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 ▸

Why is the melting temperature of Magnesium higher than that of Sodium?


What is the pH of 0.10 mol.dm^(-3) sodium hydroxide solution, NaOH?


Give the molecular formula of benzene. Give the Kekule structure of benzene and then explain why this structure is not correct. Give the accepted structure for benzene (5 marks).


Calcium nitride contains 81.1% by mass of the metal. Calculate the empirical formula of calcium nitride. Show your working.