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
Answered by Success A. Chemistry tutor

2460 Views

See similar Chemistry A Level tutors

Related Chemistry A Level answers

All answers ▸

Calculate the empirical and molecular formula of the molecule giving rise to the molecular ion peak at 148 m/z. The percentage composition by weight is 64.80 % carbon, 13.62 % hydrogen, and 21.58 % oxygen


What are the reagents used to oxidise an alcohol to a carboxylic acid.


What is the C-O-H bond angle in propan-2-ol and why is this? [4 marks]


Which element, Na or Mg is likely to have the higher melting point? Give reasons for your choice


We're here to help

contact us iconContact ustelephone icon+44 (0) 203 773 6020
Facebook logoInstagram logoLinkedIn logo

MyTutor is part of the IXL family of brands:

© 2025 by IXL Learning