The Alkaline Hydrolysis of Ethyl Acetate in Acetone—Water Mixtures

1950 ◽  
Vol 72 (2) ◽  
pp. 674-677 ◽  
Author(s):  
Edward S. Amis ◽  
Saul Siegel

1975 ◽  
Vol 53 (22) ◽  
pp. 3414-3418 ◽  
Author(s):  
M. L. Tonnet ◽  
E. Whalley

The effect of pressures up to 3 kbar on the rate of the base-catalyzed hydrolysis of ethyl acetate in acetone–water mixtures has been measured. From these measurements and the enthalpy and entropy of activation at constant pressure measured by others, the internal energy and entropy of activation at constant volume have been obtained as a function of solvent composition. The constant-volume parameters of activation vary with composition in a simpler way than the constant-pressure parameters. It seems likely that theoretical discussions of the solvent effect are easier if they are based on the constant-volume parameters. At low acetone concentrations, the addition of acetone reduces the rate constant at low pressure, but increases it at 3 kbar.



1949 ◽  
Vol 71 (6) ◽  
pp. 2112-2116 ◽  
Author(s):  
James Edward. Potts ◽  
Edward S. Amis


1955 ◽  
Vol 9 ◽  
pp. 825-831 ◽  
Author(s):  
Eero Tommila ◽  
P. J. Antikainen ◽  
Jannik Bjerrum ◽  
Niels Clauson-Kaas


1981 ◽  
Vol 14 (6) ◽  
pp. 499-500
Author(s):  
YASUHIRO MURAKAMI ◽  
MASAHARU TAKAO ◽  
HIDEAKI INOUE


2011 ◽  
Vol 17 (4) ◽  
pp. 782-787 ◽  
Author(s):  
Sang Jun Jeon ◽  
Alexander Pawelski ◽  
Matthias Kraume ◽  
Won Hi Hong




1974 ◽  
Vol 27 (11) ◽  
pp. 2325 ◽  
Author(s):  
M Balakrishnan ◽  
Rao G Venkoba ◽  
N Venkatasubramanian

Solvent effects vis a vis structural effects on the alkaline hydrolysis of various di-and mono-benzoates of glycols have been studied in binary solvent mixtures of dimethyl sulphoxide-water, ethanol-water and acetone-water. It is observed that the higher the stabilization of the transition state by the neighbouring group, the greater is the susceptibility of the reaction to dipolar aprotic solvent acceleration[i.e. k(Me2SO)/k(EtOH) value]. The possibility of employing such solvent effects to evaluate the extent of anchimeric assistance in ester hydrolysis where the neighbouring group can stabilize the transition state is examined. The studies have been extended to triethylene glycol derivatives and it is suggested that dipolar aprotic-protic solvent effects could be used as a kinetic probe for the conformation of the molecule.



Sign in / Sign up

Export Citation Format

Share Document