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Further Substitution

AQA AS-level ChemistryAlkanesLesson 19 of 20

Free-radical substitution does not stop after one hydrogen has been replaced. A chlorine radical can remove a hydrogen from chloromethane, leading to further substitution.

For example: CH3Cl + Cl• → •CH2Cl + HCl, then •CH2Cl + Cl2 → CH2Cl2 + Cl•

Repeating this gives trichloromethane, CHCl3, and tetrachloromethane, CCl4. The overall equation for complete substitution is CH4 + 4Cl2 → CCl4 + 4HCl.

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