HW06Key - 3 C H H 3 C CH 3 CH 3 H H 3 C CH 3 H 3 C H CH 3 H...

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Graded Homework Problem #06 – Answer Key This problem is worth a total of 20 raw points. Consider the conformation of 2,3-dimethylbutane shown below. We will call this conformation : In the boxes below, write Newman projections for each conformation indicated. Start with the 0° conformation, and view the molecule from the direction indicated. Then, keep the groups on the front carbon atom fixed as you rotate the groups on the back carbon in clockwise increments of 60°. The number below each box indicates the total angle of bond rotation with respect to the starting conformation of 0°. 0 o 60 o 120 o 180 o 240 o 300 o H 3 C H 3 C H CH 3 H H 3 C H 3 C H CH 3 CH 3 H H
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Unformatted text preview: 3 C H H 3 C CH 3 CH 3 H H 3 C CH 3 H 3 C H CH 3 H H 3 C CH 3 H CH 3 CH 3 H H 3 C H H 3 C CH 3 CH 3 H H 3 C Which conformation is most stable ? Write your answer in the box below. You only need to write the angle associated with this conformation in the box. The data to the right of this box may be helpful to you as you think about your answer! view from this direction C C H 3 C CH 3 H 3 C H CH 3 H o H–H eclipsing interaction = 1.0 kcal/mol H–CH 3 eclipsing interaction = 1.2 kcal/mol CH 3 –CH 3 eclipsing interaction = 2.4 kcal/mol CH 3 –CH 3 gauche interaction = 0.9 kcal/mol 180°...
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This note was uploaded on 07/16/2008 for the course CH 310M taught by Professor Iverson during the Spring '05 term at University of Texas.

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