Kinetics and Mechanism of Oxidation of Cyclopentanone and Cyclohexanone by Bromamine-B in Perchloric Acid Medium
Corresponding Author(s) : H.S. Yathirajan
Asian Journal of Chemistry,
Vol. 9 No. 3 (1997): Vol 9 Issue 3
Abstract
Kinetics of oxidation of cyclopentanone (Cyp) and cyclohexanone (Cyh)
by bromamine-B (BAB) in perchloric acid medium have been reported.
The rate shows zero order dependence in BAB and first order dependence
on both cyclic ketones and hydrogen ion concentration have been observed.
Variation of ionic strength of the medium, addition of bromide ion and
benzenesulphonamide which is one of the reaction products have no effect
on the rate. The rate of the reaction increases with decrease in the dielectric
constant of the medium. The proposed mechanism involves acid catalysed
enolisation of cyclic ketones in the slow and rate determining step, followed
by its fast interaction with BAB giving corresponding 1,2-diketones as
final products. Thermodynamic parameters have been computed by studying
the reaction at different temperatures (303-318 K).
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