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Kinetic solvent isotope effect for aromatic nucleophilic substitution in mixtures of EtOH and EtOD

✍ Scribed by M. G. Cattania; P. Beltrame

Publisher
John Wiley and Sons
Year
1973
Tongue
English
Weight
274 KB
Volume
5
Category
Article
ISSN
0538-8066

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✦ Synopsis

Abstract

Rate coefficients for the ethoxydechlorination of 1‐chloro‐2,4‐dinitrobenzene were measured in mixtures of EtOH and EtOD of different deuterium atom fraction n (n = 0., 0.259, 0.377, 0.581, 0.767, 0.958), at 25°C. The extreme solvent isotope effect, obtained by different extrapolation procedures, is (k~D~/k~H~) = 1.90 ± 0.02. The curved variation of k~n~/k~H~ with n is interpreted by fractionation factor theory in terms of hydrogen‐bonding solvation of ethoxide ion and transition state.

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