MolSynapsequestion bank
MolSynapse / Question bank / IUPAC Nomenclature and Structural Isomerism / Nomenclature of bicyclic, spiro and aromatic compounds
JEE Advanced levelSingle correct optionDifficulty 3 of 3nm152

In the bicyclo[3.2.1]octane skeleton a C=C bond lies in the two-carbon bridge. The correct name is

  1. Abicyclo[3.2.1]oct-7-ene
  2. Bbicyclo[3.2.1]oct-6-ene
  3. Cbicyclo[3.2.1]oct-3-ene
  4. Dbicyclo[3.2.1]oct-2-ene

Answer: B

Numbering runs through the longest bridge first (C-2 to C-4), then the bridgehead C-5, then the two-carbon bridge C-6 and C-7, and finally C-8. A double bond in the two-carbon bridge therefore joins C-6 and C-7 and takes the locant 6 (the lower of the two).
Practice IUPAC Nomenclature and Structural Isomerism More on Nomenclature of bicyclic, spiro and aromatic compounds
Previous questionNext question

More questions on Nomenclature of bicyclic, spiro and aromatic compounds