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CHEM 210 CH05 Stereochemistry II

This document provides examples and problems for students to practice identifying different types of isomers including constitutional isomers, enantiomers, and diastereomers. It includes keys for three problems which ask students to identify isomers in various molecules and draw stereoisomers of given compounds.

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Helm weutt
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172 views6 pages

CHEM 210 CH05 Stereochemistry II

This document provides examples and problems for students to practice identifying different types of isomers including constitutional isomers, enantiomers, and diastereomers. It includes keys for three problems which ask students to identify isomers in various molecules and draw stereoisomers of given compounds.

Uploaded by

Helm weutt
Copyright
© © All Rights Reserved
We take content rights seriously. If you suspect this is your content, claim it here.
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Download as PDF, TXT or read online on Scribd
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CHEM 210 [CHAPTER 5: STEREOCHEMISTRY – STEREOISOMERS

Skills you must master for Chapter 5:


1. Know the difference between isomeric types
2. Be able to draw all possible stereoisomers for a compound and indicate the interrelationships.
3. Learn how to apply these skills to cyclic compounds

Isomerism:

Problem 1: Determine whether the following molecules are identical, constitutional isomers, enantiomers or
diastereomers.

a. b.

c. d.

e. f.

g. h.

i. j.

k. l.

m. m.

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CHEM 210 [CHAPTER 5: STEREOCHEMISTRY – STEREOISOMERS

Problem 1: Continued.

n. o.

p. q.

r. s.

t. u.

v. w.

x. y.

z. aa.

bb. cc.

dd. ee.

ff. gg.

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CHEM 210 [CHAPTER 5: STEREOCHEMISTRY – STEREOISOMERS

Problem 2: Draw all stereoisomers for the following molecules; indicate the stereochemical interrelationships for all
possible pairs.

Problem 3: Menthol is a member of the terpene family of natural products. It exists in a (1R,2S,5R) form and a (1S,2R,5S)
form. Draw the two molecules in their most stable chair conformer(s). Are these two compounds enantiomers or
diastereomers ?

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CHEM 210 [CHAPTER 5: STEREOCHEMISTRY – STEREOISOMERS

KEY
Problem 1:

a. diastereomers b. enantiomers

c. enantiomers d. diasteromers

e. diastereomers f. diastereomers

g. diastereomers h. Identical - (3R,4S)-3,4-dimethylhexane

i. Constitutional isomers j. Constitutional isomers

k. diastereomers l. identical

m. enantiomers m. diastereomers

n. identical o. identical

p. identical q. identical

r. enantiiomers s. identical

t. enatiomers u. diastereomers

v. enantiomers w. diastereomers

x. enantiomers y. enantiomers

z. identical aa. diastereomers

bb. constitutional isomers cc. diastereomers

dd. enantiomers ee. Constitutional isomers

ff. diastereomers gg. diastereomers

Problem 2:

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CHEM 210 [CHAPTER 5: STEREOCHEMISTRY – STEREOISOMERS

Problem 3:

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CHEM 210 [CHAPTER 5: STEREOCHEMISTRY – STEREOISOMERS

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