Journal of the American Chemical Society

Physical organic chemistry of benzisoxazoles. III. Mechanism and the effects of solvents on rates of decarboxylation of benzisoxazole-3-carboxylic acids

DS Kemp, KG Paul

文献索引：Kemp,D.S.; Paul,K.G. Journal of the American Chemical Society, 1975 , vol. 97, p. 7305 - 7312

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被引用次数: 172

摘要

Abstract: The anions of 3-carboxybenzisoxazoles undergo a quantitative decarboxylation forming salicylonitriles. The reaction is assigned an intermediateless, concerted mechanism on the basis of substituent effects and the failure to detect 3"-benzisoxazole as a product of reaction at pH 2 in the presence of tritiated water. Salt effect, pH rate profiles, and activation parameters are reported for aqueous reactions. Rate constants are reported for the ...