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Alkanes

Free radical substitution of alkanes

  • 3 things to know
  • Unit AS 2

Overview

Mechanism operates when methane reacts with chlorine and three stages of the free radical substitution mechanism.

What you need to know

Answer each one before you reveal it.

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Process

What type of mechanism operates when methane reacts with chlorine?

Key term

What conditions are required for the halogenation of an alkane?

Key term

Write the overall equation for the reaction of methane with chlorine to give chloromethane.

Questions from this subtopic

Each one with the model answer underneath.

  1. 1

    What type of mechanism operates when methane reacts with chlorine?

    Model answer

    The reaction proceeds by free radical substitution, in which a chlorine radical replaces a hydrogen atom on the alkane.

  2. 2

    What conditions are required for the halogenation of an alkane?

    Model answer

    Ultraviolet light, such as sunlight, is required, with the alkane and the halogen mixed in the gas phase.

  3. 3

    Write the overall equation for the reaction of methane with chlorine to give chloromethane.

    Model answer

    The equation is CH₄(g) + Cl₂(g) → CH₃Cl(g) + HCl(g).

  4. 4

    Name the three stages of the free radical substitution mechanism.

    Model answer

    The three stages are initiation, propagation and termination.

  5. 5

    Write the initiation step for the chlorination of methane and state what happens in it.

    Model answer

    The initiation step is Cl₂ → 2Cl• in ultraviolet light, in which the chlorine–chlorine bond undergoes homolytic fission to produce two chlorine radicals.

  6. 6

    Write the two propagation steps for the chlorination of methane.

    Model answer

    The propagation steps are Cl• + CH₄ → •CH₃ + HCl and then •CH₃ + Cl₂ → CH₃Cl + Cl•.

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