JEE MainChemistryHaloalkanes and Haloarenes
When isopropylcyclopentane is reacted with Br ₂ in the presence of sunlight, a major monobrominated product P is formed. Compound P is then heated with alcoholic KOH to give a major alkene Q . Identify the structure of Q .
Options
- A1-Isopropylcyclopentene
- BIsopropylidenecyclopentane
- C(Prop-1-en-2-yl)cyclopentane
- D3-Isopropylcyclopentene
Correct answer
B. Isopropylidenecyclopentane
Step-by-step solution
First, we determine the major product P of the photochemical bromination of isopropylcyclopentane. Bromination is highly regioselective and occurs at the position that yields the most stable free radical. Isopropylcyclopentane has two distinct tertiary carbons: one on the cyclopentane ring and one on the isopropyl group. - The radical formed at the ring tertiary carbon is stabilized by 5 -hydrogens (4 from the two adjacent ring CH ₂ groups and 1 from the isopropyl CH group). - The radical formed at the isopropyl te