Studies on the Decomposition of Tetra-alkylammonium Salts in Solution. IV. The α-Deuterium Secondary Isotope Effect
- 1 January 1971
- journal article
- Published by Canadian Science Publishing in Canadian Journal of Chemistry
- Vol. 49 (1) , 129-132
- https://doi.org/10.1139/v71-019
Abstract
The secondary deuterium isotope effect is reported for the decomposition of benzyl-α-d2-phenyldimethylammonium bromide in both chloroform and acetone solvent, over a temperature range of 25 to 30°. The magnitudes of the rate ratios are compared to literature values for SN1 reactions, from which it is concluded that the mechanism of the decomposition involves a carbonium ion or ion-pair. The variation of the isotope effect with solvent is rationalized in terms of specific solvent interaction with the benzyl group.Keywords
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