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Acylation




Because they form a strong Electrophile when treated with some metal Catalyst s, Acyl Halide s are commonly used as acylating agents. For example, Friedel-Crafts Acylation uses Acetyl Chloride (ethanoyl chloride), C H 3 C O Cl , as the agent and aluminum chloride (AlCl3) as a catalyst to add an ethanoyl( Acetyl ) group to Benzene :


The mechanism of this reaction is Electrophilic Substitution .

Acyl Halides and Anhydride s of Carboxylic Acid s are also commonly used acylating agents to acylate Amine s to form Amide s or acylate Alcohol s to form Ester s. The amines and alcohols are Nucleophiles ; the mechanism is Nucleophilic addition-elimination. Succinic Acid is also commonly used in a specific type of acylation called ''succination''. ''Oversuccination'' occurs when more than one succinate adds to a single compound. An industrial example of acylation in the synthesis of Aspirin , in which Salicylic Acid is acylated by Acetic Anhydride .


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