Chapter 5: Q.2 (page 177)
Classify each pair of compounds as constitutional isomers or stereoisomers.




Short Answer
The compounds in options a, b and c are all constitutional isomers and the compounds given in option d are stereoisomers.
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Chapter 5: Q.2 (page 177)
Classify each pair of compounds as constitutional isomers or stereoisomers.




The compounds in options a, b and c are all constitutional isomers and the compounds given in option d are stereoisomers.
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a) Locate the stereogenic centers in the ball-and-stick model of ezetimibe (trade name Zetia), a cholesterol-lowering drug. (b) Label each stereogenic center as R or S.

How is compound A related to compounds B–E? Choose from enantiomers, diastereomers, constitutional isomers, or identical molecules.

Draw the structures for each compound.
Locate the stereogenic centers in each compound. A molecule may have zero, one, or more stereogenic centers. Gabapentin [part (d)] is used clinically to treat seizures and certain types of chronic pain. Gabapentin enacarbil [part (e)] is a related compound that is three times more potent.

a.

b.

c.

d.

e.

f.
Label the two stereogenic centers in each compound and draw all possible stereoisomers.

a.

b.
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