Quinolinium dichromate oxidation of aliphatic aldehydes. A kinetic study

被引：0
作者：
Chaubey, GS [1 ]
Suante, H [1 ]
Mahanti, MK [1 ]
机构：
[1] NE Hill Univ, Dept Chem, Shillong 793022, Meghalaya, India
来源：
OXIDATION COMMUNICATIONS | 2004年 / 27卷 / 03期
关键词：
kinetics; oxidation; aliphatic aldehydes; quinolinium dichromate;
D O I：
暂无
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Kinetic data on the rates of quinolinium dichromate oxidation of a series of aliphatic aldehydes have been determined and discussed with reference to aldehyde hydration equilibria. A value of rho* = -1.63 for the oxidation of aldehyde hydrates was obtained. Kinetic results supported a pathway proceeding via a rate-determining oxidative decomposition of the chromate ester of the aldehyde hydrates. A cyclic transition state has been suggested; being a Huckel-type system (4n + 2), this would be an allowed process. The deuterium isotope effect for the oxidation of acetaldehyde-d(1) (k(H)/k(D) = 6.4) indicated a carbon-hydrogen bond cleavage rather than a carbon-carbon bond cleavage.
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页码：614 / 622
页数：9
相关论文
共 29 条
[1]  
AGRAWAL MC, 1972, Z NATURFORSCH B, V27, P40
[2]  
Amis E. S., 1967, Solvent Effects on Reaction Rates and Mechanisms, P42
[3]  
BALASUBRAMANIAN K, 1986, INDIAN J CHEM B, V25, P326
[4]  
BANERJI KK, 1979, INDIAN J CHEM A, V17, P300
[5]   KINETICS AND MECHANISM OF THE OXIDATION OF ALIPHATIC-ALDEHYDES BY SODIUM N-BROMOARYLSULFONAMIDES IN ACID-SOLUTION [J].
BANERJI, KK .
TETRAHEDRON, 1987, 43 (24) :5949-5954
[6]  
Bell R. P., 1964, ADV PHYS ORG CHEM, V4, P1
[7]   Kinetics of the oxidation of heterocyclic aldehydes by quinolinium dichromate [J].
Chaubey, GS ;
Das, S ;
Mahanti, MK .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 2002, 75 (10) :2215-2220
[8]  
Chaubey GS, 2000, OXID COMMUN, V23, P500
[9]  
GRAHAM GTE, 1958, J AM CHEM SOC, V80, P3030, DOI 10.1021/ja01545a033
[10]   A SURVEY OF HAMMETT SUBSTITUENT CONSTANTS AND RESONANCE AND FIELD PARAMETERS [J].
HANSCH, C ;
LEO, A ;
TAFT, RW .
CHEMICAL REVIEWS, 1991, 91 (02) :165-195
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