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JEE Advanced levelSingle correct optionDifficulty 3 of 3si269

The terpene shown is treated with excess followed by /, cleaving both C=C bonds. How many different organic compounds are formed (count the stereoisomers of the one chiral centre as one compound)?

  1. A
  2. B
  3. C
  4. D

Answer: B

The compound shown is limonene. Cleavage of the isopropenyl group releases methanal; cleavage of the ring C=C opens the ring and gives one open-chain compound containing a ketone, an aldehyde and a second ketone (three C=O groups). That is 2 different compounds, not 3.
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