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JEE MainChemistryGeneral Organic Chemistry

Consider the following compounds given by their IUPAC names: (I) 1-(bromomethylene)-4-methylcyclohexane (II) 1-(bromomethylene)-3-methylcyclohexane (III) 1-bromo-4-methylcyclohexane (IV) 1-bromo-1-methylcyclohexane How many of the above compounds exhibit geometrical isomerism?

Options

  1. A1
  2. B3
  3. C4
  4. D2

Correct answer

D. 2

Step-by-step solution

To determine which compounds exhibit geometrical isomerism (GI), we evaluate their structures: (I) 1-(bromomethylene)-4-methylcyclohexane: This compound has an exocyclic double bond. The exocyclic carbon is attached to H and Br (two different groups). However, the ring carbon (C1) is attached to two identical paths around the ring because the molecule has a plane of symmetry passing through C1 and C4. Therefore, it does not show GI. (II) 1-(bromomethylene)-3-methylcyclohexane: This also has an exocyclic double bond

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