Problem 738

Problem # 738

Carbonyls are in equilibrium with their enol forms. This process is called keto-enol tautomerization.

This equilibrium happens in both acid and base.

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

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


a) Carbonyl to Enol (acidic)


b) Enol to Carbonyl (acidic)