Organic Chemistry
Organic Chemistry
6th Edition
ISBN: 9781936221349
Author: Marc Loudon, Jim Parise
Publisher: W. H. Freeman
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Chapter 10, Problem 10.34P
Interpretation Introduction

(a)

Interpretation:

Whether the reaction between the compounds given in the illustration leads to the formation of chiral ethanol or not is to be stated. The line-and-wedge formula of chiral ethanol formed is to be drawn.

Concept introduction:

The two hydrogens of ethanol are enantiotopic in nature. That is substitution of one hydrogen by another group will lead to R-isomer while the other will lead to S-isomer. The alcohol dehydrogenase reaction of isotopically substituted ethanol can be carried out in order to distinguish them as the reaction is stereospecific in nature.

Interpretation Introduction

(b)

Interpretation:

Whether the reaction between the compounds in the given illustration leads to the formation of chiral ethanol or not is to be stated. The line-and-wedge formula of chiral ethanol formed is to be drawn.

Concept introduction:

The two hydrogens of ethanol are enantiotopic in nature. That is substitution of one hydrogen by another group will lead to R-isomer while for the other will lead to S-isomer. The alcohol dehydrogenase reaction of isotopically substituted ethanol is carried out then the two isomers can easily be identified.

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If molecules A and B are isomers of each other, then what kinds of isomers could they be (i.e., enantiomers, diastereomers, or constitutional isomers) under each of the following conditions?(a) Both molecules have the same IHD.(b) Molecule A has a ring but molecule B does not.(c) Molecules A and B contain different functional groups.(d) Molecules A and B share exactly the same functional groups.(e) Molecule A has a plane of symmetry but molecule B does not.
Which of the following compounds are chiral? Which, if any, are meso? Which, if any, does not have a possible diastereomer? (a) (b) (c) (d)
If either of the following molecules has a stereogenic carbon (chirality center), give structures for both of the enantiomers.               (a)  2-bromopropane                           (b) 2-bromobutane

Chapter 10 Solutions

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