EBK EXPERIMENTAL ORGANIC CHEMISTRY: A M
EBK EXPERIMENTAL ORGANIC CHEMISTRY: A M
6th Edition
ISBN: 9781305687875
Author: Gilbert
Publisher: CENGAGE LEARNING - CONSIGNMENT
Question
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Chapter 7.6, Problem 1E

(a)

Interpretation Introduction

Interpretation:

Number of stereo centers in (+)-tartaric acid should be identified.

Concept Introduction :

Stereo centers are those carbon atoms which are attached to 4 different groups. They are also known as chiral centers.

(b)

Interpretation Introduction

Interpretation:

All possible stereo isomers of (+)-tartaric acid should be drawn by indicating the optical activity of the each structure while indicating pairs of them as enantiomers, diastereomers or meso compounds.

Concept Introduction :

Stereoisomers are the compounds which have the same molecular formula but differ only with the partial arrangement of the atoms in the molecule.

(c)

Interpretation Introduction

Interpretation:

Other stereoisomers of (+)-tartaric acid that can be used to resolve racemic 1-phenylethylamine should be identified.

Concept Introduction :

Stereoisomers are the compounds that have the same molecular formula but differ only with the partial arrangement of the atoms in the molecule.

(d)

Interpretation Introduction

Interpretation:

A possible advantage of using a different stereoisomer of (+)-tartaric acid to resolve racemic 1-phenylethylamine should be identified and the reason should be explained.

Concept Introduction :

Stereoisomers are the compounds that have the same molecular formula but differ only with the partial arrangement of the atoms in the molecule.

(e)

Interpretation Introduction

Interpretation:

Importance of the optical purity of the resolving compound should be identified and explained.

Concept Introduction :

Stereoisomers are the compounds which have the same molecular formula but differ only with the partial arrangement of the atoms in the molecule.

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12. Consider the molecule shown below. ОН ОН f. How many stereoisomers are possible? g. Draw each of these stereoisomers. h. Identify pairs of enantiomers and pairs of diastereomers. i. Build a model of the stereoisomer that has both OH groups pointing out. Also, build a model of the mirror image of this molecule. j. Do your two molecules represent enantiomers? Are they chiral?
pt. 4: Molecular Models: Stereoisomers me: 4. Using the model of 2-bromobutane representing the R enantiomer from 4., switch any two groups on the chiral carbon. Compare this to your S enantiomer from 4. a. Are they the same or different? b. Are they the same or enantiomers? C. Now switch any pair of groups around the chiral carbon of the "switched" model again! Compare the "double-switched" model with the other unmodified S molecule from 4. Are they enantiomers or are they identical? С. Shown below is the Fisher projection of (R)-2-bromo-(S)-3-chlorobutane. ne mirror image of this stereoisomer and assign the RIS configurations of iral carbons for both isomers. е ll er
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