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 ▸

i) Write a full balanced equation for (a) the complete combustion of glucose and (b) the incomplete combustion of glucose. ii) Following from part i) suggest a reason (and explain) the difference with the product in reaction (a) and that of reaction (b).


Which chemical would have a higher boiling point 1,3-dimethylbutane or hexane


What is the difference between London dispersion forces and hydrogen bonds?


Explain why the second ionisation energy of Magnesium is lower than the second ionisation energy of Sodium.