THE INFLUENCE OF HYDROPHOBIC SOLVATION ON THE ALKALINE-HYDROLYSIS OF ETHYL-ESTERS OF POLAR SUBSTITUTED 2-METHYLPROPIONIC ACIDS IN WATER .7.

SCHMEER, G and RIEMBAUER, S and BARTHEL, J (1990) THE INFLUENCE OF HYDROPHOBIC SOLVATION ON THE ALKALINE-HYDROLYSIS OF ETHYL-ESTERS OF POLAR SUBSTITUTED 2-METHYLPROPIONIC ACIDS IN WATER .7. JOURNAL OF SOLUTION CHEMISTRY, 19 (12). pp. 1175-1189. ISSN 0095-9782, 1572-8927

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Abstract

The rate constants of the alkaline hydrolysis of 2-methylpropionic acid ethyl ester, alpha-hydroxy, alpha-bromo, alpha-cyano, and alpha-nitro-2-methylpropionic acid ethyl ester have been measured in water between 5-degrees-C and 45-degrees-C with the help of an appropriate conductance bridge developed in our laboratory. The influence of the polar substituents on the rate constant, a powerful probe for discussing two-particle interactions in solutions, is characterized by an intramolecular structure parameter of the activated complex and a dielectric parameter of its surroundings. The dependence of the reaction rate of the structure parameter is compared to that of substituted acetic acid derivatives. The smaller dielectric parameter of 2-methylpropionic acid esters reveals the increasing hydrophobic solvation in comparison to acetic acid derivates.

Item Type: Article
Uncontrolled Keywords: SOLVOLYSIS REACTIONS; SOLVENTS; 2-METHYLPROPIONIC ACID ESTER; ALKALINE HYDROLYSIS; POLAR SUBSTITUENT EFFECT; HYDROPHOBIC SOLVATION; CHEMICAL MODEL
Depositing User: Dr. Gernot Deinzer
Last Modified: 19 Oct 2022 08:48
URI: https://pred.uni-regensburg.de/id/eprint/55213

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