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JEE Advanced · 2009 · 12 Apr 2009 · Paper 2 · General Organic Chemistry

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The total number of cyclic structural as well as stereo isomers possible for a compound with the molecular formula is

Answer: 7

Solution

Cyclic isomers of include:
  1. Cyclopentane
  2. Methylcyclobutane
  3. 1,1-Dimethylcyclopropane
  4. 1,2-Dimethylcyclopropane (cis)
  5. 1,2-Dimethylcyclopropane (trans)
  6. Ethylcyclopropane (has one chiral center, giving 2 enantiomers counted as 1 pair)

The 1,2-dimethylcyclopropane has cis-trans isomers (2 isomers) and the trans form has a chiral center (1 optical isomer pair). Total = 7 distinct isomers.

JEE Advanced · 2009 · 12 Apr 2009 · Paper 2 · Integer answer

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