Aromatic Bromination in Concentrated Nitric Acid
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Date
2014-04Author
Andrievsky, Alexander M.
Lomzakova, Vera I.
Grachev, Mikhail K.
Gorelik, Mikhail V.
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Action of bromine in concentrated nitric acid allows carrying out mono- and polybromination of
moderately deactivated aromatic compounds. 4-Chloronitrobenzene and isophthalic acid turnes
into 3-bromo-4-chloronitrobenzene and 5-bromoisophthalic acid at reaction with bromine in
concentrated nitric acid at 20˚C whereas in absence of bromine in the same conditions 4-chloro-1,
3-dinitrobenzene and 5-nitroisophthalic acid are formed accordingly. Presence of bromine in
concentrated nitric acid changes nitrating capacity to brominating one. Terephthalic acid and
phthalic anhydride at heating with bromine in concentrated nitric acid can be transformed to appropriating
tetrabromo substituted compounds.
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