Recitation__4_Sept_16 - Organic Recitation #4 September 16,...

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Organic Recitation #4 September 16, 2007 Chemistry 357 - Qatar Organic Chemistry for the Life Sciences Exercises 1. Shown below are two conformers of ((2 R , 3 S )-3,4-dimethylpentan-2-yl)benzene. D raw Newman projections for each conformer and CIRCLE the conformer with the greater stability (ie. lower energy ). Referring to the Newman projections, support your choice. H H CH 3 CH 3 H 3 C H H CH 3 Newman Projection Newman Projection Explain your choice. 2. By completing the projection on the right, draw the MOST STABLE conformation for each of the following molecules: ( HINT: You will probably find your model kit quite useful for this exercise.) a) HO OH O O H O H H H
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b) Br H Ph CH 2 CH 3 H 3 C H Br c) H H CH 2 CH 3 CH 3 CH 2 CH 3 H d) CH 3 H CH 2 CH 3 CH 2 CH 3 H 3 C F F 3. Identify the following pairs of compounds as being either “IDENTICAL”, “CONFORMERS”, or “DIFFERENT MOLECULES”: a) H 3 C CHO OH F HO F CH 3 CHO
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b) c) H CH 3 H H CH 3 O CH 3 H H H CH 3 CH 3 O CH 3 d) OH CH 3 CH 2 CH 3 CH 3 OH CH 2 CH 3 CH 3 OH CH 3 OH 4.
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Recitation__4_Sept_16 - Organic Recitation #4 September 16,...

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