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Aniline does not undergo Friedel-Crafts ...

Aniline does not undergo Friedel-Crafts reaction. Explain.

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Aniline does not undergo Friedel Craft acylation or alkylation. This is due to salt formation between base i.e., aniline and Lewis acid i.e., anhydrous `AlCl_(3)` used as octalyst in the reaction.

Due to this, nitrogen of aniline acquires positive charge and thus acts as a strong deactivating group. This does not allow Friedel Crafts reaction to occur.
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Knowledge Check

  • Which of the following cannot be used in Friedal-craft's reaction ?

    A
    `FeCl_3`
    B
    `FeBr_3`
    C
    `AlCl_3`
    D
    `NaCl`
    • BETTER CHOICE PUBLICATION-AMINES -QUESTION BANK (13.3 CHEMICAL REACTIONS)
    1. The reaction of toluene with chlorine in the presence of ferric chlori...

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    2. Amino group in aniline is o, p-directing and activating in electroph...

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    3. Aniline does not undergo Friedel-Crafts reaction. Explain.

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    4. Acylation of —NH2 group in aniline reduces its reactivity in electroph...

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    5. What is Carbylamine reaction ? How is it used to distinguish primary a...

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    6. How will you convert ethylamine to ethyl alcohol?

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    7. How will you convert : Aniline into benzonitrile

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    8. How will you convert : Aniline into benzonitrile

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    9. How will you convert : Aniline into a acetanilide

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    10. Write short note on acetylation of amines.

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    11. How 1^@ amine reacts with nitrous acid ?

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    12. How 2^@ amine reacts with nitrous acid ?

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    13. How 3^(@) amine reacts with nitrous acid ?

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    14. Give one chemical test to distinguish between the following pairs of c...

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    15. Give one chemical test to distinguish between the following pairs of c...

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    16. Give one chemical test to distinguish between the following pairs of c...

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    17. Give one chemical test to distinguish between the following pairs of c...

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    18. Give one chemical test to distinguish between the following pairs of c...

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    19. Give an example of Zwitter ion.

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    20. Why direct nitration of amines is not possible ?

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