The rates of iodination of 2-acetylimidazole (2AI) are independent of iodine concentration and the reaction is general base-catalysed. This shows that the rate-determining step is the enolisation or ionisation of the C-H bond adjacent to the carbonyl group. In dilute hydrochloric acid and in acetate buffers the enolisation of 2AI occurs with N-protonation rather than O-protonation.

Acid-base and metal ion catalysis in the enolisation of 2-acetylimidazole

DE MARIA, Paolo;FONTANA, Antonella;
1996-01-01

Abstract

The rates of iodination of 2-acetylimidazole (2AI) are independent of iodine concentration and the reaction is general base-catalysed. This shows that the rate-determining step is the enolisation or ionisation of the C-H bond adjacent to the carbonyl group. In dilute hydrochloric acid and in acetate buffers the enolisation of 2AI occurs with N-protonation rather than O-protonation.
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11564/120286
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