Question

Of the following, which is the product formed when cyclohexanone undergoes aldol condensation followed by heating?

• A.
• B.
• C.
• D.

Answer 1

The Correct Option is B

Aldol condensation is a reaction in which an enolate ion reacts with a carbonyl compound to form a β-hydroxy ketone or aldehyde, followed by dehydration to give a conjugated enone. Let's analyze the reaction involving cyclohexanone:

1. Step 1: Formation of Enolate Ion

   Cyclohexanone acts as the starting carbonyl compound. In the presence of a base, cyclohexanone will form an enolate ion.

2. Step 2: Nucleophilic Attack

   The enolate ion formed in step 1 attacks another molecule of cyclohexanone at the carbonyl carbon, resulting in the formation of a β-hydroxy ketone.

3. Step 3: Dehydration

   Upon heating, the β-hydroxy ketone undergoes dehydration (loss of a water molecule) to form a conjugated enone. In this case, the product is a molecule with a conjugated double bond in the ring structure.

The correct product formed when cyclohexanone undergoes aldol condensation followed by heating is the structure depicted in the correct answer option: a cyclohexene derivative with a conjugated double bond in the ring.

This solution aligns with the final conjugated structure provided in the option with the data source ID "6641b86c227a003b203951a3". The other options either fail to show a dehydration product or depict incorrect structures not aligning with the expected mechanism and outcome of aldol condensation followed by heating.