MolSynapsequestion bank
MolSynapse / Question bank / Aldehydes, Ketones and Carboxylic Acids / Reduction, oxidation and HVZ products of drawn carbonyls and acids
JEE Advanced levelOne or more correct optionsDifficulty 3 of 3co258

The aryl alkane shown is heated with hot alkaline and then acidified. Which statements are correct?

  1. AThe ethyl group is oxidised to COOH
  2. BThe tert-butyl group survives because its benzylic carbon has no hydrogen
  3. CThe organic product has molecular formula
  4. DThe product is benzene-1,4-dicarboxylic acid

Answer: A, B, C

The drawn compound is 1-tert-butyl-4-ethylbenzene. Side-chain oxidation needs at least one benzylic C-H: the ethyl CH2 qualifies, the quaternary benzylic carbon of tert-butyl does not. The product is 4-tert-butylbenzoic acid, C11H14O2 (RDKit formula). Terephthalic acid would need both groups oxidised, so statement 4 is wrong.
Practice Aldehydes, Ketones and Carboxylic Acids More on Reduction, oxidation and HVZ products of drawn carbonyls and acids
Previous questionNext question

More questions on Reduction, oxidation and HVZ products of drawn carbonyls and acids