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JEE Main levelOne or more correct optionsDifficulty 2 of 3hc213

Which of the following, on vigorous oxidation with hot alkaline followed by acidification, give benzoic acid?

  1. AToluene
  2. BEthylbenzene
  3. CIsopropylbenzene (cumene)
  4. Dtert-Butylbenzene

Answer: A, B, C

Side-chain oxidation requires at least one benzylic hydrogen. Toluene, ethylbenzene and cumene all have one and give benzoic acid. In tert-butylbenzene the benzylic carbon is quaternary, so the side chain is not oxidised.
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