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Reaction with KCN

Edexcel AS-level ChemistryHalogenoalkanesLesson 11 of 11

Halogenoalkanes react with potassium cyanide, KCN, by nucleophilic substitution to form nitriles, compounds containing the -C≡N group.

CH3CH2Br + CN− → CH3CH2CN + Br−

The nucleophile is the cyanide ion, :CN−. Its lone pair on carbon attacks the δ+ carbon of the C-Br bond, and the bromide ion leaves.

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Key terms in this lesson

reflux
Heating a reaction mixture so that vapour continuously condenses and returns to the flask, allowing prolonged heating without loss of volatile substances.

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