Journal of the Chemical Society. Perkin transactions II p. 717 - 720 (1984)
Update date:2022-08-17
Topics:
Kevill, Dennis N.
Rissmann, Thomas J.
Analysis of the specific rates of solvolysis of allyl arenesulphonates in terms of the extended Grunwald-Winstein equation indicates a marked dependence on both the solvent nucleophilicity (high/value) and the solvent ionizing power (high m value).As the charge delocalization in the leaving group increases, both l and m values fall.For allyl toluene-p-sulphonate solvolysis in 28 solvents at 50.0 deg C, values for l(0.83) and for m (0.63), based on the use of NKL and Y values, are very similar to the equivalent values of 0.90 and 0.67 previously reported for benzyl toluene-p-sulphonate solvolysis.Related extended Grunwald-Winstein analyses are considered and the need for variety in the choice of solvents is emphasized.
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