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Question: The products formed in the reaction of (Isopropyl) benzene with O₂ followed by acidification with di...

The products formed in the reaction of (Isopropyl) benzene with O₂ followed by acidification with dil. HCl are

A

Phenol and H₂C=C(OH)CH₃

B

Benzophenone and CH₃OH

C

Phenol and CH₃COCH₃

D

Phenol and H₂C=C(CH₃)₂

Answer

Phenol and CH₃COCH₃

Explanation

Solution

The reaction of isopropylbenzene with O₂ followed by acidification with dilute HCl is the cumene process. It involves autoxidation to cumene hydroperoxide, followed by acid-catalyzed rearrangement (Hock rearrangement) to phenol and acetone. Ph-CH(CH3)2+O2→Ph-C(CH3)2-OOH\text{Ph-CH(CH}_3)_2 + \text{O}_2 \rightarrow \text{Ph-C(CH}_3)_2\text{-OOH} Ph-C(CH3)2-OOH→H+Ph-OH+CH3COCH3\text{Ph-C(CH}_3)_2\text{-OOH} \xrightarrow{\text{H}^+} \text{Ph-OH} + \text{CH}_3\text{COCH}_3