H. Yathirajan, Rangaswamy, D. Mahadevappa
1982
Citations
0
Influential Citations
9
Citations
Journal
Collection of Czechoslovak Chemical Communications
Abstract
The kinetics of oxidn. of allyl and crotyl alcs. by sodium N-chlorobenzenesulfonamide or chloramine B (CAB) in presence of hydrochloric acid (0.06-0.26M) has been studied at 0°. The rate of reaction is first order in [CAB], independent of substrate concn. and is first order with respect to the gross concn. of HCl (0.06-0.12M), which changes to second order at higher acidities (0.15-0.26M). Chloride ion catalyzes the oxidn. Ionic strength and addn. of the reaction product, benzenesulfonamide, have negligible influence on the rate. The effect of changes in dielec. const. of the medium on the reaction rate has been studied. Activation parameters for the reaction have been calcd. H2OCl+ interacts with the alcs. forming a chloronium complex which loses a proton giving a hypochlorite which undergoes proton abstraction to form the conjugated. oxidn. products allyl and crotyl aldehydes. [on SciFinder(R)]