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 ▸

Explain the dipoles on the following covalent bonds: Cl-Cl, H-Cl


Why does Phosphorus have a higher melting point than Chlorine?


Predict the relative boiling points of propanal, butane and prop-2-en-1-ol from the highest to the lowest boiling point


What is meant by the term salt? And how would you confirm if the salt had chloride ions in?