Sampletest3KEY - O H O NaOH O OH H OH O H O O O H O H O OH...

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1. Complete the following reactions: O 1. LDA 2. PhSeCl 3. H 2 O 2 N 1. 2. H 3 O + O Cl 2 H 3 O + 1. Br 2 , NaOH 2. H 3 O + OH O 1. Br 2 , PBr 3 2. H 3 O + O 1. LDA (<1 eq.) 2. PhCH 2 Br 1. LDA (>1 eq.) 2. PhCH 2 Br O NaOH heat 1. LDA 2. CH 3 CHO 3. H 3 O + , heat O OCH 2 CH 3 O O O O O O OH O Cl OH O Br O O Ph Ph O CH 3 O 1. NaOEt 2. PhCH 2 CH 2 Br 3. H 3 O + , heat
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O O CH 3 NaOCH 3 CH 3 OH O NaOH + O O NaOH heat NH O O 1. KOH 2. CH 3 CH 2 Br 3. NaOH, H 2 O O NaBH 3 CN Br 1. NaN 3 2. H 2 , Pd 1. NaCN 2. H 2 , Pd NH 2 O 1. LiAlH 4 2. H 2 O 1. CH 3 Br (excess) 2. Ag 2 O, H 2 O 3. heat O O CH 3 O O O O NH 2 HN NH 2 NH 2 NH 2
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Cl O 1. NaN 3 2. H 2 O, heat NH 2 O NaOH, Br 2 , H 2 O NH 2 1. HNO 2 , H 2 SO 4 2. KCN 3. H 2 /Pd OH heat heat light heat O heat NH 2 NH 2 NH 2 O dis con dis O
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2. Provide a detailed mechanism for the following reaction:
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Unformatted text preview: O H O NaOH O OH H OH O H O O O H O H O OH 3. Provide a reasonable synthesis for the following molecules: a. O O O O Steps OH b. Br STEPS N 1. NaOEt 2. PhCH 2 Br O O O O Ph 1. NaOEt 2. CH 3 CH 2 Br O O O O Ph H 3 O + heat OH O 1. LiAlH 4 2. H 3 O + 1. NaN 3 2. H 2 / Pd NH 2 Cl O H N O 1. LiAlH 4 2. H 2 O H N NaBH 3 CN H O c. O 1. LDA 2. CH 3 Br O NH 3 NaBH 3 CN NH 2 1. CH 3 Br (Excess) 2. Ag 2 O, NaOH 3. Heat...
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This note was uploaded on 03/29/2008 for the course CEM 251 taught by Professor Rathke during the Spring '07 term at Michigan State University.

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Sampletest3KEY - O H O NaOH O OH H OH O H O O O H O H O OH...

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