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Amines

Reaction of primary amines with cold nitric(III) acid

  • 3 things to know
  • Component 2

Overview

Recall questions on how the reagent is generated in situ, the different behaviour of an aliphatic and an aromatic amine, the diazonium salt and the temperature it requires, the products and the gas evolved, and why the reaction is carried out in ice.

What you need to know

Answer each one before you reveal it.

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Key term

Write the equation for the preparation of nitric(III) acid from sodium nitrate(III) and hydrochloric acid.

Key term

State the temperature at which phenylamine is treated with nitric(III) acid.

Key term

Write the equation for the reaction of phenylamine with nitric(III) acid and hydrochloric acid below 10 °C.

Questions from this subtopic

Each one with the model answer underneath.

  1. 1

    Give the formula of nitric(III) acid and state the older name still often used for it.

    Model answer

    Its formula is HNO₂ and it is often called nitrous acid.

  2. 2

    Explain why nitric(III) acid is made in the reaction mixture rather than taken from a bottle.

    Model answer

    It is too unstable to be stored, decomposing readily, so it has to be generated at the moment it is needed.

  3. 3

    Write the equation for the preparation of nitric(III) acid from sodium nitrate(III) and hydrochloric acid.

    Model answer

    NaNO₂ + HCl → HNO₂ + NaCl.

  4. 4

    State the temperature at which phenylamine is treated with nitric(III) acid.

    Model answer

    The mixture is held between about 0 and 10 °C in an ice bath, normally around 5 °C.

  5. 5

    Write the equation for the reaction of phenylamine with nitric(III) acid and hydrochloric acid below 10 °C.

    Model answer

    C₆H₅NH₂ + HNO₂ + HCl → C₆H₅N₂Cl + 2H₂O.

  6. 6

    Give the name and formula of the positive ion produced when phenylamine reacts with cold nitric(III) acid.

    Model answer

    It is the benzenediazonium ion, C₆H₅N₂⁺.

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