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Mechanism of Friedel-Crafts Acylation

AQA A-level ChemistryAromatic ChemistryLesson 11 of 11

Friedel-Crafts acylation follows the electrophilic substitution mechanism. The electrophile is formed with the help of the aluminium chloride catalyst.

Forming the electrophile. AlCl3 accepts a lone pair from the chlorine of the acyl chloride and removes it as AlCl4−. This leaves RCO+, an acylium ion. For ethanoyl chloride:

CH3COCl + AlCl3 → CH3CO+ + AlCl4−
Diagram

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