The acetate-catalysed hydrolysis of aryl acetates
- 1 January 1968
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society B: Physical Organic
- p. 515-519
- https://doi.org/10.1039/j29680000515
Abstract
The rates of the acetate-catalysed hydrolyses of ten aryl acetates have been measured in aqueous solution at 25°. Nucleophilic and general base catalysis were quantitatively distinguished by a technique involving analysis of the acetanilide produced as a result of trapping the acetic anhydride intermediate by reaction with added aniline. The results confirm the dependence of the preferred mechanism on the stability of the leaving phenoxide group.Keywords
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