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JEE Advanced levelOne or more correct optionsDifficulty 3 of 3hc270

The alkene shown gives a single carbonyl compound on ozonolysis with reductive work-up. Which of the alkenes in the options also give only a single carbonyl compound (count compounds, not molecules)?

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

Answer: B, D

The compound shown is but-2-ene, which gives only ethanal. A single compound results when the alkene is symmetrical, or when it is a ring (giving one dialdehyde). 2,3-Dimethylbut-2-ene gives only propanone and cyclohexene gives only hexanedial. Pent-2-ene gives propanal and ethanal, and 2-methylpropene gives propanone and methanal.
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