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NEET CHEMISTRYHard

In a basic medium, acetophenone yields a stable compound A with C2H5ONaC_2H_5ONa. The structure of A is:

A

Option 1 (Image Missing: Likely Dypnone/1,3-diphenyl-2-buten-1-one)

B

Option 2 (Image Missing)

C

Option 3: 4.

D

Option 4 (Image Missing)

Step-by-Step Solution

Acetophenone (C6H5COCH3C_6H_5COCH_3) contains α\alpha-hydrogens. In the presence of a strong base like sodium ethoxide (C2H5ONaC_2H_5ONa), it undergoes self-condensation (Aldol condensation).

  1. Enolate Formation: The base abstracts an α\alpha-proton from one molecule of acetophenone to form an enolate ion.
  2. Nucleophilic Attack: The enolate attacks the carbonyl carbon of another acetophenone molecule.
  3. Dehydration: The initial aldol product (eta-hydroxy ketone) loses a water molecule upon heating or in the stable basic medium to form an α,β\alpha,\beta-unsaturated ketone.

The final product is 1,3-Diphenyl-2-buten-1-one (common name: Dypnone).

Reaction: 2C6H5COCH3C2H5ONaC6H5C(CH3)=CHCOC6H5+H2O2 C_6H_5COCH_3 \xrightarrow{C_2H_5ONa} C_6H_5C(CH_3)=CHCOC_6H_5 + H_2O

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