practice exam 3 - Chem. 310N, Spring 2008, Prof. Krische...

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Chem. 310N, Spring 2008, Prof. Krische Midterm Exam III Key GRADING SCALE: T-Score Letter Grade 100-92 A+ 91-89 A 88-87 A- 86-84 B+ 83-79 B 78-77 B- 76-75 C+ 74-72 C 71-69 C- 68-66 D+ 65-62 D 61-59 D- 59-0 F Problem 1. (12 points) 2. (6 points) 3. (6 points) 4. (24 points) 5. (12 points) 6. (12 points) 7. (12 points) 8. (7 points) 9. (9 points) Total Points: /100
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1. (12 points) Some of the following compounds are aromatic, whereas others are “anti-aromatic” (or would be if all carbons were co-planar). Write “aromatic” or “anti-aromatic” as appropriate under each of these structures. 2 pts each N B N N CH 3 H 3 C CH 3 H 3 C 3 H Anti-aromatic Aromatic Aromatic Aromatic Anti-aromatic Anti-aromatic
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2. (6 points) For the following pairs of compounds, circle the compound that is more basic . Hint : Consider both aromaticity and resonance effects. A. 3 pts N N CH 3 B. 3 pts CH 3 O CH 3 O NH 2 NH 2 3. (6 points) For the following pairs of compounds, circle the compound that is more acidic . Hint : Consider both aromaticity and resonance effects. A. 3 pts OH OH NO 2
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B. 3 pts H H H H 4. (24 points) Draw the major product that is formed when the indicated starting materials are subjected to the following transformations.
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practice exam 3 - Chem. 310N, Spring 2008, Prof. Krische...

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