isomerism in organic molecules Flashcards
structural isomers
- differ in their bonding sequence/molecular skeleton
- usually different compounds with different physical and chemical properties
types of structural isomers
- chain or skeletal isomerism
- position isomerism
- functional group isomerism
- tautomerism - movement of bonds and proton
stereoisomers
same structural formula but different 3-D arrangement of atoms in space
- geometric isomerism
optical isomerism
optical isomers
ability to rotate plane-polarised light in opposite directions
- requires chiral centre
compounds with more than one chiral centre may not show optical activity depending on whether or not they are non-superimposable on their mirror image (chiral) or superimposable (achiral)
enantiomers
- the non superimposable mirror image forms of a chiral molecules are called enantiomers
- have identical physical properties in all respects except in their interaction with plane of polarised light
racemic mixtures
a 1:1 mixture of the two enantiomers of a compound is known as a racemic mixture
diastereomers
a structure with n chiral centres has 2n possible isomers
- diastereomers that differ at only one carbon are called epimers
important of enantiomers
proteins/receptors/enzymes made up of L-amino acids = chiral environment - differentiates between isomers