MolSynapsequestion bank
MolSynapse / Question bank / Hydrocarbons / Ozonolysis and oxidative cleavage
JEE Main levelSingle correct optionDifficulty 2 of 3hc046

Which of the following does NOT give benzoic acid on oxidation with hot alkaline followed by acidification?

  1. Atert-butylbenzene
  2. Btoluene
  3. Cethylbenzene
  4. Disopropylbenzene (cumene)

Answer: A

Side-chain oxidation requires at least one benzylic hydrogen. Toluene, ethylbenzene and cumene each have a benzylic C-H and are oxidised to benzoic acid. tert-Butylbenzene has no benzylic hydrogen and is unaffected.
Practice Hydrocarbons More on Ozonolysis and oxidative cleavage

More questions on Ozonolysis and oxidative cleavage