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Colour by Design

Coupling reactions, azo dyes and the route from benzene

  • 4 things to know
  • Components 01, 02 and 03

Overview

Recall questions on what couples with a diazonium ion and where, the azo group, why azo dyes are intense, and the full route from benzene.

What you need to know

Answer each one before you reveal it.

Your recallNot started
Numbers

Where does coupling occur on a phenol ring, which group joins the two rings, and what is an azo dye?

Key term

Why must alkali be added after the tin and hydrochloric acid reduction?

Key term

What is observed when a cold diazonium solution is run into alkaline phenol solution?

Evaluation

How is the limitation of identifying a compound by retention time alone overcome in modern instruments?

Questions from this subtopic

Each one with the model answer underneath.

  1. 1

    At which position on the phenol ring does coupling normally occur?

    Model answer

    At the position directly opposite the –OH group, that is para to it.

  2. 2

    Name the group that joins the two rings in an azo dye.

    Model answer

    The azo group, –N=N–.

  3. 3

    What is an azo dye?

    Model answer

    A dye whose chromophore is an azo group linking two aromatic rings within a single extended delocalised system.

  4. 4

    Explain why azo dyes are so intensely coloured.

    Model answer

    The delocalisation runs across both rings and the azo group, so the gap between electronic energy levels is small and visible light is absorbed strongly.

  5. 5

    What is observed when a cold diazonium solution is run into alkaline phenol solution?

    Model answer

    A brightly coloured precipitate, usually yellow or orange, forms at once.

  6. 6

    Why is the colour of an azo dye so easily varied?

    Model answer

    Changing the substituents on either ring alters the extent of the delocalisation and hence the wavelength of light absorbed.

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