/*! This file is auto-generated */ .wp-block-button__link{color:#fff;background-color:#32373c;border-radius:9999px;box-shadow:none;text-decoration:none;padding:calc(.667em + 2px) calc(1.333em + 2px);font-size:1.125em}.wp-block-file__button{background:#32373c;color:#fff;text-decoration:none} Q.22 If the two stereogenic centers o... [FREE SOLUTION] | 91影视

91影视

Log out

Learning Materials

Features

Discover

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.

Unlock Step-by-Step Solutions & Ace Your Exams!

  • Full Textbook Solutions

    Get detailed explanations and key concepts

  • Unlimited Al creation

    Al flashcards, explanations, exams and more...

  • Ads-free access

    To over 500 millions flashcards

  • Money-back guarantee

    We refund you if you fail your exam.

Over 30 million students worldwide already upgrade their learning with 91影视!

One App. One Place for Learning.

All the tools & learning materials you need for study success - in one app.

Get started for free

Most popular questions from this chapter

Locate the stereogenic centers in each drug.

a.

b.

c.

Compare the physical properties of the three stereoisomers of 1,3-dimethylcyclopenatane.

  1. How do the boiling points of A and B compare? What about A and C?
  2. Characterize a solution of each of the following as optically active or optically inactive: pure A; pure B; pure C; an equal mixture of A and B; an equal mixture of A and C.
  3. A reaction forms a 1:1:1 mixture of A, B, and C. If this mixture is distilled, how many fractions would be obtained? Which fractions would be optically active and which would be optically inactive?

a. Locate all the tetrahedral stereogenic centers in discodermolide, a tumor inhibitor isolated from the Caribbean marine sponge Discodermiadissoluta.

b. Certain carbon鈥揷arbon double bonds can also be stereogenic centers. With reference to the definition in Section 5.3, explain how this can occur, and then locate the three additional stereogenic centers in discodermolide.

c. Considering all stereogenic centers, what is the maximum number of stereoisomers possible for discodermolide?

Label each pair of compounds as constitutional isomers, stereoisomers, or not isomers of each other.

How is each compound related to the simple sugar D-erythrose? Is it an enantiomer,diastereomer, or identical?

a.

b.

c.
See all solutions

Recommended explanations on Chemistry Textbooks

Nuclear Chemistry

Read Explanation

Inorganic Chemistry

Read Explanation

Chemistry Branches

Read Explanation

Organic Chemistry

Read Explanation

Physical Chemistry

Read Explanation

Making Measurements

Read Explanation
View all explanations

What do you think about this solution?

We value your feedback to improve our textbook solutions.

Study anywhere. Anytime. Across all devices.