取代芳基苯甲酸酯的碱催化水解速率

Journal of The Chemical Society B: Physical Organic Pub Date : 1971-01-01 DOI:10.1039/J29710001818

Z. S. Chaw, A. Fischer, D. A. Happer

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引用次数: 9

摘要

用氢氧化钠在乙醇-水(6:4 v/v)中水解27个3-和4-取代芳基苯甲酸酯。动力学数据与ρ= 1·93的Hammett方程相关。准共轭吸电子取代基(-M)的速率增强很小，这是一个过渡态的诊断，在这个过渡态中，芳氧碳键最多只有轻微的裂变。

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Rates of base-catalysed hydrolysis of substituted aryl benzoates

Twenty-seven 3- and 4-substituted aryl benzoates have been hydrolysed with sodium hydroxide in ethanol–water (6:4 v/v). The kinetic data are correlated by the Hammett equation with ρ= 1·93. Rate enhancements for para-conjugatively electron-withdrawing substituents (–M) are small, diagnostic of a transition state in which there is at most only slight fission of the aryloxy-carbon bond.

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Journal of The Chemical Society B: Physical Organic

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