Step 1: Recall the general concept of phenol bromination
Phenol is highly reactive toward electrophilic aromatic substitution due to the activating effect of its –OH group.
In aqueous or highly polar solvents, phenol readily reacts with bromine water even without a catalyst to give 2,4,6-tribromophenol.
However, when phenol is brominated in nonpolar solvents like CCl
4, CHCl
3, or CS
2, the reaction rate decreases because bromine is not sufficiently polarized to generate electrophilic Br
+ ions on its own.
Step 2: Examine Statement I
Statement I: “Bromination of phenol in a solvent with low polarity such as CHCl
3 or CS
2 requires a Lewis acid catalyst.”
This statement claims that a Lewis acid catalyst is required.
Actually,
this is false because phenol is itself strongly activating and can polarize bromine even in low-polarity solvents due to the lone pair donation from oxygen into the ring (resonance).
Thus, bromination of phenol can proceed without an external Lewis acid, though the extent of substitution depends on the medium polarity.
Step 3: Examine Statement II
Statement II: “The Lewis acid catalyst polarizes the bromine to generate Br
+.”
This statement is
true in general for electrophilic aromatic substitution reactions using bromine in the presence of Lewis acids (like FeBr
3 or AlBr
3).
The Lewis acid interacts with Br
2 to produce an electrophile (Br
+), which attacks the aromatic ring:
\[
Br_2 + FeBr_3 \rightarrow Br^+ + FeBr_4^-
\]
This mechanism explains how bromine becomes reactive enough to substitute aromatic rings in less activated systems such as benzene.
Step 4: Logical conclusion
Therefore:
• Statement I is
false because phenol itself is sufficiently reactive and does not necessarily require a Lewis acid in low-polarity solvents.
• Statement II is
true because a Lewis acid indeed helps polarize bromine into Br
+ in general aromatic bromination reactions.
Final answer
Statement I is false but Statement II is true.