Problem Set 3 (1) - NO 2 NO 2 NO 2 NO 2 NO 2 Br OCH 3 Br CH...

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Chem 3580 - Spring 2010 Problem Set 3 Text Problems Chapter 17 : 49, 50-52, 53 a, b, e, g, h, i, 55, 56 a-c , 58, 60 b-d , 61, 62 a, f, 64 a, b, d, 69 e , 70, 71, 74 Additional Problems (Q1 & 2 concern chapters 14 &15. Q3 is about aldehydes and ketones.) 1. Show how you would synthesize each of the following compounds starting from benzene. Make sure to show your retrosynthetic analyses. Cl Cl SO 3 H CH 3 Br NO 2 NO 2 HOOC COOH (a) (b) (c) NO 2 OCH 3 NO 2 (d) 2. Complete the following reactions by drawing the major product that would be formed.
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Unformatted text preview: NO 2 NO 2 NO 2 NO 2 NO 2 Br OCH 3 Br CH 3 COOH NO 2 Cl Cl 2 AlCl 3 Br 2 FeBr 3 HNO 3 H 2 SO 4 HNO 3 H 2 SO 4 Cl 2 AlCl 3 HNO 3 H 2 SO 4 3. Propose a practical laboratory synthesis of the following molecules beginning from the indicated starting materials. Show your retrosynthetic analyses. OH OH from H O from H O OH from H O OH OH (a) OH Br (e) (b) (c) (d) from from OH Br OH OH OH O H 3 C O H O H OH (f) (g) (h) from from from...
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