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Rate and equilibrium constants for reactions of carbocations, and a few other electrophiles, with anionic and neutral nucleophiles in several solvents are summarized. Equilibrium constants for such reactions are a measure of the carbon basicities of the nucleophiles, and are discussed in the context of differences in proton and carbon basicities. The factors affecting the kinetic reactivities of nucleophiles are not well understood, even though the reactivity patterns are frequently the same toward widely different electrophiles.
Calvin D. Ritchie (Mon,) studied this question.