Compounds undergoing Friedel-Crafts alkylation

  • #1
jolly_math
51
5
Homework Statement
Which of the following compounds can undergo Friedel-Crafts alkylation?
Relevant Equations
Friedel-Crafts alkylation
1713022840300.png

The answer is that the 2nd, 3rd and 6th compounds can undergo Friedel-Crafts alkylation.

I don't understand why the 4th compound cannot undergo a Friedel-Crafts alkylation reaction, but the 2nd compound can. It has an activating NH2 group and a weakly deactivating Br group, and it's similar to the 2nd compound which has an activating CH3 group and a weakly deactivating Cl group – what makes it different?

Thank you.
 
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  • #2
What happens to the NH2 group in the presence of the Friedel-Crafts catalyst?
 

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