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The Oxygen Transfer Reaction of 4-Acetylazoxybenzenes in Sulfuric Acid

Jiro YAMAMOTO*, Kenji HAMANAKA and Takasi TSUBOI

Department of Materials Science, Faculty of Engineering, Tottori University; Koyama-cho, Tottori-shi 680-8552 Japan

When the starting materials 4-acetyl-ONN- and -NNO-azoxybenzene( and , respectively) were heated in 70/80% sulfuric acid, α/β isomerization and the Wallach rearrangement to 4-acetyl-4'-hydroxyazobenzene (2) were observed. However, neither the o-hydroxyazobenzene nor 4-acetyl azobenzene was detected in the reaction product. The isomerization of was faster than that of , demonstrating the higher themodynamic stability of the latter.



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