STUDIES ON THE BAL2 MECHANISM FOR ESTER HYDROLYSIS

Citation
Je. Douglas et al., STUDIES ON THE BAL2 MECHANISM FOR ESTER HYDROLYSIS, Canadian journal of chemistry, 71(11), 1993, pp. 1841-1844
Citations number
13
Categorie Soggetti
Chemistry
ISSN journal
00084042
Volume
71
Issue
11
Year of publication
1993
Pages
1841 - 1844
Database
ISI
SICI code
0008-4042(1993)71:11<1841:SOTBMF>2.0.ZU;2-L
Abstract
The preparation and alkaline hydrolysis of O-18-methyl 2,2-dimethylpro panoate and O-18-methyl triphenylacetate are reported. From mass spect ral analysis of the carboxylic acid products, it is concluded that the former substrate is hydrolyzed exclusively by the B(AC)2 mechanism, w hereas the latter substrate proceeds 95% by the B(AC)2 mechanism and 5 % by the B(AL)2 mechanism. The balance between these two mechanisms is discussed.