SOLVOLYSIS IN DEUTERIUM AND HYDROGEN OXIDE

Author:

Laughton P. M.,Robertson R. E.

Abstract

Rate data for a series of benzenesulphonates, halides, and methyl methanesulphonate were determined in light and heavy water. The rate ratio [Formula: see text] varied with the nature of the anion being formed from 0.94. for the hydrolysis of methyl methanesulphonate to 0.78 for methyl chloride. This difference in ratio was attributed to differences in the nature of the solvation of the initial states. No appreciable differences arose, however, through the alkyl series methyl, ethyl, isopropyl benzenesulphonates, and the difference for the ratio [Formula: see text] between MeCl and t-butyl chloride was small, contrary to recently published work.

Publisher

Canadian Science Publishing

Subject

Organic Chemistry,General Chemistry,Catalysis

Cited by 63 articles. 订阅此论文施引文献 订阅此论文施引文献,注册后可以免费订阅5篇论文的施引文献,订阅后可以查看论文全部施引文献

1. Solvolysis Revisited;Progress in Physical Organic Chemistry;2007-04-04

2. Mechanistic Deductions from Solvent Isotope Effects;Progress in Physical Organic Chemistry;2007-04-04

3. An ab initio MO study on the hydrolysis of methyl chloride;Journal of Molecular Structure: THEOCHEM;1999-04

4. An ab initio MO study on the hydrolysis of methyl chloride with explicit consideration of 13 water molecules;Chemical Physics Letters;1998-06

5. Dynamics of Ionization Reactions of β-Substituted Radicals. Substituent and Solvent Effects;Journal of the American Chemical Society;1997-11-01

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