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Organic Chemistry and Analysis

Secondary and tertiary amines, and preparing aromatic amines

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  • Components 02 and 03

Overview

Recall questions on further substitution to secondary and tertiary amines, and on reducing a nitroarene with tin and hydrochloric acid to give phenylamine.

What you need to know

Answer each one before you reveal it.

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Numbers

Write the equation for the reduction of nitrobenzene to phenylamine using [H] notation.

Questions from this subtopic

Each one with the model answer underneath.

  1. 1

    How is a secondary amine formed from a primary amine?

    Model answer

    A primary amine reacts with a haloalkane in ethanolic solution.

  2. 2

    How is a tertiary amine formed from a secondary amine?

    Model answer

    A secondary amine reacts with a haloalkane in ethanolic solution.

  3. 3

    What reagents and conditions are used to prepare an aromatic amine from a nitroarene?

    Model answer

    The nitroarene is heated under reflux with tin and concentrated hydrochloric acid.

  4. 4

    What functional group change occurs when a nitroarene is reduced to form an aromatic amine?

    Model answer

    The nitro group (–NO₂) is reduced to an amine group (–NH₂).

  5. 5

    In what form does the aromatic amine initially exist after reduction of a nitroarene with tin and concentrated HCl?

    Model answer

    It initially forms as an anilinium salt.

  6. 6

    How is the free aromatic amine liberated from the anilinium salt formed during reduction?

    Model answer

    Sodium hydroxide is added to liberate the free aromatic amine.

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AThe first step is Cl• + O₃ → ClO• + O₂.
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In ClO⁻, chlorine has oxidation number +1.
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