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3.9 Small Rings Cyclopropane Cyclobutane 25.

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Presentation on theme: "3.9 Small Rings Cyclopropane Cyclobutane 25."— Presentation transcript:

1 3.9 Small Rings Cyclopropane Cyclobutane 25

2 Cyclopropane sources of strain torsional strain angle strain 26

3 nonplanar conformation relieves some torsional strain
Cyclobutane nonplanar conformation relieves some torsional strain angle strain present 27

4 3.10 Cyclopentane 28

5 all bonds are eclipsed in planar conformation
Cyclopentane all bonds are eclipsed in planar conformation planar conformation destabilized by torsional strain 29

6 Nonplanar Conformations of Cyclopentane
Envelope Half-chair Relieve some, but not all, of the torsional strain. Envelope and half-chair are of similar stability and interconvert rapidly. 30

7 3.11 Medium and Large Rings 28

8 Cycloheptane and Larger Rings
More complicated than cyclohexane. Common for several conformations to be of similar energy. Principles are the same, however. Minimize total strain. 26


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