midtermsample

midtermsample - (10 pts) 7. Provide a synthesis of the...

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Sample midterm CHM 2120A 2009 1. Name the following compounds. (8 pts) CO 2 H O CO 2 H NO 2 OH OH a) b) c) d) e) f) g) h) F OCH 3 H 3 CO 2. Which of these compounds are aromatic? Justify your answer. ( 8 pts ) H O O N S N N N OH
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3. a. Draw the mechanism and products for the following reaction. (5 points) b. Will the reaction favour starting materials or products? (1 point) c. Justify your choice in part b. (3 points) NH CH 3 4. a. Draw the mechanism and products for the following reaction. (5 points) b. Will the reaction favour starting materials or products? (1 point) c. Justify your choice in part b. (3 points) C H 2 C H H N
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5. Fill in the boxes with either the required reagents or the products: (8 points) Br 1. NaNH 2 2. H 3 O + Cl O O O H HCl 6. Under Bronsted acid conditions would you expect analine to be a strongly electron donating group? Why or why not. Use an example of Bronsted acid catalyzed EAS to justify your answer.
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Unformatted text preview: (10 pts) 7. Provide a synthesis of the following compound starting from bromobenzene. (12 pts) Br O HN HO 8. Provide a detailed mechanism for the following reaction. Include resonance structures to justify your regiochemistry. (10 pts) S O SO 3 H 2 SO 4 9. Provide syntheses of the following two compounds from the starting materials indicated. a) (4 pts) HO b) (8 pts) NO 2 Cl OH 10. Give the major organic product of each of the following reactions. Mechanisms are not required, but part marks might be given for incorrect answers with plausible mechanisms. (8 points) a. OsO 4 , NMO b. (elimination) Ph Cl HOCH 3 (solvent) NaOCH 3 c. O 1. KCN 2. H 3 O + d. OH 1. ClSO 2 CH 3 , weak base 2. NaNHCH 3...
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midtermsample - (10 pts) 7. Provide a synthesis of the...

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