JEE Main levelSingle correct optionDifficulty 2 of 3hc046
Which of the following does NOT give benzoic acid on oxidation with hot alkaline KMnOX4 followed by acidification?
Atert-butylbenzene
Btoluene
Cethylbenzene
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.