Question

What aldol addition product is formed from each of the following compounds?

1. 
2. 
3. 

Short answer

An aldol addition reaction occurs between two molecules of ketone or aldehyde.A new C-C bond is formed between α -carbon of one molecule (acts as a nucleophile) and the carbon that was originally the carbonyl carbon of another molecule (acts as an electrophile).

1. 
2. 
3. 

Step-by-step solution

Aldol addition

An aldol addition reaction occurs between two molecules of ketone or aldehyde.A new C-C bond is formed between α -carbon of one molecule (acts as a nucleophile) and the carbon that was originally the carbonyl carbon of another molecule (acts as an electrophile).

An aldol addition product formed from compound (a)

a. An aldol addition product is formed when two aldehyde molecules are taken. A new C-C bond is formed in which the carbon bonded to OH is adjacent to the carbon attached to the CH=O group. As the reactant is an aldehyde, the product formed is ß -hydroxyaldehyde.

An aldol addition reaction (a)

An aldol addition product formed from compound (b)

b. An aldol addition product is formed when two molecules of a given ketone are added. A new C-C single bond is formed in which the carbon bonded to OH is adjacent to the carbon attached to the C=O group. As the reactant is a ketone, the product formed is ß -hydroxyketone.

An aldol addition reaction (b)

An aldol addition product formed from compound (c)

c. When two molecules of cyclohexanone(ketone) are added, an aldol addition reaction occurs. A new C-C single bond is formed in which the carbon bonded to OH is adjacent to the carbon attached to the C=O group. As the reactant is a ketone, the product formed is ß -hydroxyketone.

An aldol addition reaction (c)