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Kinetics and Mechanism of Oxidation of 2,4-Dinitrophenylhydrazine, p-Nitrophenylhydrazine, and p-Tolylhydrazine with Potassium Hexacyanoferrate(III) in Acidic Perchlorate Media

DOI: 10.1039/DT9840002599

Source and publish data:

Journal of the Chemical Society, Dalton Transactions p. 2599 - 2604 (1984)

Update date:2022-08-31

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Authors:

Gupta, Ashok K.Gupta, Ashok K.

Gupta, BharatiGupta, Bharati

Gupta, Abhay K.Gupta, Abhay K.

Gupta, Yugul K.Gupta, Yugul K.

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Article abstract of DOI:10.1039/DT9840002599

The kinetics of oxidation of 2,4-dinitrophenylhydrazine (dnph), p-nitrophenylhydrazine (pnph), and p-tolylhydrazine (pth) with hexacyanoferrate(III) have been studied in acidic perchlorate solutions.The oxidation of pnph has no dependence on +> in the range 0.15-2.0 mol dm-3.In the oxidation of dnph complex formation with 3- occurs, and the reaction is independent of +> in the range 0.025-2.5 mol dm-3.The oxidation of pth in the range 0.01-1.6 mol dm-3 has been found to obey the rate low -d3->/dt = 33-><(k1''/K1''+>) + k2'' + k3''K2''+>>, where K1'' and K2'' are the first and second protonation constants of pth, and k1'', k2'', and k3'' are the second-order rate constants for the unprotonated, monoprotonated, and diprotonated species respectively.The oxidations occur via aryldiazene and diazonium ion intermediates, to produce substituted azobenzenes and anilines as final products.In the oxidations 2-3 mol of 3- are consumed by each mol of arylhydrazine, depending on the conditions; under specific conditions, the stoicheiometry is exact.

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