Chapter 5: Q.6 (page 182)
Locate the stereogenic centers in each molecule. Compounds may have one or more stereogenic centers.


b.

c.

d.

e.

f.
Short Answer

a.

b.

c.

d.

e.

f.
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Chapter 5: Q.6 (page 182)
Locate the stereogenic centers in each molecule. Compounds may have one or more stereogenic centers.


b.

c.

d.

e.

f.

a.

b.

c.

d.

e.

f.
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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.
For the given ee values, calculate the percentage of each enantiomer present.
a. 90% ee
b. 99% ee
c. 60% ee
How are the compounds in each pair related to each other? Are they identical, enantiomers, diastereomers, constitutional isomers, or not isomers of each other?
a.
and 
b.
and 
c.
and
d.
and 
e.
and 
f.
and 
Locate the stereogenic center in each compound and draw both enantiomers.

a.

b.

c.
An acid–base reaction of (R)-sec-butylamine with a racemic mixture of 2-phenylpropanoic acid forms two products having different melting points and somewhat different solubilities. Draw the structure of these two products. Assign R and S to any stereogenic centers in the products. How are the two products related? Choose from enantiomers, diastereomers, constitutional isomers, or not isomers.

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