2,2,2-Trifluoroethanol (TFE)-water is a convenient solvent for the precise conductometric measurement of solvolysis rates. A comparison of results in TFE-water with those in ethanol-water gives a useful indication of the role of changing nucleophilicity in solvolysis reactions. It has been found that the a-and /3-deuterium effects in 1-phenylethyl chloride, which in ethanol-water are at or near a maximum characteristic of a limiting reaction, are not much changed in TFE-water. However, for /-butyl-d» chloride the isotope effects are larger in TFE solutions than in ethanol-water. This is explained on the basis of the incursion of some rate-determining elimina-
Deuterium Effects on the Rates of Solvolysis of a 2-Adamantyl Sulfonate Ester1 Sir:In earlier reported work the -deuterium isotope effect has been developed as a criterion of solvolysis mechanism.2-17 It has been determined that for Sn2(1) This research was supported in part by Grant No. AT(11-1)-1008 from the United States Atomic Energy Commission (Document No. COO-1008-15). Electronic computations of rate constants were performed with the facilities of the Indiana Research Computing Center. NDEA Title IV Fellowship support for R. D. F. is also gratefully acknowledged.
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