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Core Organic Chemistry

The radical substitution mechanism and its limitations

  • 2 things to know
  • Components 02 and 03

Overview

Recall questions on initiation, propagation and termination, why ultraviolet light is needed, and why the reaction is of limited use in synthesis.

What you need to know

Answer each one before you reveal it.

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Process

What happens in the initiation stage of radical substitution, why is ultraviolet light needed, and what happens in the termination stage?

Process

Why does radical substitution give a mixture of products, and what happens to a halogen molecule when it absorbs ultraviolet light?

Questions from this subtopic

Each one with the model answer underneath.

  1. 1

    What happens during the initiation stage of radical substitution?

    Model answer

    UV light causes homolytic fission of the halogen molecule to form two halogen radicals.

  2. 2

    Why is UV light required in the initiation step of radical substitution?

    Model answer

    UV light provides sufficient energy to break the halogen-halogen bond homolytically, producing halogen radicals.

  3. 3

    What type of bond fission occurs when a halogen molecule absorbs UV light during initiation?

    Model answer

    Homolytic fission.

  4. 4

    What characterises the propagation stage of radical substitution?

    Model answer

    Chain reactions where radicals react with molecules to form new radicals and products.

  5. 5

    Why is the propagation stage described as a chain reaction?

    Model answer

    Because each step consumes one radical but generates another, allowing the reaction to continue.

  6. 6

    What happens during the termination stage of radical substitution?

    Model answer

    Two radicals combine to form a stable molecule, ending the chain.

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AThe first step is Cl• + O₃ → ClO• + O₂.
BThe second step is ClO• + O → Cl• + O₂.
CThe overall equation is O₃ + O → 2O₂.

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In ClO⁻, chlorine has oxidation number +1.
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