Log out Go to App
Go to App

Learning Materials

Features

Discover

Chapter 5: Q.49 (page 207)

Draw the structures of (S,S)-ethambutol, a drug used to treat tuberculosis that is 10 times more potant than any of its other isomers.

ethambutol

Short Answer

Expert verified

Following is the structure of (S,S)-ethambutol:

Step by step solution

01

Definition of stereoisomers

The stereoisomers are also known as spatial isomers. These are the kind of isomers with similar molecular formulas and also the same sequence of bonds.

The stereoisomers differ from each other only in the three-dimensional positionings of their atoms. They are further classified as enantiomers and diastereomers.

02

The structure of (S,S)-ethambutol

It is a drug used for the treatment of tuberculosis.

Structure of (S,S)-ethambutol

It consists of two stereogenic carbon atoms as marked in the structure by *.

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.

Start your free trial

Over 30 million students worldwide already upgrade their learning with Vaia!

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

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.

Which group in each pair is assigned the higher priority in R,S nomenclature?

  1. -CD3,-CH3
  2. localid="1648446360910" -CH(CH3)2,-CH2OH
  3. localid="1648447310055" -CH2Cl,-CH2CH2CH2Br
  4. -CH2NH2,-NHCH3

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

Locate the stereogenic centers in each drug.

a.

b.

c.

Like carvone, the two enantiomers of celery ketone smell differently. The R enantiomer smells like celery leaves, whereas the S enantiomer smells like licorice. Draw each enantiomer and assign its odor.
See all solutions

Recommended explanations on Chemistry Textbooks

Kinetics

Read Explanation

Ionic and Molecular Compounds

Read Explanation

Chemical Reactions

Read Explanation

Physical Chemistry

Read Explanation

Inorganic Chemistry

Read Explanation

Organic Chemistry

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.

Sign-up for free