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Azo bond hydrogenation with hydrazine, R-NHNH2, and hydrazobenzene
Authors:William M Koppes  Jimmie C Oxley  James L Smith
Institution:a Naval Surface Warfare Center, Indian Head Division, Indian Head, MD, United States
b Department of Chemistry, University of Rhode Island, Kingston, RI, United States
Abstract:Hydrogenation of azo bonds with hydrazine, mono-substituted hydrazine, and hydrazobenzene was studied with selected diazene compounds under oxygen-free conditions. The reactions proceed rapidly and in high yield in several solvents, utilizing all N-H protons. While the reduction process is accompanied by the evolution of nitrogen gas in the case of N2H4, the intermediacy of diimide could not be confirmed by standard trapping experiments.
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