首页> 外文期刊>Canadian Journal of Chemistry >Reexamination of the Kirkwood-Westheimer theory of electrostatic effects .5. Effect of charged substituents on the rates of alkaline hydrolysis of substituted strychnines
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Reexamination of the Kirkwood-Westheimer theory of electrostatic effects .5. Effect of charged substituents on the rates of alkaline hydrolysis of substituted strychnines

机译:重新检查柯克伍德-韦斯海默静电效应理论.5。带电取代基对取代苯乙烯的碱水解速率的影响

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摘要

The rates of hydrolysis in aqueous sodium hydroxide of the alkaloid strychnine and seven of its derivatives have been determined at 50 and 75 degrees C. The kinetic data indicate that all the compounds, except strychninesulfoni acid-I, hydrolyze by competing second- and third-order mechanisms, involving one and two hydroxide ions, respectively; strychninesulfonic acid-I hydrolyzes by the second-order mechanism only. The quantitative effect of positively charged groups in enhancing, and negatively charged groups in depressing, the rates of hydrolysis is in rough agreement with calculations using Kirkwood-Westheimer theory.
机译:已在50和75摄氏度下确定了生物碱士的宁及其7种衍生物在氢氧化钠水溶液中的水解速率。动力学数据表明,除士奇宁磺酸I以外的所有化合物均通过竞争第二和第三级而水解。有序机制,分别涉及一个和两个氢氧根离子;苯乙烯基苯磺酸-I仅通过二级机理水解。带正电荷的基团对增强水解反应的定量影响,带负电荷的基团对水解速率的抑制作用与使用柯克伍德-韦斯特海默理论进行的计算基本吻合。

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