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JEE Advanced levelOne or more correct optionsDifficulty 3 of 3hc274

The compound shown is heated with hot alkaline and the mixture is then acidified. Which statements are correct?

  1. AThe final product is benzene-1,4-dicarboxylic acid.
  2. BThe isopropyl group is converted into an acetyl group.
  3. COxidation of each side chain requires at least one benzylic hydrogen.
  4. DThe final product has molecular formula .

Answer: A, C, D

The compound shown is p-cymene. The methyl and isopropyl groups both have benzylic hydrogens and are fully oxidised to , giving terephthalic acid, . The isopropyl group is not left as acetyl because the side chain is degraded down to the carbon attached to the ring.
Practice Hydrocarbons More on Alkene identification from ozonolysis data and side-chain oxidation of alkylbenzenes

More questions on Alkene identification from ozonolysis data and side-chain oxidation of alkylbenzenes