Abstract
The rates of solvolysis of 1-(p-alkylphenyl)ethyl chlorides (Alk = Me, Et, i-Pr, and t-Bu) in the presence and absence of mercuric chloride have been measured in aqueous acetone and ethanol solvents. In all cases, the Baker–Nathan order is followed. For all normal reactions and for the catalyzed reactions in 90% aqueous acetone and 90% aqueous ethanol there is an increase in the heats and entropies of activation as the series is ascended, while for the catalyzed reaction in 75% and 80% aqueous acetone, there is a decrease. It is suggested that in the more aqueous acetone solvents the catalyst calls into play an inductomeric effect. The effect of added chloride ions on the rate of hydrolysis has been studied and the results are discussed.
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