Friedel Craft acylation Reaction

In this Friedel craft acylation reaction Arenes, an acyl group is introduced on the benzene or arene ring by using the acyl halide in presence of anhydrous AlCl3. The reagents can be represented as

  1. Anhydrous AlCl3
  2. Anhydrous FeCl3
  3. BF3
  4. TiCl3
  5. ZnCl2
  6. SnCl4

 

The mechanism of the reaction starts with the formation of an Acyl carbonium ion. Acyl halide reacts with anhydrous AlCl3 and acts as a halogen carrier to produce an acyl carbonium ion (electrophile).

Friedel Craft acylation Reaction

The acyl carbonium ion formed reacts with an aromatic ring to produce resonating forms of the arene. This positive charge on the aromatic ring a stabilized by resonating forms.
In resonance hybrid structure the positive charges are distributed over five carbon atoms so relative positive charge density on each carbon atom is very less and thus it is stabilized.

Friedel Craft acylation Reaction
The structure three formed in the resonating forms further stabilizes to give a mono-substituted acyl derivative.


The H+ ion release in this reaction joins with the conjugate base to form a byproduct.

Friedel Craft acylation Reaction
The monosubstituted derivative of arenes uses an acyl halide to give the monosubstituted derivative. While deciding the products of acylation the alkyl group selection decides the product formed.

Friedel Craft acylation Reaction

 

 

 

 

 

 

Check out reactions

Chlorination Reaction Bromination Reaction Nitration Reaction
Sulphonation Reaction Friedel Craft Alkylation Reaction Friedel craft Acylation Reaction

 

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Friedel Craft Acylation Reaction | Myetutors