question_answer

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

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

Correct Answer: C

Solution :

           (i)      (ii)       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.