Abstract
AbstractThe kinetics of oxidation of methyl phenyl sulfoxide by chloramine‐T (CAT) has been studied in buffered ethanol–water (1:1 v/v) of pH 7.0. The reaction was found to follow no simple‐order kinetics. A possible mechanism is suggested involving three rate‐controlling steps: (1) the reaction between RNHCl (R = CH3C6H4SO2) and the sulfoxide, (2) the disproportionation of RNHCl, and (3) the reaction between RNCl2 and the sulfoxide. A mixed‐order rate law is derived as rate/[C][SO] = k1 + Kdk2[C]/[SA]. The rate law is found to be obeyed for the meta‐ and para‐substituted phenyl methyl sulfoxides also. The ρ value is obtained using Hammett's σ constants. The ρ values obtained for the attack of both RNHCl and RNCl2 with the sulfoxides are almost the same, showing that both are converting the sulfoxide to the same intermediate. A chlorinium ion transfer is suggested.
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