optical isomerism Flashcards
what type of isomerism is optical isomerism
stereoisomerism
same molecular
different spacial arrangement
when does optical isomerism occur
asymmetrical carbon
chiral centre
4 different groups
optical isomers
non-superimposable
mirror images
enantiomers
optically active
chiral centres
marked with asterisk
rotating light
both enantiomers rotate light opposite ways by the same amount
clockwise
dextroratotory
anti clockwise
laevoratatory
plane polarised light
only vibrates in one direction
normal light vibrates in all directions
racemate
racemic mixture
equal amounts of each enantiomer
don’t show optical activity
when 2 chiral molecules react, a racemate is formed as there is an equal chance of each enantiomer being formed
nucleophilic addition
nucleophile can attack molecule with carbonyl group from above or below C=O bond
formation of a racemate
optical isomers produce pair of enantiomers in 1:1 ratio
drugs
easier to synthesise racemate
separating gives enantiopure compound
expensive
half may be effective, half may be harmful
waste of materials for 50% effective drug