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Unformatted text preview: Keto-Enol Tautomerization vs. Enolate Resonance Keto-Enol Tautomerization
O H H3C C H Enol Acid or Base H Keto form Enolate Resonance
O H H3C H Keto form -hydrogen pKa = 18-20 C H Resonance Stabilized Enolate Anion O H Diazomethane reaction
H O H H3C O H C N N Diazomethane contributing structures Amide Resonance VERY IMPORTANT!!!!!!
O H H3C N H O H H3C N H ...
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