The Journal of Organic Chemistry

Equilibriums in reactions of fluorocarbon olefins, imines, and ketones with fluoride ion

JA Young, MH Bennett

Index: Young,J.A.; Bennett,M.H. Journal of Organic Chemistry, 1977 , vol. 42, # 25 p. 4055 - 4058

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Citation Number: 14

Abstract

Rate and enthalpy measurements indicate that fluoride ion adds more easily to the C= O bond in H (CF&COCFs than to the C= C bond in H (CF2) 70CF= CF2, at near ambient temperatures in a polar aprotic solvent. When both are present, however, there can be rapid fluoride exchange from the kinetically more favored to the less favored anion; the initial composition thus has little importance. In fluoride-catalyzed dimerization of C= C, C= O, ...