Organic Chemistry Study Guide and Solutions
Organic Chemistry Study Guide and Solutions
6th Edition
ISBN: 9781936221868
Author: Marc Loudon, Jim Parise
Publisher: W. H. Freeman
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Chapter 4, Problem 4.2P
Interpretation Introduction

Interpretation:

Among the given alkenes, the ones that can exist as double bond stereoisomers are to be stated and their stereocenters are to be identified.

Concept introduction:

The stereoisomers of the double bond are cis-trans and E-Z isomers. These configurations of the alkenes arise from the arrangement of groups on both sides of the group respective to each other. For the alkene to be a stereocenter two groups on both side of the double bond must be different from each other.

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Which of the following alkenes can exist as cis-trans isomers? Write their structures. (a) CH2=CHCH2CH3 (c) CH2=C(CH3)2 (b) CH3CH=CHCH3 (d) CH3CH2CH=CHCI
TRUE OR FALSE (a) Both ethylene and acetylene are planar molecules. (b) An alkene in which each carbon of the double bond has two different groups bonded to it will show cis-trans isomerism. (c) Cis-trans isomers have the same molecular formula but a different connectivity of their atoms. (d) Cis-2-butene and trans -2-butene can be interconverted by rotation about the carbon–carbon double bond. (e) Cis-trans isomerism is possible only among appropriately substituted alkenes. (f) Both 2-hexene and 3-hexene can exist as pairs of cis-trans isomers. (g) Cyclohexene can exist as a pair of cis-trans isomers. (h) 1-Chloropropene can exist as a pair of cis-trans isomers.
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