Oxidation of Alkylaromatics
Author(s) -
T. S. S. Rao,
Shubhra Awasthi
Publication year - 2006
Publication title -
journal of chemistry
Language(s) - English
Resource type - Journals
eISSN - 2090-9063
pISSN - 2090-9071
DOI - 10.1155/2007/185364
Subject(s) - chemistry , naphthalene , benzoic acid , selectivity , alkyl , ring (chemistry) , alkali metal , organic chemistry , primary (astronomy) , catalysis , physics , astronomy
Hydroperoxide at α -position to the aromatic ring is the primary oxidation product formed. In all cases monoalkylbenzenes lead to the formation of benzoic acid. Oxidation in the presence of transition metal salts not only accelerate but also selectively decompose the hydroperoxides. Alkyl naphthalenes mainly produce the corresponding naphthalene carboxylic acids. Hock-rearrangement by the influence of strong acids converts the hydroperoxides to hemiacetals. Peresters formed from the hydroperoxides undergo Criegee rearrangement easily. Alkali metals accelerate the oxidation while CO 2 as co-oxidant enhances the selectivity. Microwave conditions give improved yields of the oxidation products.
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