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JEE Advanced levelSingle correct optionDifficulty 3 of 3hc271

Reductive ozonolysis of a hydrocarbon X gives methanal and the compound shown, and nothing else. Which structure is X?

  1. AStructure A
  2. BStructure B
  3. CStructure C
  4. DStructure D

Answer: A

The compound shown is propanedial. Two methanal molecules plus one propanedial indicate a skeleton , penta-1,4-diene. Cyclohexa-1,4-diene gives only propanedial and no methanal, the conjugated diene gives ethanedial and ethanal, and hexa-1,5-diene gives butanedial.
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