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 ▸

Describe briefly the nature of metallic bonding and use this to explain why metals are malleable (can be hammered into shape) and conduct electricity


Describe the perfect ionic model


Why does the atomic radius decrease as you move along a period.


"Sulfur Dioxide can be represented as a sulfur atom with double bonds to each of two oxygen atoms, explain the shape of this molecule and predict the bond angle".