trans-Cyclooctene has been resolved, and its enantiomers are stable at room temperature. trans-Cyclononene has also been resolved, but it racemizes with a half-life of 4 min at 0°C. How can racemization of this cycloalkene take place without breaking any bonds? Why does trans-cyclononene racemize under these conditions but trans-cyclooctene does not? You will find it especially helpful to examine the molecular models of these cycloalkenes.

Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
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Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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trans-Cyclooctene has been resolved, and its enantiomers are stable at room temperature. trans-Cyclononene has also been resolved, but it racemizes with a half-life of 4 min at 0°C. How can racemization of this cycloalkene take place without breaking any bonds? Why does trans-cyclononene racemize under these conditions but trans-cyclooctene does not? You will find it especially helpful to examine the molecular models of these cycloalkenes.

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