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Enolate anion

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An enolate anion is an anion derived by loss of a proton from the alpha carbon of a carbonyl group; it is the anion of an enol.

For instance, a base abstracts one proton from acetone to form enolate anion.

The enolate anion is stabilized by resonance and therefore the alpha hydrogen is acidic.

See also

Enolate anions undergo the Mannich reaction with imminium ions.