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Aromatic Chemistry and Amines

Amines with Acyl Chlorides and Acid Anhydrides

  • 3 things to know
  • Papers 2 and 3

Overview

Forming substituted amides, and the equations for each reagent.

What you need to know

Answer each one before you reveal it.

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Key term

In the reaction between a primary amine and an acyl chloride, what type of organic product is formed?

Key term

What is the role of the amine in reactions with acyl chlorides and acid anhydrides?

Key term

What small molecule is eliminated when ammonia reacts with an acyl chloride?

Questions from this subtopic

Each one with the model answer underneath.

  1. 1

    What type of reaction occurs between ammonia or primary amines and acyl chlorides or acid anhydrides?

    Model answer

    Nucleophilic addition–elimination

  2. 2

    In the reaction between a primary amine and an acyl chloride, what type of organic product is formed?

    Model answer

    An amide (specifically a substituted amide/secondary amide)

  3. 3

    What is the role of the amine in reactions with acyl chlorides and acid anhydrides?

    Model answer

    The amine acts as a nucleophile

  4. 4

    What small molecule is eliminated when ammonia reacts with an acyl chloride?

    Model answer

    Hydrogen chloride (HCl)

  5. 5

    What small molecule is eliminated when ammonia reacts with an acid anhydride?

    Model answer

    A carboxylic acid (e.g. ethanoic acid from ethanoic anhydride)

  6. 6

    What small molecule is eliminated when a primary amine reacts with an acyl chloride?

    Model answer

    Hydrogen chloride (HCl)

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