General, Organic, and Biological Chemistry - 4th edition
General, Organic, and Biological Chemistry - 4th edition
4th Edition
ISBN: 9781259883989
Author: by Janice Smith
Publisher: McGraw-Hill Education
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Chapter 15.4, Problem 15.4PP
Interpretation Introduction

(a)

Interpretation:

The enantiomer of given compound that is (R)-limonene should be drawn.

General, Organic, and Biological Chemistry - 4th edition, Chapter 15.4, Problem 15.4PP

Concept Introduction:

Enantiomers are the compounds having non-superimposable mirror images of each other.

Interpretation Introduction

(b)

Interpretation:

The constitutional isomer of (R)-limonene should be drawn.

Concept Introduction:

Isomers are the compounds having same molecular formula but different structure. The phenomenon possessed by the molecules is known as isomerism.

Compounds having same molecular formula but possessing different connectivity of atoms are known as constitutional isomers.

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4-Chloro-2-pentene has a double bond that can have either the E or the Z configuration and a stereogenic center that can have either the R or the S configuration. How many stereoisomers arepossible altogether? Draw the structure of each, and group the pairs of enantiomers.
How are the compounds in attached pair related to each other? Are they identical, enantiomers, diastereomers, constitutional isomers, or not isomers of each other??
Identify the stereogenic carbon in (S)- and (R)-limonene, rank the substituents around it and rationalize the assignment of their stereochemical configurations. Hint: When ranking carbons that have multiple bonds, consider the bolded carbon of C=C being connected to 2 carbons and the bolded carbon of C≡C being connected to 3 carbons.

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General, Organic, and Biological Chemistry - 4th edition

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