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 Optical Isomerism


Explain why the first ionisation energy of sulphur is lower than that of phosphorus.


Define the term enthalpy of reaction


Unsaturated fats change bromine water from orange to colourless. How?