gorelik,Linko,Grachev
, p. 1474 - 1481 (2014/01/06)
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.
BROMINATION OF DEACTIVATED AROMATIC COMPOUNDS
Andrievskii, A.M.,Gorelik, M.V.,Avidon, S.V.,Al'tman, E.Sh.
, p. 1519 - 1524 (2007/10/02)
Unreactive aromatic compounds can be brominated with high yields by the action of bromine and nitric acid or another oxidizing agent (iodic acid, hydrogen peroxide, etc.) in concentrated sulfuric acid or oleum.Bromination in the presence of nitric acid has lower substrate selectivity than the concurrent nitration.Moderately deactivated aromatic substrates are nitrated initially, whereas inactive substrates are brominated.It is suggested that the electrophilic brominating agent is sulfohypobromite in the form of a complex with sulfuric acid.