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Question

Number of methyl substitutions takes place in the ring when aniline is reacted with CH3Cl in the presence of AlCl3?

A
0
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B
1
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C
2
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D
3
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Solution

The correct option is A 0
Aniline does not undergo Friedel craft's reaction and no methyl group is substituted. Howevere NH2 group gets coordinated with the lewis acid and salt is formed between lewis acid and aniline.
+R effect of NH2 diminished due to ​salt formation.

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