2 Isomers Flashcards
conformational isomers
same molecule rotated differently around a bond
Newman projection
sideways view of molecule along one bond
anti-staggered
highest priority groups 180º apart
eclipsed
steric hindrance
gauche
in between anti-staggered and eclipsed
cyclic conformers
introduce ring strain
most stable: cyclohexane chair conformation
in ring conformers, one prefers the bulky groups to be in the _______(axial/equatorial) position
equatorial
in axial position, they introduce flagpole strain – can cause ring inversions
configurational isomers
have to break bonds to move positions
chiral carbons (stereocenters)
4 unique substituents
enantiomers
nonsuperimposable mirror images (different compounds)
diastereomers
> 1 stereocenter
nonsuperimposable non-mirror images
2^n configurations
cis/trans isomers
differ in configuration across double-bond/ring
meso compounds
> 1 chiral center & internal plane of symmetry
same substituents on different chiral centers
(Z) and (E) forms
absolute configuration around double bond
> 2 substituents
“ze zame zide”: highest priority groups on the same side of double bond
(R) and (S) forms
concerned with stereocenters