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Chapter 5: Q.8 (page 183)

Locate the stereogenic center in each compound and draw both enantiomers.

a.

b.

c.

Short Answer

Expert verified

The stereogenic centers in the given compounds and their enantiomers are represented below.

a.

b.

c.

Step by step solution

01

Stereogenic centers

The points in a molecule that could generate stereoisomers on interchanging two of the substituents attached to it are named stereogenic centers.

02

Enantiomers

The molecules whose mirror images are non-superimposable are termed enantiomers.

03

Stereogenic centers in the given molecules

The carbon atoms that are hybridized and are bonded to four other groups/atoms are stereogenic centers.

a. The given molecule consists of only one stereogenic center.

Stereogenic center in a

b. The given molecule consists of one stereogenic center.

Stereogenic center in b

c. The molecule consists of one stereogenic center.

Stereogenic center in c

04

Enantiomers of the given compounds

The enantiomers of the given compounds are provided below.

a.

Enantiomers of compound a

b.

Enantiomers of compound b

c.

Enantiomers of compound c

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Most popular questions from this chapter

Which group in each pair is assigned the higher priority?

a. -CH3,-CH2CH3

b. -I,-Br

c. -H,-D

d. -CH2Br,-CH2CH2Br

e. localid="1648296449951" -CH2Cl,-CH2CH(CH3)2

f.-CH2OH,-CHO

Without drawing out the structures, label each pair of compounds as enantiomers or diastereomers.

a. (2R,3S)-hexane-2,3-diol and (2R,3R)-hexane-2,3-diol

b. (2R,3R)-hexane-2,3-diol and (2S,3S)-hexane-2,3-diol

c. (2R,3S,4R)-hexane-2,3,4-triol and (2S,3R,4R)-hexane-2,3,4-triol

Draw all possible stereoisomers for each compound. Label pairs of enantiomers and diastereomers.

a.

b.

c.

Consider Newman projections (A–D) for four-carbon carbohydrates. How is each pairof compounds related: (a) A and B; (b) A and C; (c) A and D; (d) C and D? Choose fromidentical molecules, enantiomers, or diastereomers.

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.
See all solutions

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