Abstract
Kinetics of solvolysis of (dihalomethyl)trimethyltins (Me 3SnCHX 2; X Cl, Br) have been studied in the solvent system n-propanol-water 8 : 2 v/v, using ammonia buffer. In addition to simple base catalysis involving SnC bond cleavage by solvent conjugate base, the reaction shows catalysis by ammonia acting as a general base as well as base nucleophile catalysis with participation of both ammonia and solvent conjugate base. Comparison of the catalytic constants for these three types of catalysis with those for the Me 3SiCHX 2 series reveals the enhanced role of general base catalysis in the cleavage of the tin compounds. Both of the reactions involving solvent conjugate base were slower for the tin compounds than for the silicon analogues.
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