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 ▸

What is the electronic configuration of Chlorine and of a chloride ion and explain why Chlorine is 'happiest' as a chloride ion.


Calculate the pH of the solution formed when 30 cm3 of 0.150 moldm-3 aqueous sulfuric acid is added to 30 cm3 of 0.200 moldm-3 aqueous potassium hydroxide at 25 C.


Describe and explain the reactivity trend of the Group 2 elements


Part 2: from the empirical formula, calculate the molecular formula if the molecular weight of the substance is 180 g/mol