E. Jenny, S. Winstein
1958
Citations
0
Influential Citations
31
Citations
Journal
Helvetica Chimica Acta
Abstract
The solvolysis of 14C-labelled 2-p-anisyl-1-ethyl p-toluenesulfonate p-CH3O–C6H4–CβH2–*CαH2–OTs (IA) leads to product in which 14C-scrambling between Cα and Cβ is complete when the solvent is formic acid or acetic acid, but only partial when the solvent is ethanol. These results confirm previous conclusions, based on kinetic evidence, that solvolysis of 2-p-anisyl-1-ethyl toluenesulfonate is almost exclusively anchimerically assisted in formic and acetic acid solvents, but not in the more nucleophilic solvent, ethanol.