Q.

Identify the major products P, Q and R in the following sequence of reactions:

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a

 

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b

 

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c

 

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d

 

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answer is D.

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Detailed Solution

Reaction Sequence Analysis

Step 1: Friedel-Crafts Alkylation

The benzene reacts with CH₃CH₂CH₂Cl (1-chloropropane) in the presence of anhydrous AlCl₃. This reaction involves the formation of a carbocation as an intermediate.

  • The 1° propyl carbocation rearranges to form a more stable 2° isopropyl carbocation (CH(CH₃)₂⁺).
  • The benzene ring undergoes electrophilic substitution with this isopropyl carbocation, resulting in isopropylbenzene (cumene) as the product P.

P = C₆H₅CH(CH₃)₂ (isopropylbenzene or cumene)

Step 2: Oxidation

Isopropylbenzene (cumene) is oxidized with O₂ to form cumene hydroperoxide.

This step follows the mechanism of autoxidation, where the benzene ring remains intact, and a peroxide group attaches to the isopropyl side chain.

Step 3: Acidic Hydrolysis

The cumene hydroperoxide undergoes hydrolysis in the presence of H₃O⁺/Δ (acid and heat), breaking down into:

  • Phenol (C₆H₅OH), labeled as Q.
  • Acetone (CH₃–CO–CH₃), labeled as R.

Final Products

  • P = C₆H₅CH(CH₃)₂ (isopropylbenzene or cumene)
  • Q = C₆H₅OH (phenol)
  • R = CH₃–CO–CH₃ (acetone)

Correct Option: D

The given answer matches the reaction pathway described above.

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