Among the following, the reaction that proceeds through an electrophilic substitution, is :
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Answer
(4) [figure]
Solution
(1) Benzene + Cl2 in UV light gives benzene hexachloride (BHC) by free radical addition.
(2) Benzyl alcohol + HCl gives benzyl chloride by nucleophilic substitution (Cl- replaces –OH).
(3) C6H5N2+Cl- with Cu2Cl2 (Sandmeyer reaction): N2 is replaced by Cl, not an electrophilic substitution.
(4) As per NCERT, in halogenation of benzene the Lewis acid gives the electrophile:
Cl2 + AlCl3 Cl+ + [AlCl4]-
Cl+ attacks the ring and H+ is lost ⇒ chlorobenzene + HCl ⇒ electrophilic substitution.
Answer: (4)