Acylation (AQA A-Level Chemistry): Flashcards

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Acylation
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Acylation process

Introducing an acyl group (RCOR-CO-) into a molecule

Acyl group structure

RCOR-CO- (carbonyl group + alkyl/aryl group)

Acyl chlorides vs acid anhydrides reactivity

Acyl chlorides more reactive (Cl more electronegative)

Polarisation in carbonyl group (C=OC=O)

O is δ-, C is δ+ (O more electronegative)

Acyl chloride + water products

Carboxylic acid + HCl

Acyl chloride + alcohol products

Ester + HCl

Acyl chloride + 2 ammonia overall products

Amide + ammonium chloride

Why acid anhydrides preferred in industry

Less vigorous, cheaper, less corrosive, safer by-products

Aspirin synthesis: preferred reagent

Ethanoic anhydride (cheaper, less hazardous than acyl chloride)

Why amides less reactive than acyl chlorides

Resonance stabilisation in C=OC=O bond

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