JEE MainChemistryAlcohols Phenols and EthersMCQ+4 / −1
Phenol is heated with a solution of mixture of and . The major product obtained in the above reaction is
- A3-Bromophenol
- B4-Bromophenol
- C2, 4, 6- Tribromophenol
- D2-Bromophenol
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Correct answer: C
- Identify the reagent generated in situ
A mixture of and in solution generates bromine under acidic conditions:
So effectively, phenol is being treated with bromine water / brominating conditions.
- Reactivity of phenol toward electrophilic substitution
The group in phenol is strongly activating due to resonance donation of lone pair electrons into the benzene ring. Therefore:
- the ring becomes highly reactive toward electrophilic substitution,
- substitution occurs mainly at the ortho and para positions.
Because phenol is very strongly activating, bromination does not usually stop at mono-bromination under such conditions.
- Effect of bromine on phenol
When phenol reacts with bromine water, it undergoes rapid multiple substitution to give:
The three activated positions () all get brominated.
- Evaluate the options
- A: 3-Bromophenol — incorrect, meta substitution is not favored.
- B: 4-Bromophenol — incorrect as major product under these conditions because bromination continues further.
- C: 2,4,6-Tribromophenol — correct.
- D: 2-Bromophenol — incorrect as major product for the same reason.
- Final answer
The major product is:
So, the correct option is C.
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