Organic Chemistry
Organic Chemistry
6th Edition
ISBN: 9781936221349
Author: Marc Loudon, Jim Parise
Publisher: W. H. Freeman
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Chapter 7, Problem 7.7P
Interpretation Introduction

(a)

Interpretation:

The planar-ring structures for both the enantiomers of the given cyclic compound are to be drawn.

Concept introduction:

The conformation of cyclohexane is a type of 3D shape of cyclohexane molecule. There are total four types of significant conformations of cyclohexane exists which are chair conformation, half-chair conformation, boat conformation and twist-boat conformation. Enantiomer of a compound has opposite configuration.

Interpretation Introduction

(b)

Interpretation:

The planar-ring structure for the given cyclic compound is to be drawn.

Concept introduction:

The conformation of cyclohexane is a type of 3D shape of cyclohexane molecule. There are total four types of significant conformations of cyclohexane exists which are chair conformation, half-chair conformation, boat conformation and twist-boat conformation.

The naming of chiral center and geometric isomers are based on Cahn-Ingold-Prelog priority rules. If the priority assigned to each group attached to the chiral center in a molecule is in a clockwise direction, then it is the R-stereoisomer, and if this is counter-clockwise, then it is the S-stereoisomer. R and S-stereoisomer are mirror images of each other.

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Draw structures for the following compounds: (a) 2,2-dimethylpropane (b) 3-methylheptane (c) 4,5-diethylnonane (d) 4-(1-methylethyl) heptane (e) 5-(1,1-dimethylethyl) nonane (f) ethylcyclobutane (g) 1-ethyl-4-methylcyclohexane
(a)(2R,3S)-2,3-dibromohexane, label each structure you have drawn as chiral or achiral.
Write structures for the cis and trans isomers of (a) 1,2-dichlorocyclopentane and (b) 1,3- dibromocyclobutane. (c) Are cis-trans isomers possible for 1,1-dibromocyclobutane?

Chapter 7 Solutions

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Chapter 4 Alkanes and Cycloalkanes Lesson 1; Author: Linda Hanson;https://www.youtube.com/watch?v=PPIa6EHJMJw;License: Standard Youtube License