Question
Chemistry Question on Aldehydes, Ketones and Carboxylic Acids
Aldol condensation between which of the following compounds followed by dehydration gives 4-Methylpent-3-en-2-one.
Two Molecules of CH3COCH3
Two Molecules of CH3CHO
CH3CHO and HCO
CH3CHO and CH COCH
Two Molecules of CH3COCH3
Solution
The structure of 4-Methylpent-3-en-2-one suggests that it is derived from a pentanone (5-carbon ketone) with a methyl group attached to the fourth carbon and a double bond between the third and fourth carbon.
Among the given options, the correct choice is (A) Two molecules of CH3COCH3 (acetone).
In this case, acetone (CH3COCH3) acts as both the enol and the carbonyl compound. The aldol condensation between two molecules of acetone can form a β-hydroxy ketone intermediate. Subsequent dehydration of the β-hydroxy ketone will lead to the formation of 4-Methylpent-3-en-2-one.
Therefore, the correct choice is (A) Two molecules of CH3COCH3 (acetone).