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Exam3-key - CHEMISTRY 2261 EXAM 3 October 28, 2009...

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CHEMISTRY 2261 October 28, 2009 EXAM 3 NAME (PRINT)____________________________________________ 123456789 TOTAL LIST number Answer Key 1. (12 pts, 4 pts ea) Give the major product (indicating stereochemistry where appropriate) of each of the following reactions. a) b) c) Br 2 H 2 O 1. BH 3 2. HOOH, NaOH HBr peroxide OH 2. (6 pts) Rank the following group of compounds in order of acidity using numbers 1-6 (1 = strongest acid; 6 = weakest acid) in the boxes below the compounds. NO 2 NMe 2 2 2 2 O 2 N OMe 152346
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2 3. (16 pts) Draw significant resonance contributors for the following structure. Identify the major resonance contributor(s). N N N N N N N N N N N N N N major resonance structures circled 4. (18 pts, 2 pts ea) Indicate reagents and conditions for the following transformations. Br O O O OMe MeO H 2 O, H 2 SO 4 , HgSO 4 H 2 2 4 H 2 Lindlar catalyst Na, NH 3 (l), –78 °C 2 , excess MeOH, H + HBr, excess 1. R 2 B-H 2. HOOH, NaOH
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3 5. (6 pts, 3 pts ea) Indicate the Cahn-Ingold-Prelog priorities of the groups attached to the asymmetric carbon in each of the following molecules and label this carbon ( R ) or (
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This note was uploaded on 04/21/2010 for the course CHEM 2261 taught by Professor Crowe during the Fall '08 term at LSU.

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Exam3-key - CHEMISTRY 2261 EXAM 3 October 28, 2009...

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