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Questions On Stereochemistry

1. This document contains 7 stereochemistry questions involving drawing Fischer projections, assigning R/S configurations, identifying relationships between compounds, calculating specific rotations, and determining the number/optical activity of products for several reactions. 2. The questions cover a range of stereochemistry topics including chiral carbons, enantiomers, diastereomers, specific rotation, and determining stereoisomers/optical activity of reaction products. 3. Answering the questions requires skills in Fischer projections, R/S assignments, identifying relationships between 3D structures, performing specific rotation calculations, and determining how reactions impact stereochemistry.

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Shilajit Barua
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2K views2 pages

Questions On Stereochemistry

1. This document contains 7 stereochemistry questions involving drawing Fischer projections, assigning R/S configurations, identifying relationships between compounds, calculating specific rotations, and determining the number/optical activity of products for several reactions. 2. The questions cover a range of stereochemistry topics including chiral carbons, enantiomers, diastereomers, specific rotation, and determining stereoisomers/optical activity of reaction products. 3. Answering the questions requires skills in Fischer projections, R/S assignments, identifying relationships between 3D structures, performing specific rotation calculations, and determining how reactions impact stereochemistry.

Uploaded by

Shilajit Barua
Copyright
© © All Rights Reserved
We take content rights seriously. If you suspect this is your content, claim it here.
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Stereochemistry Questions: 1.

Draw a Fischer Projection for the following chiral, tetrahedral carbon:


Br H OH CH2 CH3

2. Assign R or S to the following molecules: (a)


Br H Cl CH2CH3

(b)
H H3CH 2C F CH3

3. [10 pts] identify each of the following pairs of compounds as identical molecules, enantiomers, or diastereomers. Must show work to obtain partial credit.
H H3C H3C H N H2 Br H H2 N CH3 CH3 Br H

4. Optical Activity: (a) Calculate the specific rotation for Compound A, whose observed rotation was (+) 35.0 for a solution made from 0.200 g dissolved in 2 mL of chloroform solvent. The cell path length was 10 cm.

(b) Calculate the observed rotation for Compound A, whose specific rotation was (+) 176.0 for a solution made from 0.250 g dissolved in 1 mL of chloroform solvent. The cell path length was 5 cm.

5. Consider the reaction below:


Br Br2 Br

How many stereoisomers of the product are possible? Draw them. Are the products optically active?

6. Consider the reaction below:


H 2, Pd/C

How many stereoisomers of the product are possible? Draw them. Are the products optically active? 7. Consider the reaction below:
H 2, Pd/C

How many stereoisomers of the product are possible? Draw them. Are the products optically active?

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