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PS _3 - up Rotate the front carbon clockwise 60° for each...

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CHEM 2535 Problem Set #3 25 points + extra credit Name _________________________ Due: September 19, 2008 Open book; open notes. Collaboration encouraged but not copying. Write responses on this sheet. (12 points) 1. Name by IUPAC. CH 3 CH CH 2 CH 3 CH O CH 2 CH 2 CH 3 CH 3 Cl CH CH 2 CH CH 2 CH 3 CH 3 OH Challenging: OH Cl Br CH 3 CH 2 -O-CH 2 -OH (13 points) 2. (a) Draw the Newman Projections for the three eclipsed and staggered conformations of 2-methylbutane as shown looking down the C2-C3 bond. Note, C2 is in the front and C3 is in the back. The front carbon should have two methyl groups. Start on the first eclipsed conformation (labeled 0°) and put them up and to the right. The back carbon (C3) has one methyl group, put that
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Unformatted text preview: up. Rotate the front carbon clockwise 60° for each successive conformation (labeled 60°, 120°, 180°, 240°, 300°) (b) Number the staggered conformations in order of stability (1 = most stable, etc. Use the same number for two that are equally stable.) (c) Circle the highest energy conformation(s). 60° CW 0° 60° 120° 180° 240° 300° (extra credit +2) 3. Name the following bicyclic molecule using IUPAC rules: Cl...
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