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Midterm 2009 - CHM 2120 MIDTERM 12:30 2:30 pm Approximate...

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1 of 11 CHM 2120 MIDTERM October 17, 2009 12:30 – 2:30 pm Approximate total number of marks: 84 (subject to slight changes) Notes: - For questions in which mechanisms are not required, part marks might be given for incorrect answers with plausible mechanisms. - Re-marks requests might not be granted for midterms written in pencil (all questions will be re-graded if a re-mark is requested). - There is a pK a table on the last page.
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2 of 11 1. Name or draw the structure of the following molecules, as appropriate. (4 points) a. OH OMe b. 2-phenylethylamine 2. a. Explain why the following reaction will not work as shown. (3 points) b. Give the true product of the reaction. (1 point) Br NaNH 2 NH 2 NH 2 3. What are the three criteria for aromaticity? (3 points)
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3 of 11 4. a. Identify whether each of the following molecules is aromatic, anti-aromatic, or non-aromatic. b. Justify your response. i. (4 points) H N ii. (4 points)
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4 of 11 5. Circle the most basic atom in imidazole and explain your choice. (5 points) N N H 6. The pK a
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