2423Chapt4-1

2423Chapt4-1 - CHAPTER 4 - Practice Exercises (ORGANIC CHEM...

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CHAPTER 4 - Practice Exercises (ORGANIC CHEM I ) ________DR. PAHLAVAN 1. Draw the least stable conformation of pentane using a Newman projection of the view along the C 2 – C 3 bond. 2. Draw the Newman projection of 2-methylhexane (shown below) in the most stable conformation, looking about C 3 – C 4 . CH 3 H 3 C CH 3 C 3 C 4 3. Using the table of strain energies below, calculate and arrange the configurations of 2-methylbutane in order of increasing stability ( 1= least stable, 3= most stable). What is the difference in energy between the most stable and the least stable conformation? Strain Energies : H – H eclipsing = 1.0 kcal/mol H - CH 3 eclipsing = 1.4 kcal/mol CH 3 – CH 3 eclipsing = 2.5 kcal/mol CH 3 – CH 3 gauche = 0.9 kcal/mol H H H CH 3 CH 3 CH 3 H H CH 3 CH 3 CH 3 CH 3 CH 3 H CH 3 H H H 4.Given the following structure, draw two chair conformations that are in equilibrium.
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2423Chapt4-1 - CHAPTER 4 - Practice Exercises (ORGANIC CHEM...

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