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 the structure of benzene, and how this affects its stability.


How do you answer a long answer question on how buffer systems work?


How many moles of carbon dioxide is produced when 73.6 g of ethanol is burned completely in oxygen?


How do anti-bumping granules work?