Daftar Isi: Epoxidation and Cleavage of α, β-and β,γ Unsaturated Sulphones

Daftar Isi:

Department of Chemistry, Pachaiyappa's College, Madras-600 030 Manuscript received 25 March 1982, revised 5 November 1982, accepted 19 March 1983 Kinetics of epoxidation of a few substituted α,β- and β,γ-unsaturated sulphones by alkaline H2O2, in methanol has been studied between 25-40°. The epoxidation follows second order kinetics. The influence of substituents in the phenyl ring on the reaction rate is discussed in terms of reaction mechanism. The oxidative cleavage of a few epoxy sulphones by hydroperoxide anion has also been studied. Adherence to second order kinetics was excellent in every case and the rates were slower than the corresponding epoxidation, β,γ-Unsaturated sulphones undergo immediate cleavage producing C6H5,CHO and other oxidation products. This is attributed to the weakening of the inductive effect of the sulphonyl function and the complete absence of its mesomeric effect due to the intervening methylene group. The thermodynamic parameters have been calculated for the epoxidation reaction.