ORGANIC CHEMISTRY 354
ALPHA SUBSTITUTION
KETO-ENOL TAUTOMERIZATION
- KETONES, ALDEHYDES, ESTERS AND OTHER CARBONYLS UNDERGO
REACTIONS
AT ALKYL CARBONS THAT ALKANES DO NOT UNDERGO!
- NOTE: REACTS ONLY AT THE ALPHA POSITION!
- WHY?
- FORMS ENOL OR ENOLATE ANION INTERMEDIATES.
- REVIEW KETO-ENOL TAUTOMERISM
- MOST KETONES ARE
ALMOST EXCLUSIVELY KETO
- MECHANISM FOR TAUTOMERIZATION
- WHAT DO ENOLS DO IN GENERAL?
- ALPHA-HALOGENATION
USEFUL IN SYNTHESIS FOR
PREPARATION OF UNSATURATED KETONES.
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