In the following reaction sequence, the major product Q is
Correct Answer :
Solution :
The correct option is Option 4.
Let's break down the reaction sequence step-by-step to determine the identity of the major product Q:
Step 1: Conversion of L-Glucose to Benzene (P)
When L-glucose is heated with concentrated hydrogen iodide (), it undergoes complete reduction of all hydroxyl groups and the carbonyl group to yield -hexane as the major hydrocarbon product:
When -hexane is treated with chromium oxide () at 775 K under 10–20 atm pressure, it undergoes dehydrogenation and cyclization (aromatization) to form benzene:
Step 2: Free Radical Addition to form Product Q
When benzene () is reacted with excess chlorine () in the presence of ultraviolet (UV) light, it undergoes a free-radical addition reaction rather than substitution. The three conjugated double bonds in the benzene ring add three molecules of chlorine to produce 1,2,3,4,5,6-hexachlorocyclohexane (commonly known as benzene hexachloride, BHC, Lindane, or Gammaxene):
The chemical structure of this addition product, 1,2,3,4,5,6-hexachlorocyclohexane, has chlorine atoms attached to all six carbons of a saturated cyclohexane ring, which corresponds precisely to the structure shown in Option 4.
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