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Question

The reaction of toluene with chlorine in presence of ferric chloride gives predominantly :

A
benzoyl chloride
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B
m-chlorotoluene
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C
benzyl chloride
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D
o- and p-chlorotoluene
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Solution

The correct option is D o- and p-chlorotoluene
The electrophilic substitution on benzene ring by Cl+ ion at ortho and para positions occurs to give o- and p-chlorotoluene in presence of FeCl3.
Since the methyl group at benzene ring activates the ring at ortho and para position more than meta position, the electrophilic substitution occurs mostly at these positions.
Again, amongst these, the para isomer is the major product due to steric reasons.
Hence the correct option is (d).

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