Oxidation of n-alkyl-n'-tosylhydrazines to hydroperoxides

N-Alky-N'-tosylhydrazines upon treatment with H₂O₂ and Na₂O₂ give with high yields the corresponding aliphatic hydroperoxides. A discussion on the possible reaction mechanism which involves the formation of an “ion pair” intermediate, is reported. The reaction of tosylhydrazones carried out under simular conditions to give dihydroperoxides and other compounds is also described.