Acid-catalyzed hydrolysis of vinyl phosphates and vinyl acetates. The substituent effects of diethyl phosphoryloxy and acetoxy groups

SY Attia, JP Berry, KM Koshy, YK Leung…

文献索引：Attia,S.Y. et al. Journal of the American Chemical Society, 1977 , vol. 99, p. 3401 - 3408

全文：HTML全文

被引用次数: 7

摘要

Abstract: The rates of hydration of diethyl a-substituted vinyl phosphates ((Et0) 2P02CR= CH2, R= H, Me. c-Pr, and EtO) and tu-substituted vinyl acetates (AcOCR= CH2. R= c-Pr and EtO) in aqueous acid at 25" C have been determined. The rates, solvent isotope effects. isotopic labeling studies, and acidity dependence of the rates are consistent with the As~ 2 niechanism of rate-determining protonation on carbon. Electrophilic substituent ...