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 ▸

Define ferromagnetism, paramagnetism and diamagnetism, and determine whether the following complexes a) AgCl b) [Fe(CN)6]4- c) [Mn(CN)6]4- d) Co(H2O)6Cl2 are ferromagnetic, diamagnetic or paramagnetic giving a full justification for your reasoning.


Draw the structure of chlorine pentafluoride (ClF5) according to the VSEPR theory


What are the differences between sigma and pi bonds?


What are the reagents used to oxidise an alcohol to a carboxylic acid.