Oxidation of some α-hydroxy acids by tetraethylammonium chlorochromate: A kinetic and mechanistic study
作者:Preeti Swami、D. Yajurvedi、P. Mishra、Pradeep K. Sharma
DOI:10.1002/kin.20466
日期:2010.1
kinetic isotope effect (kH/kD = 5.63 at 298 K). The reaction does not exhibit the solvent isotope effect. The reaction is catalyzed by the hydrogen ions. The hydrogen ion dependence has the following form: kobs = a + b[H+]. Oxidation of p‐methylmandelic acid has been studied in 19 different organic solvents. The solvent effect has been analyzed by using Kamlet's and Swain's multiparametric equations. A
乙醇酸,乳酸,苹果酸和一些取代的扁桃酸在二甲基亚砜中被四乙基氯铬酸铵(TEACC)氧化导致形成相应的含氧酸。该反应在TEACC和羟基酸中均为一级。反应失败,导致丙烯腈聚合。α-氘代扁桃酸的氧化表明存在主要的动力学同位素效应(在298 K时k H / k D = 5.63)。该反应不表现出溶剂同位素效应。该反应由氢离子催化。氢离子依赖性具有以下形式:k obs = a + b [H + ]。p的氧化甲基扁桃酸已经在19种不同的有机溶剂中进行了研究。通过使用Kamlet和Swain的多参数方程分析了溶剂效应。提出了一种涉及通过铬酸酯的氢化物离子转移的机理。©2009 Wiley Periodicals,Inc.国际化学杂志Kinet 42:50-55,2010年