5: Chirality Flashcards
ID Chiral, Achiral, and Meso strutures
Same connectivity, different orientations
Stereoisomer
Same on Both Sides
Achiral
No plane symmetry
chiral
Molecules that have 4 different substituents
enantiomers
Four different groups are attached to one carbon (tetrahedral carbon)
Chiral Center
Has Chiral Centers, but overall achiral
Meso
Groups cannot not be superimposed = Different
Groups “different” if there is any non-conformational structural differenc
Relative positions of all groups around the chiral center
R/S configuration
Rule 1: The highest rank number is based on what and what is always the lowest
Atomic Number. Example O = 1, N = 2, CH3 = 3, H = 1.
Rule 2: If a decision cant be made for the first atom…
the higher rank one is the one with the highest atomic # and then atomic mass for the substituents.
Rule 3: double bonds…
same as single bonds. (Still four bonds)
Starting R and S configuration.
Lowest Priority is pointed away from you. Then go in ascending order.
Clockwise
R
Counterclockwise
L
stereoisomeric forms that are not mirror images
Diastereomers
Prochirality
Molecules that are achiral but have the potential or can become chiral through a single change. R -> pro-R and S -> pro-S