Open Question
Identify all chiral centers in the isomers that you drew for part (a).
13. Alkenes, Alkynes, and Aromatic Compounds
Chirality
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Predict enantiomer for thalidomide compound given below.
A
B
C
D
Verified step by step guidance1
Identify the chiral center in the thalidomide structure. A chiral center is a carbon atom that is bonded to four different groups.
Examine the stereochemistry of the chiral center. Look for wedges and dashes in the structure, which indicate the three-dimensional arrangement of the groups around the chiral center.
Determine the configuration of the chiral center using the Cahn-Ingold-Prelog priority rules. Assign priorities to the four groups attached to the chiral center based on atomic number.
Orient the molecule so that the group with the lowest priority is pointing away from you. Then, observe the order of the remaining three groups.
If the order of the groups is clockwise, the configuration is R (rectus). If the order is counterclockwise, the configuration is S (sinister).
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