the Effect of Hydrophobic-Lipophilic Interactions on Chemical Reactivity. 1. New Evidence for Intermolecular Aggregation and Self-Coiling

Article abstract of DOI:10.1021/ja00325a022

The hydrolytic behavior of 21 para-substituted phenyl esters of n-alkanoic acids (n-X) with various chain lengths in 60:40 (Φ=0.60), 50:50 (Φ=0.50), and 40:60 v/v (Φ=0.40) Me2SO-H2O mixtures was studied.Four new sets of experimental results which include departure from Hammett correlation for N-hexadecanoates (16-X), substantial differences in activation parameters, and effects of amylose on the kinetic parameters and on the activation parameters are presented along lines of reasoning mentioned by previous authors.These data establish that the aggregation and self-coiling of the n-alkanoate chain actually exist under experimental conditions.