Q.

When phenol is allowed to react with Br2 in (i) CS2 solution and (ii) in aqueous solution, the resulting compounds are

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a

(i) 2,4,6-tribromophenol and
(ii) o-and p-bromophenol

b

(i) o-and p-bromophenol and
(ii) 2,4,6-tribromophenol

c

(i) m-bromophenol and
(ii) 2, 3, 4-tribromophenol

d

(i) o- and m-bromophenol and
(ii) 2,3,4-tribromophenol

answer is C.

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Detailed Solution

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In aq. solution phenol ionizes to give phenoxide in which highly activates benzene ring and give trisubstituted product while in presence of CS2 an inert solvent phenol is unable to ionize due to which benzene ring is slightly activated. Hence, monosubstituted product is obtained.

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When phenol is allowed to react with Br2 in (i) CS2 solution and (ii) in aqueous solution, the resulting compounds are