Beitrag zur oxydativen Spaltung zyklischer Monoolefine mit Salpetersäure

Abstract

The oxidation of cyclic mono-olefins with nitric acid at temperatures from 60-90 °C with and without a vanadium catalyst has been investigated. On the basis of the isolates intermediate products and the oxidation of corresponding model substances, a reaction mechanism is proposed. In simultaneous steps 1-nitro-2-nitroso-cyclohexane and 1-nitro-2-nitrito-cyclohexane are formed as intermediates and oxidized further to adipic acid and by-products. Only the oxidative degradation of 1-nitro-2-nitrito-cyclohexane to adipic acid is catalyzed by vanadate ions. The rise in selectivity by addition of vanadate ions was in the case of cyclohexene 2.46, cyclooctene 1.43 and cyclodocene 1.22.