Questions: Consider the stereoisomers (A-E) drawn below:
Which structure is an enantiomer of structure A?
structure B
structure C
structure D
structure E
Transcript text: Consider the stereoisomers (A-E) drawn below:
Which structure is an enantiomer of structure A?
structure B
structure C
structure D
structure E
Solution
Solution Steps
Step 1: Identify the configuration of structure A
Structure A has the following groups around the chiral center: CHO, Br, NH2, and CH2OH.
Determine the configuration (R or S) of structure A by assigning priorities to the groups based on atomic number and using the Cahn-Ingold-Prelog priority rules.
Step 2: Determine the configuration of the other structures
Similarly, determine the configuration (R or S) of structures B, C, D, and E by assigning priorities to the groups around their chiral centers.
Step 3: Identify the enantiomer of structure A
An enantiomer is a non-superimposable mirror image of the original molecule, meaning it will have the opposite configuration (R vs. S) at the chiral center.
Compare the configurations of structures B, C, D, and E with that of structure A to find the one with the opposite configuration.