MECHANISM OF ALKALINE HYDROLYSIS OF HINDERED AROMATIC ESTERS, THE BAL2 MECHANISM
- 1 October 1962
- journal article
- Published by Canadian Science Publishing in Canadian Journal of Chemistry
- Vol. 40 (10) , 1981-1985
- https://doi.org/10.1139/v62-304
Abstract
Kinetic and isotopic exchange data employing H2O18 are presented to establish the bimolecular alkaline hydrolysis with alkyol–oxygen fission (BAL2) for the highly hindered ester methyl 2,4,6-tri-t-butylbenzoate. Methyl 2-methyl-4,6-di-t-butylbenzoate also cleaved predominately by alkyl–oxygen fission. Other hindered esters, methyl 2,4,6-trimethylbenzoate and methyl 2,5-di-t-butylbenzoate, hydrolyzed by the usual acyl–oxygen fission.Keywords
This publication has 2 references indexed in Scilit:
- The Mechanism of the Alkaline Hydrolysis of Methyl 2,4,6-Trimethylbenzoate1Journal of the American Chemical Society, 1956
- THE TERTIARYBUTYLBENZENES: III. THE SYNTHESIS OF 2,4,6-TRI-t-BUTYLBENZOIC ACID AND THE DISSOCIATION OF DI- AND TRI-t-BUTYLBENZOIC ACIDSCanadian Journal of Chemistry, 1955