Original Article |
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ECB. 2014; 3(11): 1081-1085 KINETICS AND MECHANISM OF THE OXIDATION OF
ALIPHATIC ALCOHOLS BY TETRAAMMINECOPPER(II)
BIS(PERMANGANATE)Gifty Sharma, Jayshree Banerji, Priyanka Purohit, Pradeep K. Sharma, Kalyan K. Banerji. Abstract | | | | The oxidation of aliphatic alcohols by tetraamminecopper(II) bis(permanganate) (TACP) in aqueous acetic acid leads to the formation of
corresponding carbonyl compounds. The reaction is first order with respect to TACP. A Michaelis-Menten type kinetics is observed with
respect to alcohols. The reaction shows a first order dependence on hydrogen ions. The oxidation of [1,1-
2H2]ethanol and [2-
2H]propan-2-
ol exhibits the presence of a substantial primary kinetic isotope effect (kH/kD = 3.52 and 3.96 respectively at 298 K). The rate of
disproportionation of the intermediate is susceptible to both polar and steric effects of the substituents. A suitable mechanism has been
proposed.
Key words: tetraammincopper(II) permanganate; alcohol; oxidation; kinetics; mechanism; correlation analysis
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