Ammoxidation Reaction of Toluenet

KUNO Koichi, HIRAYAMA Shuji

doi:10.1246/nikkashi.1972.2028

In order to elucidate the role of ammonia in the ammoxidation of toluene over V₂0₅-TiO₂ catalyst, various nitrogen compounds were oxidized with toluene in a flow system (Table 1). Ammoxidation of toluene with ammonia gave 65∼68% yield of benzonitrile at 355°C. However, very poor yields of benzonitrile, namely 3.5∼41.8% were obtained, when primary amines such as aniline, benzylamine, n-butylamine and mono-ethanolamine were used as nitrogen sources in place of ammonia. Benzonitrile was also formed against our expectation in the oxidation reaction of toluene with acetonitrile or dimethylformamide, although its ammount was small. With one exception, relatively high yield of benzonitrile, 54.9% was obtained in the case of formamide (Table 1).<BR>Oxidation of the nitrogen compounds was studied by the pulse reaction method. Ammonia was easily oxidized by catalyst oxygen to nitrogen and water.<BR>Nitrogen compounds adsorbed on catalyst were also oxidized to nitrogen, carbon oxides, water and others. Results indicated that C-N bond in the nitrogen compounds was more stable than C-C, C-H or N-H bond under the reaction conditions. Little differences in the benzonitrile yield between primary amines and other nitrogen compounds were explained by this relatively stable C-N bond.

Ammoxidation Reaction of Toluenet

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