Prob_Set_1_KEY_09_21_07

Prob_Set_1_KEY_09_21_07 - Problem Set#1 1 Provide the...

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Problem Set #1: Chapters 15, 16 1. Provide the products of the following transformations: HNO 3 H 2 SO 4 H 2 , Pd CH 3 Cl, AlCl 3 + NO 2 NH 2 NH 2 NH 2 Br 2 FeBr 3 NBS H 2 O 2 + AlCl 3 Cl Br Br Br + Br Br Br Br H 2 , Pd AlCl 3 Cl O H 2 SO 4 heat O O HO 3 S HO 3 S
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H 2 SO 4 heat 1. NaOH 2. H 3 O + SO 3 H OH HNO 3 H 2 SO 4 NO 2 NO 2 Cl AlCl 3 Sn HCl NH 2 KMnO 4 NaOH heat I 2 CuCl 2 AlCl 3 Cl OH OH O I
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2. Provide the conditions for the following transformations: Cl 2 FeCl 3 Cl 1. NaOH, 340 C 2500 psi 2. H 3 O + OH AlCl 3 Cl OH OH + HNO 3 H 2 SO 4 H 2 , Pd AlCl 3 NO 2 NO 2 Cl NH 2
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3. Determine where a 3 rd electrophile would add to the following benzenes: 4. Provide a synthesis for the following molecules starting from benzene (you need to go through several steps and/or use some reactions from CEM251): NH 2 NO 2 SO 3 H HO OH Cl NO 2 O 2 N NH 2 Cl HNO 3 H 2 SO 4 NO 2 Cl 2 FeCl 3 Cl NO 2 H 2 Pd
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NO 2 O HNO 3 H 2 SO 4 NO 2 Cl AlCl 3 NO 2 NBS H 2 O 2 heat NO 2 Br NaOCH 3 AlCl 3 CO 2 H KMnO 4 NaOH heat CH 3 Cl COOH Cl AlCl 3
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NBS H 2 O 2 heat AlCl 3 Br Cl O O Zn HCl Cl AlCl 3 + mixture of products, not good reaction
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4.
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Prob_Set_1_KEY_09_21_07 - Problem Set#1 1 Provide the...

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