Why does the nucleophilic addition of a cyanide ion to an aldehyde form a racemic mixture?

Because the plane of the C=O bond in an aldehyde is flat, and so the nucleophilic attack of CN- onto the C can occur above or below the plane of the molecule, producing two different stereoisomers of a 2-hydroxyalkane molecule with 50/50 split (as both structures are equally thermodynamically favourable). This produces a racemic mixture

SA

Related Chemistry A Level answers

All answers ▸

What is the chemical structure of metal


What is the definition of 'first ionisation energy'?


What is a transition metal?


What are the three pieces of evidence that disprove the Kekulé model of Benzene?