Exam3-2006 key

Exam3-2006 key - CHEMISTRY 2261 EXAM 3 November 8, 2006...

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CHEMISTRY 2261 November 8, 2006 EXAM 3 ANSWER KEY LIST number 123456789 1 0 1 1 TOTAL 1. (12 pts, 4 pts ea) Give the major product (indicating stereochemistry where appropriate) of each of the following reactions. (corrected wording) a) b) c) Br 2 H 2 O 1. BH 3 2. HOOH, NaOH HBr peroxide Br Br + Br OH OH syn addn of H and OH anti addn of Br and OH addn of H and Br, which is not stereoselective 2. (8 pts) Draw the expected major product of each step in each of the following reaction sequence. HBr (1 equiv) 1. BH 3 2. HOOH NaOH peroxide Br Br HO Br Br most stable radical
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3. (8 pts, 4 pts ea) Provide the required diene and dienophile for each of the following Diels-Alder reactions. a) b) O H H CO 2 Me Me 2 N NO 2 Me 2 N NO 2 O MeO 2 C 4. (8 pts) Choose (circle) the major isomer produced in the following Diels-Alder reaction. Me CN Me + Δ O Me O CN Me Me O CN Me Me O Me CN Me O Me CN Me O CN Me Me O CN Me Me O Me CN Me O Me CN Me O CN Me Me O CN Me Me O Me CN Me O Me CN Me O CN Me Me O CN Me Me O Me CN Me O Me CN δ δ + Me + O cis δ Me CN
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Exam3-2006 key - CHEMISTRY 2261 EXAM 3 November 8, 2006...

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