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首页> 外文期刊>Journal of the Indian Chemical Society >Oxidation of some vicinal and non-vicinal diols by morpholinium chlorochromate : A kinetic and mechanistic study
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Oxidation of some vicinal and non-vicinal diols by morpholinium chlorochromate : A kinetic and mechanistic study

机译：氯铬酸吗啉鎓氧化某些邻位和非邻位二醇的动力学和机理研究

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摘要

The kinetics of oxidation of four vicinal, four non-vicinal diols and two of their monoethers by morpholinium chlorochromate (MCC) have been studied in dimethylsulphoxide (DMSO). The main product of oxidation is the corresponding hydroxycarbonyl compound. The reaction is first order in MCC and the diols. The reaction is catalysed by hydrogen ions. The hydrogen ion dependence is taking the form : k_(obs) = a + b [H~+]. The oxidation of [1,1,2,2-~2H4]-cthanediol exhibits a substantial primary kinetic isotope effect (k_H/k_D = 5.82 at 298 K). The reaction has been studied in nineteen different organic solvents and the solvent effect has been analysed using Taft's and Swain's multiparametric equations. The temperature dependence of the kinetic isotope effect indicates the presence of a symmetrical transition state in the rate-determining step. A suitable mechanism has been proposed.
机译：在二甲基亚砜（DMSO）中研究了四价邻位二醇，四种非邻位二醇及其两个单醚被吗啉鎓氯铬酸盐（MCC）氧化的动力学。氧化的主要产物是相应的羟羰基化合物。该反应在MCC和二醇中是一级的。该反应由氢离子催化。氢离子依赖性的形式为：k_（obs）= a + b [H〜+]。 [1,1,2,2-〜2H4]-萘二醇的氧化反应显示出基本的一级动力学同位素效应（在298 K下k_H / k_D = 5.82）。已在19种不同的有机溶剂中研究了该反应，并使用塔夫脱（Taft）和斯文（Swain）多参数方程分析了溶剂的作用。动力学同位素效应的温度依赖性表明在速率确定步骤中存在对称过渡态。已经提出了合适的机制。

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