Problem 739

Problem # 739

Carbonyls are in equilibrium with their enol forms. An enolate is the deprotonated form of an enol.

Enolates are formed from carbonyls under basic conditions.

Let's go through this equilibrium under basic conditions. Draw a mechanism using curved arrows for each reaction below.

Remember that under basic conditions, most species are either neutral or negatively charged, and rarely positively charged. So your structures will contain either ROH or RO-, but not ROH2+.


a) Carbonyl to Enolate (basic)


b) Enolate to Carbonyl (basic)