Kinetics and mechanism of oxidation of aliphatic primary alcohols by quinolinium bromochromate

被引：0
|
作者：
Saraswat, S [1 ]
Sharma, V [1 ]
Banerji, KK [1 ]
机构：
[1] JNV Univ, Dept Chem, Jodhpur 342005, Rajasthan, India
来源：
PROCEEDINGS OF THE INDIAN ACADEMY OF SCIENCES-CHEMICAL SCIENCES | 2003年 / 115卷 / 01期
关键词：
aliphatic alcohols; hydride ion transfer; quinolinium bromochromate;
D O I：
暂无
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Oxidation of nine aliphatic primary alcohols by quinolinium bromochromate (QBC) in dimethylsulphoxide leads to the formation of the corresponding aldehydes. The reaction is first order with respect to both QBC and the alcohol. The reaction is catalysed by hydrogen ions. The hydrogen-ion dependence has the form: k(obs) = a + b[H+]. The oxidation of [1,1-H-2(2)]ethanol (MeCD2OH) exhibits a substantial primary kinetic isotope effect. The reaction has been studied in nineteen different organic solvents. The solvent effect was analysed using Taft's and Swain's multiparametric equations. The rate of oxidation is susceptible to both polar and steric effects of the substituents. A suitable mechanism has been proposed.
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页码：75 / 82
页数：8
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