2013 Midterm I

2013 Midterm I | page 1 | https://thedailydialectics.com/pdfs/education/chemistry/o-chem/ochem-2-UH/2013 Midterm I/2013 Midterm I.pdf
2013 Midterm I_page_1 CHEM 3332 Honors /312 points Midterm #1 Fri, February 8, 2013 Name (2 points) READ!!!! You may use only a model kit, a pencil, and scratch…
2013 Midterm I | page 10 | https://thedailydialectics.com/pdfs/education/chemistry/o-chem/ochem-2-UH/2013 Midterm I/2013 Midterm I.pdf
2013 Midterm I_page_10 BONUS (20 points). Paul Grieco performed the following reaction while at the University of Pittsburgh. It involves two reactions that were…
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2013 Midterm I_page_2 2. Label each of the following structures as “Aromatic”, “Antiaromatic”, or “Nonaromatic”. (5 points each; 65 points total) ~ & op © ~ [=]…
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2013 Midterm I_page_3 3. Show the reactive charged intermediate that results from each of the following. Draw all of the relevant resonance structures that show…
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2013 Midterm I_page_4 5. Predict the major products when the compounds on the left are treated with the indicated sets of conditions. A) (5 points) 1 equiv Bra…
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2013 Midterm I_page_5 6. For each pair of compounds, predict which would release more energy upon complete hydrogenation. Explain why one compound releases more…
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2013 Midterm I_page_6 7. Give a THOROUGH explanation for formation of the product in each reaction below that includes why the C-C bond formation is possible and…
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2013 Midterm I_page_7 8. Show how to synthesize the compounds on the left from the compounds on the right. A) (20 points) OH OH on = CO B) (20 points) D . ov sox…
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2013 Midterm I_page_8 9. Synthesize the following from starting materials or reagents that add five carbons or less to the product. Describe why you think this…
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2013 Midterm I_page_9 10. Draw the mechanism of the following transformation. Push arrows and show EVERY step! (15 points) fo) 1) mCPBA ie) Yn ——_> Ag 2 0 AQAA…