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Nucleophilic addition with cyanideAQA A-Level Chemistry: Mind map

Reagents
Mechanism

Cyanide addition

Hydroxynitriles

KCNHCNNucleophile
Enantiomers
Not chiral
Hazards

Exam questions on Nucleophilic addition with cyanide

  1. A student adds potassium cyanide solution to ethanal, then adds dilute sulfuric acid. A hydroxynitrile is formed in a nucleophilic addition reaction.
    State the role of the dilute acid in the reaction and give one hazard of using KCN.2 marks
  2. A chemist is investigating the reactions of several carbonyl compounds with KCN followed by dilute acid. The products are hydroxynitriles, and the chemist wants to know which of the products contain a chiral centre.
    Butanone, CH₃COCH₂CH₃, reacts with HCN. Write the overall equation for this reaction and name the organic product.2 marks
  3. Propanal is added to a solution of KCN in a fume cupboard. Dilute acid is then added to the mixture. The organic product is a hydroxynitrile.
    Write the overall equation for the reaction of propanal with HCN, name the organic product, and name the type of mechanism.3 marks
See the full worksheet

Written by the Exaim team, led by Shaun Daswani (Head of Upper Secondary, Improve ME Institute; MSc Financial Mathematics, Imperial College London; BSc, UCL) and Jason Daswani (operational lead, Improve ME Institute; LSE).