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 to write a redox equation from half equations


Molecules of hydrogen chloride, HCl, and molecules of fluorine, F2, contain the same number of electrons. Hydrogen chloride boils at –85 °C and fluorine boils at –188 °C.Explain why there is a difference in the boiling points of HCl and F2.


What shape does XeF4 take?


How does increasing the temperature affect the yield of products of a reaction at equilibrium, where the forward reaction is exothermic?