The Autoxidation of Hydrazobenzene

The autoxidation of hydrazobenzene has been studied in methanol from 30-45°C. The reaction in neutral solution was found to be one-half-order with respect to hydrazobenzene and three-halves-order with respect to oxygen. The energy of activation was found to he 13 ± 1 kcal/mole and the entropy of activation was found to be -34.5 ± 2.5 e.u. The kinetics of the base-catalyzed and the ferrous-catalyzed autoxidations ware also studied. The effects of certain autoxidation inhibitors were investigated. These results are compared with other kinetic studies of oxidations of hydrazobenzene to azobenzene. Possible mechanistic courses of the autoxidation are considered on the basis of this kinetic and extrakinetic evidence.

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Publication Details

Journal
Caltech Library
Published
2026-06-16
DOI
https://doi.org/10.7907/zczw-z244
Primary Topic
Organic Chemistry Cycloaddition Reactions
Type
article
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article

The Autoxidation of Hydrazobenzene

William Calvin Stwalley
Caltech Library
Organic Chemistry Cycloaddition Reactions
article

The Autoxidation of Hydrazobenzene

William Calvin Stwalley
article en

Abstract

The autoxidation of hydrazobenzene has been studied in methanol from 30-45°C. The reaction in neutral solution was found to be one-half-order with respect to hydrazobenzene and three-halves-order with respect to oxygen. The energy of activation was found to he 13 ± 1 kcal/mole and the entropy of activation was found to be -34.5 ± 2.5 e.u. The kinetics of the base-catalyzed and the ferrous-catalyzed autoxidations ware also studied. The effects of certain autoxidation inhibitors were investigated. These results are compared with other kinetic studies of oxidations of hydrazobenzene to azobenzene. Possible mechanistic courses of the autoxidation are considered on the basis of this kinetic and extrakinetic evidence.

Caltech Library
California Institute of Technology (US)
Clean water and sanitation
Openalex Percentile: Top 12%
Organic Chemistry Cycloaddition Reactions
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