Question:

Reaction of iso-propylbenzene with O2 followed by the treatment with H3O+ forms phenol and a by-product P. Reaction of P with 3 equivalents of Cl2 gives compound Q. Treatment of Q with Ca(OH)2 produces compound R and calcium salt S.
The correct statement(s) regarding P, Q, R and S is(are)

Updated On: Mar 7, 2025
  • Reaction of P with R in the presence of KOH followed by acidification gives
    Reaction of P with R in the presence of KOH
  • Reaction of R with O2 in the presence of light gives phosgene gas
  • Q reacts with aqueous NaOH to produce Cl3CCH2OH and Cl3CCOONa
  • S on heating gives P
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The Correct Option is A, B, D

Solution and Explanation

Step 1: Understanding the Formation of P 

The oxidation of iso-propylbenzene (cumene) in the presence of \( O_2 \) and acidic hydrolysis leads to the formation of phenol and acetone (P).

Step 2: Formation of Q

Reaction of P (acetone) with three equivalents of chlorine (\( Cl_2 \)) leads to the formation of trichloroacetone (Q).

Step 3: Formation of R and S

Treatment of Q with \( Ca(OH)_2 \) results in hydrolysis to form:

  • Chloroform (R)
  • Calcium acetate (S)

Step 4: Verifying the Statements

  • (A) P reacts with R (chloroform) in the presence of \( KOH \), leading to a condensation reaction forming the given compound.
  • (B) R (chloroform) undergoes photochemical oxidation with \( O_2 \) to produce phosgene gas.
  • (C) Q does not react with \( NaOH \) to form the given products.
  • (D) S (calcium acetate) upon heating produces acetone (P).

Conclusion:

The statements have been analyzed, and the correct ones are identified.

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