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 ▸

Liquid ammonia (NH3) and water (H2O) both show hydrogen bonding, describe what a hydrogen bond is and what it is conferred by


Why does ionization energy increase across a period?


Explain how a hydroxynitrile is produced from a ketone


Which of Na+ and Mg2+ is the smaller ion. Explain your answer. (2 marks)