Oxygenation by superoxide ion of tetrachloromethane, trichlorofluoromethane, trichloromethane, p, p'-DDT and related trichloromethyl substrates (RCCl3) in aprotic …

JL Roberts Jr, TS Calderwood…

Index: Roberts, Julian L.; Calderwood, Thomas S.; Sawyer, Donald T. Journal of the American Chemical Society, 1983 , vol. 105, # 26 p. 7691 - 7696

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Abstract

Abstract: In dimethylformamide (DMF) superoxide ion (02-) oxygenates compounds with the trichloromethyl group: CCI4, HCC13, and FCCI, yield bicarbonate ion; PhCCI3 yields a mixture of PhC (0) OO-and PhC (0) O-; CF, CCl3 and HOCH2CC13 give their carboxylate anions, RC (0) O-; and p, p'-DDT yields its dehydrochlorination product, DDE, which in turn reacts with 0,-to give (p-C1Ph) 2C= 0. Alkyl trichloromethyl compounds are unreactive with ...