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Amines

Preparing aliphatic and aromatic amines

  • 3 things to know
  • Unit A2 2

Overview

Mechanism by which ammonia converts a halogenoalkane into an amine and main disadvantage of the halogenoalkane route.

What you need to know

Answer each one before you reveal it.

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Key term

How is a primary aliphatic amine made by reducing a nitrile?

Key term

Write the equation for the reduction of ethanenitrile to ethylamine

Key term

Why is a dry solvent used with lithium tetrahydridoaluminate(III)?

Questions from this subtopic

Each one with the model answer underneath.

  1. 1

    How is a primary aliphatic amine made by reducing a nitrile?

    Model answer

    The nitrile is reduced with lithium tetrahydridoaluminate(III) in dry ether, and the mixture is then treated with dilute acid.

  2. 2

    Write the reduction of ethanenitrile to ethylamine.

    Model answer

    CH₃CN + 4[H] → CH₃CH₂NH₂.

  3. 3

    How does the carbon number of the amine compare with that of the nitrile?

    Model answer

    They are the same, because the reducing agent adds hydrogen without changing the carbon skeleton.

  4. 4

    Why is a dry solvent used with lithium tetrahydridoaluminate(III)?

    Model answer

    The reagent reacts violently with water, which would destroy it before it could reduce the nitrile.

  5. 5

    How is a primary amine made from a halogenoalkane?

    Model answer

    By heating it with an excess of ammonia dissolved in ethanol in a sealed tube.

  6. 6

    Write that reaction for bromoethane.

    Model answer

    CH₃CH₂Br + 2NH₃ → CH₃CH₂NH₂ + NH₄Br.

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