Abstract
In one of our early works, it was found that some onium salt type compounds exerted a strong catalytic effect on the oxidation of hydrocarbons. In the present work, the liquid phase oxidation of tetralin and p-xylene with oxygen was carried out in details in the presence of the onium salt type catalysts such as tetra-n-butylphosphonium, triphenylsulfonium, and tetraphenylphosphonium chlorides or bromides. By the use of these catalysts, tetralin was oxidized to tetralin hydroperoxide and p-xylene was converted to p-toluic acid and p-toluic aldehyde in mild conditions. The effect of triphenylsulfonium halides was more active than that of tetraphenyl-phosphonium halides and in particular the chlorides indicated an excellent ability in the oxidation.
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