Question

When phenol is allowed to react with $B r _ { 2 }$ in (i) $C S _ { 2 }$ solution and (ii) in aqueous solution, the resulting compounds are

• A. (i) 2, 4, 6-tribromophenol and (ii) o - and p-bromophenol
• B. (i) m-bromophenol and (ii) 2, 3, 4-tribromophenol
• C. (i) o-and p-bromophenol and (ii) 2, 4, 6-tribromophenol
• D. (i) o- and m-bromophenol and (ii) 2, 3, 4-tribromophenol

Answer 1

Answer: (C)

(i) o-and p-bromophenol and

$ii$ 2, 4, 6-tribromophenol

Answer 2

In aq. solution phenol ionize to give phenoxide in which highly activates benzene ring and give trisubstituted product while in presence of $C S _ { 2 }$ an inert solvent phenol is unable to ionize due to which benzene ring is slightly activated. Hence, monosubstituted product is obtained.