Enols, enolates and α-carbon reactivity
Removal of an α proton from a suitable carbonyl compound forms an enolate whose charge is distributed between oxygen and carbon by conjugation.
Key knowledge
Removal of an α proton from a suitable carbonyl compound forms an enolate whose charge is distributed between oxygen and carbon by conjugation. Enol–carbonyl tautomerization changes proton placement and bonding; it is distinct from resonance. Enolate carbon or oxygen can react according to reagent and conditions.
Conditions and scope
- Formation depends on relative acid/base equilibria, solvent and substituents.
- A resonance drawing is not an interconverting molecular isomer; tautomer ratios need not favour the enol.
Sources · 2
References
Sources retain their recorded scope. A source link alone does not establish verification of every statement.
Evidence and review
Inspected α acidity, enolate resonance and tautomer distinction.
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Entry details
Permanent link to this entry ↗- Record identity
- uni-chem-enol-enolate
- Revision
- core.1
- Structured reference record
- University core expansion