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

2426 Views

See similar Chemistry A Level tutors

Related Chemistry A Level answers

All answers ▸

What is the chemical structure of metal


How does the oxidising power of the group 1 metals vary?


How does the reducing ability of halide ions vary?


How does the reactivity change down Group 1 elements, and why?


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