Journal of the American Chemical Society

Two Unusual Reactions Encountered during the Devious Hydrolysis of 3, 3-Dimethyl-1, 1, 2, 2-tetracyanocyclopropane to the Corresponding Tetracarboxylic Acid

H Hart, F Freeman

文献索引：Hart,H.; Freeman,F. Journal of the American Chemical Society, 1963 , vol. 85, p. 1161 - 1165

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被引用次数: 7

摘要

The structure of the first isolable alkaline hydrolysis product of 3, 3-dimethyl-1, 1, 2, 2- tetracyanocyclopropane (I) is confirmed as the acid-amide-imide 11. Thermal decarboxylation of I1 proceeds with cleavage of the cyclopropane ring, and probably involves participation by the neighboring cis-carboxamido group; mechanisms which would allow decarboxylation without ring opening would require highly strained transition states. ...