Enol Formation Mechanism

The enol formation mechanism describes how a carbonyl compound converts into an enol, an important step in keto-enol tautomerism and carbonyl chemistry. Under acid catalysis, the carbonyl oxygen is protonated before water removes an alpha hydrogen, while under base catalysis, a base removes the alpha hydrogen to form an enolate that is then protonated at oxygen. In both pathways, proton transfer shifts the carbonyl double bond to the adjacent carbon-carbon bond, producing an enol with a carbon-carbon double bond and hydroxyl group. This mechanism helps explain alpha-substitution reactions, enolate chemistry, and how reaction conditions influence carbonyl compound reactivity.

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JoVE Core - Cell Biology

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