The acid-catalysed hydrolysis and protonation behaviour of hydroxamic acids

A. J. Buglass, K. Hudson, J. Tillett
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引用次数: 15

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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羟基肟酸的酸催化水解和质子化行为
研究了一些对取代苯甲羟肟酸在高氯酸、硫酸和盐酸中的酸催化水解。一阶速率系数k1与[H+]的关系图显示了底物大量质子化引起的最大值。发现其水解机理与酰胺类似。这些化合物的质子化行为与酰胺酸性功能HA的关系比与H0的关系更好。
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Kinetics and mechanism of electrophilic substitution of heteroaromatic compounds. Part XXIII. Acid-catalysed hydrogen exchange of quinoline, isoquinoline, and their N-oxides Dielectric relaxation and dipole moments of substituted pyrroles Free-radical addition to olefins. Part VII. Addition of trichloromethyl radicals to chloro-olefins Primary hydrogen isotope effects on the rate of ionization of nitroethane in mixtures of water and dimethyl sulphoxide The conformational analysis of saturated heterocycles. Part XXXV. 1-Phenoxymethyl-3,4-dihydroisoquinolines
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