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JEE Advanced levelSingle correct optionDifficulty 3 of 3nm259

What is the name of the compound shown? Give the double bond the lowest locant, then the substituent.

  1. A3-methylbicyclo[2.2.2]oct-2-ene
  2. B1-methylbicyclo[2.2.2]oct-2-ene
  3. C2-methylbicyclo[2.2.2]oct-2-ene
  4. D5-methylbicyclo[2.2.2]oct-5-ene

Answer: C

The compound is 2-methylbicyclo[2.2.2]oct-2-ene. Numbering starts at the bridgehead next to the methylated alkene carbon and runs along the bridge that contains the double bond, so the C=C is at 2 and the methyl at 2 (not 3). Putting the double bond or methyl in a later bridge (5) raises the locants.
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