Question
Read the passage given below and answer the following questions:
Although chlorobenzene is inert to nucleophilic substitution, however it gives quantitative yield of phenol when heated with aq. $Na OH$ at high temperature and under high pressure. As far as electrophilic substitution in phenol is concemed the — $OH$ group is an activating group, hence, its presence enhances the electrophilic substitution at $o -$ and $p -$ positions.
The following questions are multiple choice questions. Choose the most appropriate answer:
Although chlorobenzene is inert to nucleophilic substitution, however it gives quantitative yield of phenol when heated with aq. $Na OH$ at high temperature and under high pressure. As far as electrophilic substitution in phenol is concemed the — $OH$ group is an activating group, hence, its presence enhances the electrophilic substitution at $o -$ and $p -$ positions.
The following questions are multiple choice questions. Choose the most appropriate answer:
- Conversion of chlorobenzene into phenol involves:
- Modified $S_N1$ mechanism.
- Modified $S_N2$ mechanism.
- Both $(a)$ and $(b).$
- Elimination$-$addition mechanism.
- Phenol undergoes electrophilic substitution more readily than benzene because:
- The intermediate carbocation is a resonance hybrid of more resonating structures than that from benzene.
- The intermediate is more stable as it has positive charge on oxygen, which can be better accommodated than on carbon.
- In one of the canonical structures, every atom $($except hydrogen$)$ has complete octet.
- The $— OH$ group is $o, p-$directing which like all other $o, p -$ directing group, is activating.
- Phenol on treatment with excess of cone. $HNO_3$ gives:
- $O -$ nitrophenol.
- $P -$ nitrophenol.
- $O -$ and $p -$ nitrophenol.
- $2, 4, 6 -$ trinitrophenol.
- Phenol is heated with a solution of mixture of $KBr$ and $KBrO_3.$ The major product obtained in the above reaction is:
- $2 -$ bromophenol.
- $3 -$ bromophenol.
- $4 -$ bromophenol.
- $2, 4, 6 -$ tribromophenol.
- The major product of the following reaction is:






