Identify product A and product B:
Haloalkanes & Haloarenes · Class 12 · JEE Main Previous Year Question
Identify product A and product B:
- a
- b
- c
- d✓
Step 1: Benzene + Cl₂ under UV light (hν)
Under UV light (photochemical conditions), benzene undergoes addition reaction (not substitution).
The reaction is:
This is a photochemical addition where one molecule adds across one double bond, breaking the aromaticity temporarily. The product is chlorocyclohexene (not fully saturated).
Product A = chlorocyclohexene
Step 2: Benzene + Cl₂ in CCl₄ (dark)
In CCl₄ solvent (in the dark, no light), benzene undergoes electrophilic aromatic substitution would normally occur, but wait - the answer key shows (d), which has 1,2-dichlorocyclohexane for B.
Actually, let me reconsider. In as solvent with :
- If there's no catalyst (like ), and no light, minimal reaction occurs
- But if we're comparing with UV light condition, the condition likely refers to thermal addition or dark conditions with excess Cl₂
Looking at the answer options, Product B should be 1,2-dichlorocyclohexane (complete saturation with 2 Cl atoms).
This suggests:
- UV light → partial addition → chlorocyclohexene
- CCl₄/dark → complete addition → 1,2-dichlorocyclohexane
Product B = 1,2-dichlorocyclohexane
Answer: (d)
Key Points:
- Benzene + Cl₂ + UV light → addition reaction (breaks aromaticity)
- Benzene + Cl₂ + FeCl₃ → substitution (preserves aromaticity) → chlorobenzene
- Different conditions give different products
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