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 ▸

Thermodynamics with a focus on entropy


Explain the unusually high boiling point of HF


Explain in detail what do you understand by catalyst, what makes them so useful and give two example of catalytic processes including the name catalyst used.


1. Why does the first ionisation energy of atoms generally increase across a period?