Final Exam Answer key S2008

Final Exam Answer key S2008 - Stoltz Ch 41c Midterm S 2008...

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Stoltz Ch 41c Midterm S 2008 1 Chem 41c Final Exam Stoltz, Spring 2008, June 9, 2004 The exam begins when you turn to page 2. You have 4 hours to complete the exam. This is a closed note and closed book exam with no collaboration. You may use the periodic table on the last page of this packet. You may not use any other materials. The exam has a total of 190 points and counts for 40% of your course grade. Good luck. There are 17 pages in this exam packet. The Exam is due by Friday June 13, 2008 by 5 PM. Name: _________________________________________
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Stoltz Ch 41c Midterm S 2008 2
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Stoltz Ch 41c Midterm S 2008 3 1. Predict the major non-volatile products (if any) of the following reactions or sequences. Clearly mark your answers by placing a box around the compound that you believe to be the major product. (5 points each). a. H 2 NNH 2 , KOH, Δ HOCH 2 CH 2 OCH 2 CH 2 OCH 2 CH 2 OH H H O O H H H O H b. I (PPh 3 ) 2 Pd Pd I PPh 3 PPh 3 80 °C c. O H OCH 3 O 1. NaBH 4 , EtOH 2. H 3 O + work-up O O d. O O 1. NaOH, MeOH, H 2 O 2. DMSO, CH 2 Cl 2 , -78 °C 3. Et 3 N, -78°C 23 °C 4. NaHCO 3 work-up O Cl Cl O O O O (±)- (±)- hint: one racemic non volitile product is formed e. Br NaOCH 2 CH 3 CH 3 CH 2 OH, 60 °C No reaction
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Stoltz Ch 41c Midterm S 2008 4 f. Cl O 1. NaN 3 2. heat 3. MeOH H N OMe O g. Rh(PPh 3 ) 3 Cl, H 2 D D D D H H h. H O NaBH 3 CN HCl, EtOH NH 2 N H i. O N O 1. MeMgBr (excess) 2. H 3 O + O j. O O 1. MeMgBr (excess) 2. H 3 O + OH
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Stoltz Ch 41c Midterm S 2008 5
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Stoltz Ch 41c Midterm S 2008 6 2. Provide reagents for the following transformations. They may be multistep processes, but should not be longer than 5 steps.
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Final Exam Answer key S2008 - Stoltz Ch 41c Midterm S 2008...

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