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 ▸

How can you convert benzene to N-phenylethanamide in 3 steps?


The recommended daily allowance of methionine for an adult is 15 mg per kg of body mass. Tuna contains 755 mg of methionine per 100 g portion. Calculate the mass, in grams, of tuna that would provide the RDA of methionine for a 60 kg adult.


Determine Ka of a monohydric acid if the pH=2 and the initial concentration is 0.445 mol/L!


How does aromatic electrophilic substitution work?