PS5(Ch21) - a. b. c. H OH H O O NO 2 H O O O H O + 4....

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Problem Set 5: Chapter 21 1. Provide the products or the conditions for the following transformations: OCH 3 OCH 3 1. H 3 O + 2. Ph 3 P CH 2 H O CH 3 NH 2 H + (cat) O NH H + (cat) O O O Br 1. Ph 3 P 2. n -BuLi 3, acetaldehyde Cl O 1. (CH 3 ) 2 CuLi 2. H 3 O + O NH 2 NH 2 KOH
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H H O O O H 1. O 3 2. Zn / CH 3 COOH O O O H O Cl O 1. ( ) 3 AlH 2. H 3 O + O H O OH O
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2. Provide a detailed reaction mechanism for the following transformations: a. b. H 3 CO OCH 3 H 3 O + O + CH 3 OH N O + (CH 3 ) 2 NH H 3 O +
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3. Provide a reasonable synthesis for the following molecules using the given starting material and any other carbon contaning compound you need with 2C atoms or less.
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Unformatted text preview: a. b. c. H OH H O O NO 2 H O O O H O + 4. Determine the structure of the following compounds based on their 1H-NMR spectra: a. C 10 H 12 O 1H NMR: 1.06 ppm (3H, t); 2.47 ppm (2H, q); 3.45 ppm (2H, s); 7.23-7.33 ppm (5H, multiplet) IR: 1715 cm-1 1 2 3 4 5 6 7 8 PPM b. C 7 H 14 O 1H NMR: 0.90 ppm (3H, t); 0.91 ppm (6H, d); 1.73 ppm (2H, pentet); 2.05 ppm (1H, multiplet); 2.33 ppm (1H, multiplet); 9.72 ppm (1H, doublet) IR: 1730 cm-1 2 4 6 8 10 PPM...
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PS5(Ch21) - a. b. c. H OH H O O NO 2 H O O O H O + 4....

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