{"title":"The acid-catalysed hydrolysis and protonation behaviour of hydroxamic acids","authors":"A. J. Buglass, K. Hudson, J. Tillett","doi":"10.1039/J29710000123","DOIUrl":null,"url":null,"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.","PeriodicalId":17268,"journal":{"name":"Journal of The Chemical Society B: Physical Organic","volume":"10 1","pages":"123-126"},"PeriodicalIF":0.0000,"publicationDate":"1971-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"15","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of The Chemical Society B: Physical Organic","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.1039/J29710000123","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
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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