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The heterogeneous catalyzed ammoximation of cyclohexanone on titanium silicalite catalyst has been studied. Cyclohexanone oxime is formed by reaction of cyclohexanone with ammonia and hydrogen peroxide. The organic by-products formed in the reaction have been studied and the following products were identified: nitrocyclohexane, cyclohexenylcyclohexanone, cyclohexenone oxime and cyclohexanone azine. The effect of some reaction parameters on by-products formation have been investigated. Experiments have been performed to verify if these by-products are due to side or consecutive reactions and derive from non-catalyzed or catalyzed reactions.

In the new EniChem process cyclohexanone oxime is directly synthesized by ammoximation of cyclohexanone with ammonia and hydrogen peroxide on titanium silicalite catalyst. The ammoximation reaction is suitable for the synthesis of several oximes by reaction of the corresponding ketones with ammonia and hydrogen peroxide on titanium silicalite. New results on ketones ammoximation and on reaction byproducts are reported. The effect of some reaction parameters on the oxime yield and on byproducts formation is discussed.