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Kinetics and mechanism of certain benzoylation reactions under Vilsmeier–Haack conditions using benzamide and oxychloride in acetonitrile medium
Author(s) -
Rajanna K. C.,
Venkateswarlu M.,
Satish Kumar M.,
Umesh Kumar U.,
Venkateshwarlu G.,
Saiprakash P. K.
Publication year - 2013
Publication title -
international journal of chemical kinetics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.341
H-Index - 68
eISSN - 1097-4601
pISSN - 0538-8066
DOI - 10.1002/kin.20740
Subject(s) - chemistry , benzamide , acetonitrile , kinetics , reagent , reaction mechanism , organic chemistry , medicinal chemistry , combinatorial chemistry , catalysis , physics , quantum mechanics
Vilsmeier–Haack (VH) benzoylation reactions with benzaldehydes and acetophenones in acetonitrile medium obeyed second‐order reaction kinetics. Under kinetic conditions, the reactions afforded benzoyl derivatives irrespective of the nature of oxychloride (POCl 3 or SOCl 2 ) used for the preparation of VH reagent along with benzamide. The present finding is advantageous to understand the nature of reactive species as well as the mechanism of benzoylation. © 2012 Wiley Periodicals, Inc. Int J Chem Kinet 45: 69–80, 2013