CHM 151 (PS 4 F07)

CHM 151 (PS 4 F07) - CHEMISTRY 151.001 Fall 2007 Problem...

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CHEMISTRY 151.001 Fall 2007 Problem Set 4 1. Stability of carbocations. a. Arrange the following carbocations in order decreasing stability (1 = most stable). b. Label the carbocations as 1 o , 2 o , 3 o , or methyl. O Me Me OH O Me Me OH H O C Me OH H H H Relative Stability 1 o , 2 o , 3 o or methyl? c. The neutral molecule, testosterone, is shown at some energy on the diagram below. Would you expect the carbocations as a group to be at a higher energy or lower energy than the neutral molecule? Indicate where you would expect the carbocations to appear on the energy diagram by drawing in tick marks and labeling each as 1 o , 2 o , 3 o , or methyl. Focus on the relative (not absolute) energies of the molecules. S t a n d r F e E g y , ! G O Me Me OH
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CHM 151 (HLS); Problem Set 4 2 d. What is hyperconjugation? Which of the following molecules are stabilized by hyperconjugation: C H H H C CH 3 H H e. One bond has been highlighted in each of the following molecules. If you expect the
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This note was uploaded on 05/13/2010 for the course CHEM 151L taught by Professor Roy,christopher during the Fall '08 term at Duke.

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CHM 151 (PS 4 F07) - CHEMISTRY 151.001 Fall 2007 Problem...

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