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The Dependence of the Mechanism of the Hydrolysis, Trans-esterification, and Trans-etherification of α,β-Alkenyl Ethers and Esters on Their Structure

Anna Fedorovna Rekasheva 1
Anna Fedorovna Rekasheva
1 L. V. Pisarzhevskii Institute of Physical Chemistry, Academy of Sciences of the Ukrainian SSR, Kiev
10.1070/RC1968v037n12ABEH001720
Published 30 November 1967
Communication , Volume 37, Issue 12, 1009-1022
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Rekasheva A. F. The Dependence of the Mechanism of the Hydrolysis, Trans-esterification, and Trans-etherification of α,β-Alkenyl Ethers and Esters on Their Structure // Russian Chemical Reviews. 1968. Vol. 37. No. 12. pp. 1009-1022.
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Rekasheva A. F. The Dependence of the Mechanism of the Hydrolysis, Trans-esterification, and Trans-etherification of α,β-Alkenyl Ethers and Esters on Their Structure // Russian Chemical Reviews. 1968. Vol. 37. No. 12. pp. 1009-1022.
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TY - JOUR
DO - 10.1070/RC1968v037n12ABEH001720
UR - https://rcr.colab.ws/publications/10.1070/RC1968v037n12ABEH001720
TI - The Dependence of the Mechanism of the Hydrolysis, Trans-esterification, and Trans-etherification of α,β-Alkenyl Ethers and Esters on Their Structure
T2 - Russian Chemical Reviews
AU - Rekasheva, Anna Fedorovna
PY - 1968
DA - 1967/11/30
PB - ANO Editorial Board of the journal Uspekhi Khimii
SP - 1009-1022
IS - 12
VL - 37
ER -
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@article{1968_Rekasheva,
author = {Anna Fedorovna Rekasheva},
title = {The Dependence of the Mechanism of the Hydrolysis, Trans-esterification, and Trans-etherification of α,β-Alkenyl Ethers and Esters on Their Structure},
journal = {Russian Chemical Reviews},
year = {1968},
volume = {37},
publisher = {ANO Editorial Board of the journal Uspekhi Khimii},
month = {Nov},
url = {https://rcr.colab.ws/publications/10.1070/RC1968v037n12ABEH001720},
number = {12},
pages = {1009--1022},
doi = {10.1070/RC1968v037n12ABEH001720}
}
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Rekasheva, Anna Fedorovna. “The Dependence of the Mechanism of the Hydrolysis, Trans-esterification, and Trans-etherification of α,β-Alkenyl Ethers and Esters on Their Structure.” Russian Chemical Reviews, vol. 37, no. 12, Nov. 1968, pp. 1009-1022. https://rcr.colab.ws/publications/10.1070/RC1968v037n12ABEH001720.
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Abstract

New experimental data obtained in the study of the mechanism of the hydrolysis of ethers and esters formed by enols and the related trans-esterification and trans-etherification of these compounds are collected in the present review.
Recent studies have confirmed the early views that the hydrolysis of the ethers formed by enols passes through a stage involving hydration of the ethylene bond, have made it possible to describe this reaction scheme in considerable detail, and have shown that an analogous mechanism can be extended to the hydrolysis of the esters formed by enols, in the discussion of which, until recently, schemes involving nucleophilic substitution at the carbonyl group were used.
The large amount of data on the alkaline hydrolysis of enol acylates indicates that the mechanism of this reaction is similar to, but not identical with that of the alkaline hydrolysis of alkyl esters. 99 references.

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