The acid catalysed hydrolysis of N-t-butylbenzaldoxime and 2-t-butyl-3-phenyloxaziridine
- 1 January 1973
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 2
- No. 13,p. 1744-1748
- https://doi.org/10.1039/p29730001744
Abstract
The rates of hydrolysis of N-t-butylbenzaldoxime and 2-t-butyl-3-phenyloxaziridine have been measured over a wide range of acidities in HCl, H2SO4, and HClO4. Interpretation of the rate data by use of the Bunnett criteria of mechanism, deuterium isotope effects, and Arrhenius parameters are consistent with a bimolecular specific acid catalysed mechanism for hydrolysis of both substrates reacting through the protonated nitrone as a common intermediate.Keywords
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