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.File in questo prodotto:
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