Interpretation:
To draw resonance structure of the enolate that is formed and to explain why enolate formation is nearly complete when sodium ethoxide is used.
Concept introduction:
Keto-enol isomerization is possible when a keto group present in the compound has a movable hydrogen atom in the next carbon attached to the carbonyl group. This occurs generally in almost all keto compounds where a chemical equilibria is present between the keto and enol form of the compound. Conversion of keto to its enol form is known as keto-enol tautomerisation. Deprotonation using base results in the formation of enolate ion. If the negative charge is delocalized in more number of atoms that resonance structure is more stable.
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Chapter 21 Solutions
ORGANIC CHEMISTRY (LL)-W/WILEYPLUS
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