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 ▸

Q1. Two beakers, A and B, each contain 100.0 cm^3 of 0.0125 mol/dm^3 nitric acid. Calculate the pH of the solution formed after 50.0 cm^3 of distilled water are added to beaker A. Give your answer to 2 decimal places.


Draw the structure, name the shape and show bond angles of the molecules XeF4 and SbF4-. In your answer explain why each structure is different, despite both having a central atom, surrounded by 4 fluorine atoms.


How are London forces (Van Der Waals) formed?


Explain the effect of increasing concentraion of O2 on the equilibrium position of this gas phase reaction and what you might see given that Nitrogen Oxide and Nitrogen Dioxide appear colourless and brown respectively. NO + 0.5O2 ----> NO2