54375-78-9Relevant academic research and scientific papers
Reactive sulfur species: Kinetics and mechanism of the oxidation of aryl sulfinates with hypochlorous acid
Ueki, Hisanori,Chapman, Garry,Ashby, Michael T.
, p. 1670 - 1676 (2010)
The mechanism of oxidation of ArSO2- (PhSO2 - and 5-sulfinato-2-nitrobenzoic acid = TNBO2 1-/2-) with HOCl/OCl- has been investigated using the kinetic method. In contrast to previous reports for PhSO2- (for which it was suggested that OCl- and not HOCl was the reactant), the reaction proceeds through a conventional pathway: nucleophilic attack by ArSO2- on HOCl with concomitant Cl- transfer to give a sulfonyl chloride intermediate (ArSO2Cl), which we have identified spectrophotometrically. Remarkably, the rate constant for the reaction of HOCl with ArSO2- is on the order of 10 9 M-1 s-1, larger than the rate constants for corresponding thiolates, and is nearly diffusion-controlled. In contrast, the rate constant for the reaction of OCl- with ArSO2 - is approximately 7 orders of magnitude smaller.
