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Friedel-Craft Acylation & Friedel-Craft Alkylation

The Friedel-Crafts Acylation reaction allows the synthesis of monoacylated products from the reaction of arenes with acyl chlorides or anhydrides using a Lewis acid catalyst. The acylated products are deactivated and do not undergo further substitution. This makes Friedel-Crafts Acylation a valuable alternative to Friedel-Crafts Alkylation, which can produce polyalkylated products and require additional steps to convert the products to alkanes.

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Ajido Saepudin
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1K views3 pages

Friedel-Craft Acylation & Friedel-Craft Alkylation

The Friedel-Crafts Acylation reaction allows the synthesis of monoacylated products from the reaction of arenes with acyl chlorides or anhydrides using a Lewis acid catalyst. The acylated products are deactivated and do not undergo further substitution. This makes Friedel-Crafts Acylation a valuable alternative to Friedel-Crafts Alkylation, which can produce polyalkylated products and require additional steps to convert the products to alkanes.

Uploaded by

Ajido Saepudin
Copyright
© © All Rights Reserved
We take content rights seriously. If you suspect this is your content, claim it here.
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Friedel-Crafts Acylation

This electrophilic aromatic substitution allows the synthesis of monoacylated products from the
reaction between arenes and acyl chlorides or anhydrides. The products are deactivated, and do
not undergo a second substitution. Normally, a stoichiometric amount of the Lewis acid catalyst
is required, because both the substrate and the product form complexes.

The Friedel-Crafts Alkylation may give polyalkylated products, so the Friedel-Crafts Acylation
is a valuable alternative. The acylated products may easily be converted to the corresponding
alkanes via Clemmensen Reduction or Wolff-Kishner Reduction.


Mechanism of the Friedel-Crafts Acylation






















Friedel-Crafts Alkylation

This Lewis acid-catalyzed electrophilic aromatic substitution allows the synthesis of alkylated
products via the reaction of arenes with alkyl halides or alkenes. Since alkyl substituents activate
the arene substrate, polyalkylation may occur. A valuable, two-step alternative is Friedel-Crafts
Acylation followed by a carbonyl reduction.

Mechanism of the Friedel-Crafts Alkylation


Using alkenes :

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