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2 Cards in this Set
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How are keto tautomers converted to enol tautomers?
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acid catalyzed:
-protonated intermediate can lose H+ from either Oxygen atom or from alpha carbon to yield enol tautomer -only alpha hydrogens are acidic because it is resonance stabilized base-catalyzed: -intermediate is an enolate ion |
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What happens in carbonyl alpha substitution reaction of an enol?
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enol is formed with acid catalysis
C=C bond of enol attacks an electrophile forming C-E bond and a resonance stabilized intermediate loss of H+ from Oxygen yields a neutral alpha-substitution and restores C=O acid-catalyzed alpha halogenation of aldehydes and ketones is a common lab reaction: -alpha halogenation of ketones in marine alga |
