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2021 | Book

Introduction to Stereochemistry

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About this book

Conformal, diastereomers, rotamers, tautomers, anomers: The multitude of terms used in stereochemistry quickly makes this subfield of chemistry confusing. In addition, there are different nomenclatures and different forms of representation (Fischer projection, Haworth ring formula, Newman projection). This essential deals with basic static stereochemistry and gives an overview of the different isomeric forms and nomenclatures. It is thus both a help and a reference book.

This Springer essential is a translation of the original German 1st edition essentials, Einführung in die Stereochemie by Torsten Schmiermund, published by Springer Fachmedien Wiesbaden GmbH, part of Springer Nature in 2019. The translation was done with the help of artificial intelligence (machine translation by the service DeepL.com). A subsequent human revision was done primarily in terms of content, so that the book will read stylistically differently from a conventional translation. Springer Nature works continuously to further the development of tools for the production of books and on the related technologies to support the authors.

Table of Contents

Frontmatter
Chapter 1. Stereochemistry—Why?
Abstract
This book deals with the stereochemistry of organic compounds. In this chapter, you will learn the basic meaning of stereochemistry and how to design molecular models yourself. In addition, the term “isomerism” is explained.
Torsten Schmiermund
Chapter 2. Basics
Abstract
This chapter provides a basic overview of important stereochemical terms: constitution, conformation, stereoisomers and tautomers. Some of these terms are subdivided to give you a complete overview.
Torsten Schmiermund
Chapter 3. Constitutional Isomers
Abstract
Constitutional isomers have the same molecular formula, but differ in the arrangement of the atoms in the respective molecule. This means that the linking sequence of the atoms has different types. In this chapter, the different variants of the constitutional isomers, as well as their—partly former—nomenclatures are briefly described. In addition, different forms of tautomerism are discussed.
Torsten Schmiermund
Chapter 4. Stereoisomerism
Abstract
In this chapter, you will learn about the relationship between enantiomers, diastereomers and racemates, as well as optical activity and the biological effect of different isomers.
Torsten Schmiermund
Chapter 5. Configuration Isomers: Geometric Isomerism
Abstract
Geometric isomers differ in the spatial arrangement of substituents on a double bond or non-aromatic ring system. Especially in the case of 1,2-disubstituted alkenes, one usually speaks of a cis-/trans- isomerism. In the case of longer chains and/or higher substituted compounds, naming according to the (Z)-, (E)- notation using the CIP rules is necessary to clearly indicate the configuration.
Torsten Schmiermund
Chapter 6. Configuration Isomers: Optical Isomerism
Abstract
In this chapter, you will learn about chirality. See how you can convert the Fischer projection into a wedge formula and how the D-/L-configuration is created.
Torsten Schmiermund
Chapter 7. Configuration Isomers: Sugar
Abstract
Sugars are among the most important carbohydrates. At this chapter, you will learn what anomers are and in what many different ways (e.g., Fischer projection or Haworth ring formula), sugar molecules can be represented.
Torsten Schmiermund
Chapter 8. Conformation Isomers
Abstract
Chemical bonds are not rigid and should therefore not be considered as such. A rotation around single bonds is possible and leads to different conformations. In this chapter, you can see how these isomers appear in linear and cyclic molecules.
Torsten Schmiermund
Backmatter
Metadata
Title
Introduction to Stereochemistry
Author
Torsten Schmiermund
Copyright Year
2021
Electronic ISBN
978-3-658-32035-5
Print ISBN
978-3-658-32034-8
DOI
https://doi.org/10.1007/978-3-658-32035-5

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