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Carbonyls, Carboxylic Acids and Derivatives

Acid Anhydrides and the Industrial Synthesis of Aspirin

  • 3 things to know
  • Papers 2 and 3

Overview

Nucleophilic addition-elimination at an acid anhydride, and why ethanoic anhydride is preferred for making aspirin.

What you need to know

Answer each one before you reveal it.

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Key term

What type of reaction do acid anhydrides undergo with water, alcohols, ammonia and primary amines?

Key term

Name the four nucleophiles that react with acid anhydrides in nucleophilic addition-elimination reactions.

Key term

What organic product is formed when an acid anhydride reacts with water?

Questions from this subtopic

Each one with the model answer underneath.

  1. 1

    What type of reaction do acid anhydrides undergo with water, alcohols, ammonia and primary amines?

    Model answer

    Nucleophilic addition-elimination reactions

  2. 2

    Name the four nucleophiles that react with acid anhydrides in nucleophilic addition-elimination reactions.

    Model answer

    Ammonia, primary amines, alcohols and water

  3. 3

    What organic product is formed when an acid anhydride reacts with water?

    Model answer

    A carboxylic acid

  4. 4

    What organic product is formed when an acid anhydride reacts with an alcohol?

    Model answer

    An ester

  5. 5

    What organic product is formed when an acid anhydride reacts with ammonia?

    Model answer

    An amide

  6. 6

    What organic product is formed when an acid anhydride reacts with a primary amine?

    Model answer

    A substituted amide (N-substituted amide)

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