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 does ice float on water?


Give and explain 2 of the anomalous properties of ice caused by hydrogen bonding


Q3. A third beaker, C, contains 100.0 cm^3 of 0.0125 mol/dm^3 ethanoic acid ( Ka = 1.74 × 10^−5 mol/dm^3 at 25 ºC). Write an expression for Ka and use it to calculate the pH of the ethanoic acid solution in beaker C.


Describe the mechanism for bromination across a double bond