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 an acid and what is the difference between and strong and weak acid


Define and give an example of Le Chatalier's Principle of Chemical Equilibrium.


What is the definition of Avogadro's constant and when should I use it?


Although carbon dioxide is a linear molecule it is still a greenhouse gas. Explain why that is.