The Kinetics of the Darzens Reaction of p-Substituted Benzaldehydes and Phenacyl Chloride
- 1 April 1980
- journal article
- Published by Oxford University Press (OUP) in Bulletin of the Chemical Society of Japan
- Vol. 53 (4) , 1197-1198
- https://doi.org/10.1246/bcsj.53.1197
Abstract
The rate constants for the base-catalyzed Darzens reaction of p-substituted benzaldehydes and phenacyl chloride have been measured at two temperatures in aqueous dioxane. Enthalpies and entropies of activation have been evaluated. The reactivity of the p-substituted benzaldehydes was found to follow the order p-NO2>p-Cl>p-Br>H>p-CH3>p-OCH3. The kinetic data can be correlated with ρ values according to the Hammett equation.This publication has 3 references indexed in Scilit:
- Darzens glycidic ester condensationThe Journal of Organic Chemistry, 1969
- Communications - Mechanism of the Darzens Condensation. Isolation of Two Aldol IntermediatesThe Journal of Organic Chemistry, 1958
- The Kinetics of the Base-catalyzed Condensation of Benzaldehyde with Phenacyl ChlorideJournal of the American Chemical Society, 1953