Acetophenone when reacted with a base, C2H5ONa, yields a stable compound which has the structure:
A
C6H5−C(CH3)=CH−CO−C6H5 (Dypnone)
B
C6H5−CH=CH−CO−C6H5 (Chalcone)
C
C6H5−CO−CH2−CH(OH)−C6H5
D
C6H5−C(CH3)2−CO−C6H5
Step-by-Step Solution
Acetophenone (C6H5COCH3) possesses α-hydrogen atoms. In the presence of a base like sodium ethoxide (C2H5ONa), it undergoes a self-condensation reaction known as Aldol Condensation.
Enolate Formation: The base abstracts an α-proton from one molecule of acetophenone to form an enolate ion.
Nucleophilic Attack: This enolate ion attacks the carbonyl carbon of another acetophenone molecule to form a β-hydroxy ketone (aldol adduct).
Dehydration: Due to the presence of the aromatic ring and the conjugation possibilities, the intermediate readily loses a water molecule (dehydration) to form a stable α,β-unsaturated ketone called Dypnone (1,3-diphenylbut-2-en-1-one).