Oxidation of aroyl hydrazines, III. Kinetics and mechanism of the oxidation of nicotinoyl and isonicotinoyl hydrazine by iodine

The reaction between benzohydrazide and potassium bromate catalyzed by vanadium(IV) was studied under pseudo-first-order condition keeping large excess of hydrazide concentration over that of the oxidant. The initiation of the reaction occurs through oxidation of the catalyst vanadium(IV), VO 2+ , to vanadium(V), VO + 2 , which then reacts with hydrazide to give N,N -diacylhydrazine and benzoic acid as the products. The order in [H + ] is found to be two, and its effect is due to protonation and hydrolysis of oxidized form of the catalyst to form HVO 3 . The oxidized form of the catalyst, VO + 2 , forms a complex with the protonated hydrazide as evidenced by the occurrence of absorption maxima at 390 nm. The rate of the reaction remains unaffected by the increase in the ionic strength. The activation parameters were determined, and data support the mechanism. The detailed mechanism and the rate equation are proposed for the reaction. C 2008 Wiley Periodicals, Inc. Int J Chem Kinet 40: [151][152][153][154][155][156][157][158][159] 2008

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Kinetics and mechanism of oxidation of benzohydrazide by bromate catalyzed by vanadium(IV) in aqueous acidic medium

Shewale

Phadkule

Gokavi

2008

Int J of Chemical Kinetics

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Hexacyanoferrate(III) oxidation of n-valeric and iso-valeric acid hydrazides in perchloric acid

Hongekar

Patil

1994

Transition Met Chem

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The kinetics of the title reaction were determined spectrophotometrically. The oxidation was second order; but first order with respect to both [hexacyanoferrate(III)]o and [hydrazide]0. The effect of [HCIO4] on the reaction rate was curious; as the HC10 4 concentration increased the rate decreased and, reaching a minimum. The rate was slightly enhanced by an increase in ionic strength, but was insensitive to added salts, such as NaC10~, NaNO3, NaC1, KC1, LiC1 and K4Fe(CN)6 at constant ionic strength. Addition of MeOH retarded the oxidation rate and the entropy of activation was negative. Carboxylic acids and N z were identified as the oxidation products. A radical mechanism and a rate law consistent with the experimental results is proposed.

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Kinetics of oxidation of phenylacetic acid hydrazide by vanadium(V)

Rao

Ramaiah

Frank

1980

React Kinet Catal Lett

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Oxidation of aroyl hydrazines, III. Kinetics and mechanism of the oxidation of nicotinoyl and isonicotinoyl hydrazine by iodine

Cited by 4 publications

References 3 publications

Kinetics and mechanism of oxidation of benzohydrazide by bromate catalyzed by vanadium(IV) in aqueous acidic medium

Kinetics and mechanism of oxidation of benzohydrazide by bromate catalyzed by vanadium(IV) in aqueous acidic medium

Hexacyanoferrate(III) oxidation of n-valeric and iso-valeric acid hydrazides in perchloric acid

Kinetics of oxidation of phenylacetic acid hydrazide by vanadium(V)

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