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
- A1
- B3
- C4
- 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