Question:


Identify the reagent(s) 'A' and condition(s) for the reaction

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Chlorine on the allylic positions under UV light proceeds by a free-radical (substitution) path, retaining the C=C.
Updated On: Nov 4, 2026
  • A = HCl, \(\mathrm{ZnCl_2}\)
  • A = HCl; Anhydrous \(\mathrm{AlCl_3}\)
  • A = \(\mathrm{Cl_2}\); UV light
  • A = \(\mathrm{Cl_2}\); dark, Anhydrous \(\mathrm{AlCl_3}\)
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The Correct Option is C

Solution and Explanation

In the product the double bond of cyclohexene is retained and chlorine atoms sit on the carbons adjacent to the double bond (allylic positions).
Substitution of allylic hydrogens occurs through a free-radical chain mechanism, which needs \(\mathrm{Cl_2}\) with UV light (or heat).
HCl/\(\mathrm{ZnCl_2}\) (Lucas reagent) converts alcohols to chlorides, HCl would add across the C=C, and \(\mathrm{Cl_2}\)/\(\mathrm{AlCl_3}\) in the dark is the ionic electrophilic path (aromatic substitution or addition), not allylic substitution.
Answer: (3) A = \(\mathrm{Cl_2}\); UV light
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