Question Details

In the following reaction sequence, the major product Q is



Options

A

B

C

D

Show Answer

Correct Answer :

Option D

Solution :

The correct option is:

Step 1: Reduction of L-Glucose to n-hexane
When L-Glucose is prolonged heated with hydroiodic acid (HI and Δ), all hydroxyl groups and the carbonyl functional group undergo complete reduction to yield n-hexane:

C 6 H 12 O 6 Δ HI CH 3 ( CH 2 ) 4 CH 3

Step 2: Aromatization to form Benzene (Product P)
When n-hexane is heated with chromium oxide catalyst (Cr2O3) at high temperature (775 K) and high pressure (10–20 atm), it undergoes dehydrogenation and cyclization (aromatization) to form benzene (C6H6). Thus, intermediate P is Benzene.

Step 3: Free-radical addition reaction to form Product Q
When benzene reacts with excess chlorine (Cl2) under ultraviolet light (UV) in the absence of a Lewis acid catalyst (like anhydrous FeCl3), free-radical addition occurs across the aromatic double bonds instead of electrophilic substitution. Three molecules of chlorine add to benzene, forming Benzene Hexachloride (BHC), chemically known as 1,2,3,4,5,6-hexachlorocyclohexane (C6H6Cl6).

C 6 H 6 + 3 Cl 2 UV light C 6 H 6 Cl 6

Therefore, the major final product Q is hexachlorocyclohexane, represented by the structure with a cyclohexane ring containing chlorine atoms bonded to all six carbon atoms.

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