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Kinetics of Oxidation of Ethanol, Isopropyl Alcohol, and Benzyl Alcohol by <Ethylenebis(biguanide)silver(III) Cation in Aqueous Perchloric Acid Solutions

DOI: 10.1039/DT9900001207

Source and publish data:

Journal of the Chemical Society, Dalton Transactions p. 1207 - 1212 (1990)

Update date:2022-09-26

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Authors:

Banerjee, RupendranathBanerjee, Rupendranath

Das, AmitavaDas, Amitava

Dasgupta, SubrataDasgupta, Subrata

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Article abstract of DOI:10.1039/DT9900001207

In aqueous acid solutions, the complex 3+ (H2L = ethylenebis(biguanide)> quantitatively oxidises ethanol, isopropyl alcohol, and benzyl alcohol to the corresponding carbonyl products at moderate rate.The experimental rate law is -d/dt = (k1 + k2/+>).At 40 deg C and I = 1.0 mol dm-3, 105k1 (dm-3 mol-1 S-1) and 106k2 (s-1) values are: EtOH, 4.2 +/- 0.3 and 2.8 +/- 0.1, PriOH, 7.5 +/- 0.5 and 4.8 +/- 0.2; PhCH2OH, 95 +/- 6 and 32.5 +/- 2 respectively.The upper limit for the rate of reaction of 3+ with methanol, t-butyl alcohol, ethylene glycol, and glycerol is the rate of autodecomposition of 3+ and is less than 10percent of the rate of oxidation of EtOH, PriOH, or PhCH2OH.Deprotonation of the alcohols assisted by axial co-ordination to 3+ is suggested as a source of the inverse acid dependence.The whole reaction course is e.s.r. silent and a rate-determining C-H bond cleavage in the -CHOH group appears reasonable.Compared to other metal-ion oxidants, 3+ appears to be the most selective reagent for PhCH2OH.

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