SCHEDULED MAINTENANCE
Correlation of the rates of solvolysis of allyl and benzyl arenesulphonates
Abstract
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 l value) and the solvent ionizing power (highm 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 °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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