Log out Go to App
Go to App

Learning Materials

Features

Discover

Chapter 5: Q39E (page 148)

What is the stereochemical configuration of the enantiomer of (2S,4R)-2,4-octanediol? (A diol is a compound with two-OH groups.)

Short Answer

Expert verified

Stereochemical configurationcharacterises a particular stereoisomer by the atoms or the groups of atoms.

Stereochemical configurations are of two types:

  • Absolute configuration- R, S system
  • Relative configuration D-L system

Step by step solution

01

Step 1:Stereochemical configuration

Stereochemical configurationcharacterises a particular stereoisomer by the atoms or the groups of atoms.

Stereochemical configurations are of two types:

  • Absolute configuration- R, S system
  • Relative configuration D-L system
02

Step 2:Stereochemical configuration of (2S,4R)-2,4-octanediol

The enantiomer of (2S,4R)-2,4-octanediol will be opposite in the configuration;that is, the 2S,4R configuration at the chiral centre will be changed to 2R,4S.

The 2S,4R configuration and 2R,4S configuration of 2,4 -octane diol are non-suoerimposible mirror images of each other due to a lack of symmetry in the molecule:

  • Lack of centre of symmetry
  • Lack of plane of symmetry

The Stereochemical configuration of (2S,4R)-2,4-octane diol is shown as follows:

Stereochemical configuration of (2S,4R)-2,4-octane diol

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

Cis-1,2-Dimethylcyclohexane is optically inactive even though it has two chirality centers. Explain.

We’ll see in Chapter 11 that alkyl halides react with hydrosulfide ion () to give a product whose stereochemistry is inverted from that of the reactant.

Identify the indicated faces in the following molecules as Re or Si:

On reaction with hydrogen gas by a platinum catalyst, ribose (Problem 5-54) is converted into ribitol. Is ribitol optically active or inactive? Explain.

Erythronolide B is the biological precursor of erythromycin, a broadspectrumantibiotic. How many chirality centers does erythronolide Bhave? Identify them.
See all solutions

Recommended explanations on Chemistry Textbooks

Chemical Reactions

Read Explanation

Ionic and Molecular Compounds

Read Explanation

Chemistry Branches

Read Explanation

Organic Chemistry

Read Explanation

Inorganic Chemistry

Read Explanation

Nuclear 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