Organic Chemistry · Chapter 7: Aldehydes & Ketones II

Question

Two forms of ____ can form from a ketone.

Answer

Two forms of enolate can form from a ketone.
Two forms of enolate can form from a ketone.
Reasoning: Given a ketone that has two different alkyl groups, each of which may have α-hydrogens, two forms of the enolate can form, with the carbon–carbon double bond between the carbonyl carbon and either the more or less substituted carbon.
Note ↓: Path [1] occurs faster than Path [2] because it results in removal of the less hindered 2° hydrogen, forming an enolate on the less substituted α carbon. Path [2] results in removal of a 3° hydrogen, forming the more stable enolate with the more substituted double bond. This enolate predominates at equilibrium.

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