Kinetics and mechanism of hydrolysis of O-aryl N-phenylthiocarbamates
- 1 January 1977
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 2
- No. 5,p. 650-653
- https://doi.org/10.1039/p29770000650
Abstract
In kinetic studies of the hydrolysis ofaseries of O-aryl N-phenylthiocarbamates, evidence for the formation of phenyl isothiocyanate is a decisive argument for an E1cB mechanism. The high value of the Hammett parameter (ρ 3.0) and the positive value of the entropy of activation (ΔS‡+ 10.8 cal mol–1 K–1) are discussed as mechanistic criteria which can be used to establish the occurrence of an EIcB mechanism when the intermediate cannot be isolated.Keywords
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