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Chapter 5: Q.22 (page 195)

If the two stereogenic centers of a compound are R,S in configuration, what are the R,S assignments for its enantiomer and two diastereomers?

Short Answer

Expert verified

R, R for enantiomers.

R, R and S, S for diastereomers.

Step by step solution

01

Enantiomers  

The enantiomers contain chiral centers (with four different groups), and they are identified by the inverted stereochemistry.

For example, the R isomer, and S isomer are enantiomers.

02

Diastereomers

The diastereomers also contain chiral centers or stereogenic centers, and they are identified by the difference in stereochemistry at only one center.

For example, the R, S isomer and R, R isomer are diastereomers.

03

Explanation

  1. The R, S assigned molecule has its enantiomer with S, R stereochemistry. The stereochemistry is inverted in this case due to non-superimposable mirror images.
  2. The R, S assigned molecule has its diastereomer with S, S stereochemistry. The stereochemistry of one chiral atom remains the same in this case due to not having any mirror image relationship.

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Most popular questions from this chapter

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

What is the maximum number of stereoisomers possible for a compound with:

a. three stereogenic centers;

b. eight stereogenic centers?

Locate the tetrahedral stereogenic center(s) in each compound. A molecule may have one or more stereogenic centers.

a.

b.

c.

d.

e.

f.

Which of the following cyclic molecules are meso compounds?

a.

b.

c.

Rank the following groups in order of decreasing priority.

  1. -F,-NH2,-CH3,-OH
  2. -CH3,-CH2CH3,-CH2CH2CH3,-(CH2)3CH3
  3. -NH2,-CH2NH2,-CH3,-CH2NHCH3
  4. -COOH,-CH2OH,-H,-CHO
  5. -Cl,-CH3,-SH,-OH
  6. -颁鈮贬,-颁贬(颁贬3)2,-CH2CH3,-CH=CH2
See all solutions

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