215-216 HH-W10 Quiz 5-key

215-216 HH-W10 Quiz 5-key - : 1 + Mg (1) oxidation # : 1...

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Chem 215-216 HH W10 February 12, 2010 Quiz 5 (this quiz has two pages) Name:______ Key _________________ Lab Section: Mon; Tue AM; Tue PM; Wed (circle one that applies); GSI _____________________ I . (8 points) Draw in the boxes below the structures of the corresponding products. II . (6 points) Assign the formal oxidation number to each of the indicated atoms. Make sure to use a + or – sign whenever applicable. (1) Δ 2 D CH 3 (2) Δ 3 (3) Δ 3 D CH 3 H H H 3 C CH 3 1,5-sigmatropic C shift H 3 C H H H 3 C CH 3 CH 3 CH 3 H 3 C D H CH 3 D H H H H 3 C CH 3 H 3 C 1 pt Another 1,5- D shift product acceptable: CH 3 H 3 C D H 1 2 3 4 5 1' 2' 3' 4' 5' Br Br Mg oxidation # : 1 oxidation # : 1 oxidation # : 1 oxidation #
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Unformatted text preview: : 1 + Mg (1) oxidation # : 1 oxidation # : 1 (2) H O Cl +1-1 +1-2 +2 215-216 HH W10 – quiz 5 – page 2 III. (6 points) Draw in the boxes below the structure of the expected product from each of the following reactions. If no oxidation product is expected, write NR. OH 2 2 2 H 3 C CH 3 PCC* (3 mol equiv) CH 2 Cl 2 (solvent) room temp, 2 h OH PCC* (3 mol equiv) CH 2 Cl 2 (solvent) room temp, 2 h OH CrO 3 (3 mol equiv) H 2 SO 4 /H 2 O acetone (solvent) room temp, 2 h * PCC = pyridinium chlorochromate NR 3°-alcohol! O H O OH...
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This note was uploaded on 02/24/2010 for the course CHEM 215 taught by Professor Koreeda during the Spring '07 term at University of Michigan.

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215-216 HH-W10 Quiz 5-key - : 1 + Mg (1) oxidation # : 1...

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