Dimethyl sulfoxide hydroxyl radical, reaction with

Tyndall, G. S., and A. R. Ravishankara, Atmospheric Oxidation of Reduced Sulfur Species, Int. J. Chem. Kinet., 23, 483-527 (1991). Urbanski, S. P., R. E. Stickel, and P. H. Wine, Mechanistic and Kinetic Study of the Gas-Phase Reaction of the Hydroxyl Radical with Dimethyl Sulfoxide, / Phys. Chem. A, 102, 10522-10529 (1998). 

Klein GW, Bhatia K, Madhavan V, Schuler RH (1975) Reaction of OH with benzoic acid. Isomer distribution in the radical intermediates.) Phys Chem 79 1767-1774 Klein SM, Cohen G, Cederbaum Al (1981) Production of formaldehyde during metabolism of dimethyl sulfoxide by hydroxyl radical generating systems. Biochemistry 20 6006-6012 Kumarathasan P, Vincent R, Goegan P, Potvin M, Guenette J (2001) Hydroxyl radical adduct of 5-aminosalicylic acid a potential marker of ozone-induced oxidative stress. Biochem Cell Biol 79 33-42... 

Rate of Reaction of Methanesulfonic Acid, Dimethyl Sulfoxide, and Dimethyl Sulfone with Hydroxyl Radical in Aqueous Solution... 

Methanesulfonic acid, dimethyl sulfoxide and dimethyl sulfone are potential intermediates in the gas phase oxidation of dimethylsulfide in the atmosphere. We nave measured the rate of reaction of MSA with OH in aqueous solution using laser flash photolysis of dilute hydrogen peroxide solutions as a source of hydroxyl radicals, and using competition kinetics with thiocyanate as the reference solute. The rate of the reaction k (OH + SCN ) was remeasured to be 9.60 1.12 x 109 M 1 s 1, in reasonable agreement with recent literature determinations. The rates of reaction of the hydroxyl radical with the organosulfur compounds were found to decrease in the order DMSO (k = 5.4 0.3 x 109 M-i s 1) > MSA (k = 4.7 0.9 x 107 M l S 1) > DMS02 (k = 2.7 . 15 x 107 M 1 s ). The implications of the rate constant for the fate of MSA in atmospheric water are discussed. 

Urbanski, S.P., Shekel, R.E., Wine, P.H. (1998) Mechanistic and kinetic study of the gas-phase reaction of hydroxyl radical with dimethyl sulfoxide. J. Phys. Chem. A, 102, 10,522-10,529. 

The predominant fate of dimethyl sulfoxide (DMSO) in the atmosphere is likely to be reaction with the hydroxyl radical. The DMSO-1-OH reaction is very fast (see Table 2) and appears to proceed via OH addition to form an adduct... 

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