JEE Main · 2024 · Shift-ImediumHALO-008

Identify product A and product B:

Haloalkanes & Haloarenes · Class 12 · JEE Main Previous Year Question

Question

Identify product A and product B: image

Options
  1. a

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  2. b

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  3. c

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  4. d

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Correct Answerd

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Detailed Solution

Step 1: Benzene + Cl₂ under UV light (hν)

Under UV light (photochemical conditions), benzene undergoes addition reaction (not substitution).

The reaction is: \cebenzene+Cl2>[hv]chlorocyclohexene\ce{benzene + Cl2 ->[hv] chlorocyclohexene}

This is a photochemical addition where one \ceCl2\ce{Cl2} 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 \ceCCl4\ce{CCl4} as solvent with \ceCl2\ce{Cl2}:

  • If there's no catalyst (like \ceFeCl3\ce{FeCl3}), and no light, minimal reaction occurs
  • But if we're comparing with UV light condition, the \ceCCl4\ce{CCl4} 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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Identify product A and product B: (JEE Main 2024) | Canvas Classes