Pyridine-2-carboxylic acid mediated oxidation of α-hydroxy acids with pyridinium dichromate

被引:0
作者
Sundari, V [1 ]
Meenakshisundaram, S [1 ]
Vasuki, C [1 ]
机构
[1] Annamalai Univ, Dept Chem, Annamalainagar 608002, Tamil Nadu, India
来源
OXIDATION COMMUNICATIONS | 1999年 / 22卷 / 03期
关键词
kinetics; oxidation; picolinic acid; alpha-hydroxy acids;
D O I
暂无
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The kinetics of oxidation of some alpha-hydroxyacids (mandelic, lactic and glycolic acids) with pyridinium dichromate (PDC) in the presence of pyridine-2-carboxylic acid [PA] has been studied in perchloric acid medium. PA enhances the rate of oxidation in the case of lactic acid (LA) and mandelic acid (MA). Kinetic solvent isotope effect studies (k(D2O)/k(H2O) greater than or equal to 1) imply a proton catalyzed reaction. Enhanced reactivity is explained by assuming the formation of a termolecular complex. Catalytic activity of PA is significant in the case of mandelic acid. By the way in glycolic acid (GA) oxidation the inverse dependence of the rate on [PA] is noted. At constant [H+] the reaction seems to follow the rate law, k(obs) = k(4)K(3)K(2)K(a)'[S][PAH(+)]/[PA](T) in glycolic acid.
引用
收藏
页码:400 / 405
页数:6
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