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• W2035671657 abstract "The formylmethyl radical, •CH2CHO, is known to act as an oxidant. For comparison, the chlorinated analogues, •CCl2CHO and •CCl2CClO, were produced in irradiated aqueous solutions and their oxidation reactions studied. The radicals were produced by reaction of •OH with trichloroethanol (CCl3CH2OH) or tetrachloroethylene (CCl2CCl2) followed by elimination of HCl. CCl3CH2OH reacts with OH radicals, with rate constants of 1.5 × 108 L mol-1 s-1 at pH 6.6 and 1.9 × 109 L mol-1 s-1 at pH 11.4, at which the compound is partially ionized (pKa = 12.2). These reactions take place by hydrogen abstraction to yield CCl3ĊHOH or CCl3ĊHO-, which rapidly eliminate HCl or Cl- to form the •CCl2CHO radical. Parallel experiments with trifluoroethanol indicated formation of the CF3ĊHOH radical which does not eliminate HF. This radical reduces methylviologen (MV2+, 1,1‘-dimethyl-4,4‘-bipyridinium dication) slowly in acidic solutions but very rapidly in alkaline solutions. From the pH effect on the rate constant, a pKa value of 6.0 was determined for the acid dissociation of CF3ĊHOH into CF3ĊHO-. The •CCl2CHO radical is an oxidizing species, which reacts with ascorbate, ABTS2- [2,2‘-azinobis(3-ethylbenzothiazoline-6-sulfonate ion)], and phenolate ions somewhat more slowly than •CH2CHO. In contrast, •CCl2CClO reacts with the same compounds much more rapidly than •CH2CHO. All three formylmethyl radicals react with O2 to yield peroxyl radicals. The peroxyl radicals derived from the chlorinated formylmethyl are stronger oxidants than their parent species, but the peroxyl radical derived from the unchlorinated formylmethyl is a weaker oxidant than its parent species. Peroxyl radicals were also produced by the reaction of eaq- with CCl3CH2OH and with chloral hydrate in aerated solutions. These radicals, •OOCCl2CH2OH and •OOCCl2CH(OH)2, are highly reactive oxidants." @default.
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• W2035671657 date "1996-01-01" @default.
• W2035671657 modified "2023-09-23" @default.
• W2035671657 title "Formylmethyl and Formylmethylperoxyl Radicals and Their Chlorinated Derivatives. Formation and Reactions in Irradiated Aqueous Solutions" @default.
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• W2035671657 doi "https://doi.org/10.1021/jp961628s" @default.
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