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Phenol on reaction with Br2 in CS2 or non-polar aprotric solvent furnishes :
- a)2, 4, 6-tribromophenol
- b)p-bromophenol
- c)o/p-bromophenol
- d)m-bromophenol
Correct answer is option 'C'. Can you explain this answer?
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Verified Answer
Phenol on reaction with Br2 in CS2 or non-polar aprotric solvent furni...
in CS2 medium reactivity os 
is less. hence Br is substituted at o & p
is less. hence Br is substituted at o & pMost Upvoted Answer
Phenol on reaction with Br2 in CS2 or non-polar aprotric solvent furni...
Reaction of Phenol with Br2 in Non-Polar Aprotic Solvent
When phenol reacts with Br2 in a non-polar aprotic solvent such as CS2, the following reaction takes place:
Phenol + Br2 → o/p-bromophenol + HBr
The reaction involves the electrophilic substitution of one of the hydrogen atoms on the aromatic ring of phenol by a bromine atom. This substitution can occur at any of the three positions ortho, meta or para to the hydroxyl group (-OH) of phenol.
However, the reaction is regioselective, meaning that it prefers to occur at the ortho and para positions due to the directing effect of the hydroxyl group. The meta position is less favored due to steric hindrance.
Formation of o/p-Bromophenol
The product formed in the reaction depends on the position of the bromine atom on the aromatic ring. In non-polar aprotic solvents, o/p-bromophenol is the major product formed due to the proximity of the ortho and para positions on the ring.
The o/p-bromophenol is formed as a mixture of isomers, which can be separated by chromatography. The ortho and para isomers have similar physical and chemical properties, making them difficult to separate by conventional methods.
Conclusion
In conclusion, when phenol reacts with Br2 in a non-polar aprotic solvent, o/p-bromophenol is the major product formed due to the regioselectivity of the reaction. The product mixture can be separated by chromatography.
When phenol reacts with Br2 in a non-polar aprotic solvent such as CS2, the following reaction takes place:
Phenol + Br2 → o/p-bromophenol + HBr
The reaction involves the electrophilic substitution of one of the hydrogen atoms on the aromatic ring of phenol by a bromine atom. This substitution can occur at any of the three positions ortho, meta or para to the hydroxyl group (-OH) of phenol.
However, the reaction is regioselective, meaning that it prefers to occur at the ortho and para positions due to the directing effect of the hydroxyl group. The meta position is less favored due to steric hindrance.
Formation of o/p-Bromophenol
The product formed in the reaction depends on the position of the bromine atom on the aromatic ring. In non-polar aprotic solvents, o/p-bromophenol is the major product formed due to the proximity of the ortho and para positions on the ring.
The o/p-bromophenol is formed as a mixture of isomers, which can be separated by chromatography. The ortho and para isomers have similar physical and chemical properties, making them difficult to separate by conventional methods.
Conclusion
In conclusion, when phenol reacts with Br2 in a non-polar aprotic solvent, o/p-bromophenol is the major product formed due to the regioselectivity of the reaction. The product mixture can be separated by chromatography.
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Community Answer
Phenol on reaction with Br2 in CS2 or non-polar aprotric solvent furni...
In presence of non-protic solvent such as CHCl3 or CCl4, concentration of electrophile (Br+) is less, hence reaction stops at the monobromo stage.
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Phenol on reaction with Br2 in CS2 or non-polar aprotric solvent furnishes :a)2, 4, 6-tribromophenolb)p-bromophenolc)o/p-bromophenold)m-bromophenolCorrect answer is option 'C'. Can you explain this answer?
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