Correlation of the rates of solvolysis of phenyl
chloroformate
Abstract
The specific rates of solvolysis of phenyl chloroformate in 21
solvents can be very well correlated using the extended
Grunwald–Winstein equation, with incorporation of the
NT solvent nucleophilicity scale and the
YCl solvent ionizing scale, with sensitivities
towards changes in the scale having values of
1.68 ± 0.10 and 0.57 ± 0.06,
respectively. This is a solvolysis which, on the basis of several other
types of evidence, is believed to follow an addition–elimination
pathway with addition being rate-determining (or possibly an enforced
concerted variant), and these sensitivities can be considered to be
representative values for chloroformate esters following such a
pathway.
Please wait while we load your content...
