Single correct option
Benzene is treated with and anhydrous , and the major product is then heated with hot alkaline followed by acidification. The final major organic product is
- A. benzoic acid
- B. tert-butylbenzene
- C. isobutylbenzene
- D. phthalic acid
Show answer and solution
Answer: (B) tert-butylbenzene
The primary carbocation from isobutyl chloride undergoes a 1,2-hydride shift to the more stable tertiary carbocation , so Friedel-Crafts gives tert-butylbenzene, not isobutylbenzene. Side-chain oxidation by requires at least one benzylic hydrogen; the benzylic carbon of the tert-butyl group has none, so the side chain survives and the ring is not attacked. The final product is unchanged tert-butylbenzene.
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