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Friedel-Crafts Acylation of Benzene

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Presentation on theme: "Friedel-Crafts Acylation of Benzene"— Presentation transcript:

1 Friedel-Crafts Acylation of Benzene
The acyl group is typically derived from an acid chloride 16.4 Electrophilic Aromatic Substitution Reactions of Benzene

2 Friedel-Crafts Acylation of Benzene
Mechanism: 16.4 Electrophilic Aromatic Substitution Reactions of Benzene

3 Friedel-Crafts Acylation of Benzene
In contrast to the alkylation version, one equivalent of AlCl3 is required 16.4 Electrophilic Aromatic Substitution Reactions of Benzene

4 Intramolecular Friedel-Crafts Reactions
Both the alkylation and acylations can occur intramolecularly The reaction occurs at an ortho position and is best for five- and six-membered rings 16.4 Electrophilic Aromatic Substitution Reactions of Benzene

5 Problems Identify the carboxylic acid chloride that might be used in a Friedel-Crafts acylation for the following acylbenzenes:

6 Draw the complete mechanism for the acylation of 4-phenylbutanoylchloride


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