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Catalytic and stoichiometric bromination of aromatic compounds in aqueous trifluoroacetic acid in the presence of nitrogen-containing oxidizing agents

Journal Article · · J. Org. Chem. USSR (Engl. Transl.); (United States)
OSTI ID:5949822
; ; ;
The mono- and polybromination of benzene, halogenobenzenes, toluene, p-xylene, anisole, biphenyl, benzotrifluoride, benzoic acid, p-nitro- and p-carboxytoluene, p-methoxybenzonitrile, tetralin, and naphthalene were studied in trifluoroacetic acid and its aqueous solutions in systems containing stoichiometric amounts of bromine or alkali-metal bromide and stoichiometric or catalytic (in the presence of oxygen or air) amounts of nitrogen-containing oxidizing agent (nitrogen(IV) oxide, alkali-metal nitrate or nitrite). It is suggested that the brominating agent under the investigated conditions is nitryl bromide NO/sub 2/Br. Under the conditions of catalytic bromination anthracene is oxidized to anthraquinone with a preparative yield.
Research Organization:
M.V. Lomonosov Moscow State Univ. (USSR)
OSTI ID:
5949822
Journal Information:
J. Org. Chem. USSR (Engl. Transl.); (United States), Journal Name: J. Org. Chem. USSR (Engl. Transl.); (United States) Vol. 24:2; ISSN JOCYA
Country of Publication:
United States
Language:
English

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Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400201* -- Chemical & Physicochemical Properties
ACETIC ACID
ACTIVATION ENERGY
ALKALI METAL COMPOUNDS
AMMONIUM COMPOUNDS
AMMONIUM NITRATES
ANTHRACENE
ANTHRAQUINONES
AROMATICS
BROMIDES
BROMINATED AROMATIC HYDROCARBONS
BROMINATION
BROMINE
BROMINE COMPOUNDS
CARBOXYLIC ACIDS
CATALYSIS
CATALYTIC EFFECTS
CHALCOGENIDES
CHEMICAL REACTION YIELD
CHEMICAL REACTIONS
CONDENSED AROMATICS
ELEMENTS
ENERGY
HALIDES
HALOGEN COMPOUNDS
HALOGENATED AROMATIC HYDROCARBONS
HALOGENATION
HALOGENS
HYDROCARBONS
MONOCARBOXYLIC ACIDS
NITRATES
NITRITES
NITROGEN COMPOUNDS
NITROGEN OXIDES
NONMETALS
ORGANIC ACIDS
ORGANIC BROMINE COMPOUNDS
ORGANIC COMPOUNDS
ORGANIC FLUORINE COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
ORGANIC OXYGEN COMPOUNDS
OXIDATION
OXIDES
OXIDIZERS
OXYGEN COMPOUNDS
POTASSIUM BROMIDES
POTASSIUM COMPOUNDS
POTASSIUM NITRATES
QUINONES
REDOX POTENTIAL
SODIUM COMPOUNDS
SODIUM NITRATES
STOICHIOMETRY
YIELDS