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 ▸

The Haber process is used to manufacture ammonia. Explain the optimum conditions for this reaction and why these conditions may not be used in industry


Arrange the following elements in order of increasing ionization energy. Give an explanation. a) K, Cs, Na b) F, N, Be


Write an equation for the incomplete combustion of dodecane to produce gaseous products only.


Define the standard enthalpy of formation