Enol - Keto-enol Tautomerism - Tautomerism in Multi-carbonyl Compounds

Tautomerism in Multi-carbonyl Compounds

In 1,3-dicarbonyl and 1,3,5-tricarbonyl compounds, however, the (mono-)enol form predominates. This is due to intramolecular hydrogen bonding and possibly to an easy internal proton transfer.

Thus, at equilibrium, over 99% of propanedial (OHCCH2CHO) molecules exist as the mono-enol. The percentage is lower for 1,3-aldehyde ketones and diketones (acetylacetone, for example, 80% enol form).

Read more about this topic:  Enol, Keto-enol Tautomerism

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