Journal of Synthetic Organic Chemistry, Japan
Online ISSN : 1883-6526
Print ISSN : 0037-9980
ISSN-L : 0037-9980
Reactions of α, α'-Azobisisobutyronitrile with Azoxybenzene, Dimethylaniline-N-oxide, and Oxygen
Naoki INAMOTO
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1959 Volume 17 Issue 3 Pages 170-174

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Abstract
1-Cyano-l-methylethyl radicals produced by the decomposition of α, α'-azobisisobutyronitrile attacked the semipolar N→0 bond of azoxybenzene and dimethylaniline-N-oxide yielding hydrogen cyanide, acetone, azobenzene, and dimethylaniline. Sulphone, sulphoxide, triethyl phosphate, and phosphorus oxychloride did not react with this radical. There was a rough parallelism between the amounts of acetone produced and the reductive half-wave potentials of nitro compounds, azoxybenzene, and dimethylaniline-N-oxide.
Oxygen combined with 1-cyano-1-methylethyl radicals in solutions to yield the corresponding peroxy radicals which decompose giving hydrogen cyanide and acetone.
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© The Society of Syhthetic Organic Chemistry, Japan
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