24. Enolate Chemistry: Reactions at the Alpha-Carbon

Draw a structure for each of the following: d. the enol tautomer of cyclopentanone

Phenylacetone can form two different enols.

(c) Propose mechanisms for the formation of the second enol in base.

Which of the following pairs are keto–enol tautomers?

d.

e.

What is the major product of the following reactions?

d.

Phenylacetone can form two different enols.

(c) Propose mechanisms for the formation of the second enol in acid.

Using cyclopentanone as the reactant, show the product of a. acid-catalyzed keto–enol interconversion.

Propose a mechanism for each of the following reactions:

b.

Phenylacetone can form two different enols.

(c) Propose mechanisms for the formation of the first enol in acid.