The acid-catalysed hydrolysis and protonation behaviour of hydroxamic acids
Journal of the Chemical Society B: Physical Organic Pub Date: DOI: 10.1039/J29710000123
Abstract
The acid-catalysed hydrolyses of some para-substituted benzohydroxamic acids have been studied in perchloric, sulphuric, and hydrochloric acids. Plots of the first-order rate-coefficients, k1, against [H+] show maxima which are caused by extensive protonation of the substrate. The mechanism of hydrolysis is found to be similar to that of amides. The protonation behaviour of these compounds correlates better with the amide acidity function HA than with H0.
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Journal Name:Journal of the Chemical Society B: Physical Organic
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CAS no.: 89640-58-4