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Start Over Author "Yelin Lee" Journal european journal of chemistry
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1. Correlation of the rates of solvolysis of tert-butyl chlorothioformate and observations concerning the reaction mechanism

Author

Jin Burm Kyong, Yelin Lee, Malcolm John D'Souza, Brian Patrick Mahon, and Dennis Neil Kevill

Subjects
chemistry.chemical_classification, Solvent, Tert butyl, chemistry.chemical_compound, Reaction mechanism, chemistry, Nucleophile, Computational chemistry, Organic chemistry, Chloroformate, Solvolysis, Kinetic energy, Alkyl
Abstract

The "parent" tertiary alkyl chloroformate, tert-butyl chloroformate, is unstable, but the tert-butyl chlorothioformate (1) is of increased stability and a kinetic investigation of the solvolyses is presented. Analyses in terms of the simple and extended Grunwald-Winstein equations are carried out. The original one-term equation satisfactorily correlates the data with a sensitivity towards changes in solvent ionizing power of 0.73 ±0.03. When the two-term equation is applied, the sensitivity towards changes in solvent nucleophilicity of 0.13 ± 0.09 is associated with a high (0.17) probability that the term that it governs is not statistically significant.

Published
2012

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