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CHEM 3332 Honors /342 points Midterm #1 Fri, February 13,2015 Name (2 points) READ!!!! You may use only a model kit, a pencil, and scratch…
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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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10. Draw the mechanism of the following transformation. Push arrows and show EVERY step! (15 points) OH cl
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11. BONUS (20 PTS) Provide a full arrow-pushing mechanism for the following and show the stereochemistry for the final product: CH,CH,ONa…
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C) (5 points for each arrow, 60 total) yea NY h-— ao —- ot O Ch —~ CI, OMe OMe
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2. Label each of the following structures as “Aromatic”, “Antiaromatic”, or “Nonaromatic”. (5 points each; 50 points total) 2- A rz O CO Oe…
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3. Show the stabilized charged intermediate that results from each of the following. Draw all of the relevant resonance structures that…
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4. Predict the major products when the compounds on the left are treated with the indicated sets of conditions. A) (15 points) 100 °C B)…
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D. (5 points) OH NaH, Et! od Et E. (5 points) OH 1) NaH, TsCl —_ > ey 2) EtONa F. (5 points) Bro [oe— -40°C G. (5 points) N Bro SOT ee 25°C…
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5. The following set of sulfur-based compounds are responsible for the smell found in urine after eating asparagus. The body converts…
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6. Provide the missing intermediate. Give a THOROUGH explanation for formation of the product in the reaction below that includes why the…
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8. Show how to synthesize the compounds on the left from the compounds on the right. A) (10 points) {e) B) (10 points)