Carbonyl compounds: optical isomers Flashcards
What are stereoisomers?
Same structural formula but different arrangement of atoms in space
what type of isomers are optical isomers?
stereoisomers
What is a chiral carbon?
a carbon with 4 different groups around it
Define optical isomerism
Two non-superimposable mirror image structures.
Optical isomers are optically active, what does this mean?
They rotate plane polarised light, one enantiomer rotates it clockwise whilst the other rotates it anticlockwise
what is a racemate?
contains equal quantities of each enantiomer of an optically active compound
Why don’t racemates show any optical activity?
The two enantiomers cancel each other’s light-rotating effect
why do chemists react two a achiral things together?
To get a racemic mixture of a chiral product - since 2 molecules reacting have an equal chance of forming each of the enantiomers
reaction of propanal with acidified potassium cyanide
Because the C=O is planar, there is an equal chance of CN nucleophile attacking from either of the the directions, so an equal amount of each enantiomer will form, you get a racemic mixture