CHM 151 (PS 10 F07)

CHM 151 (PS 10 F07) - N 2 mechanism. Choose your reagents...

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CHEMISTRY 151L Fall 2006 Problem Set 10 1. Draw the structure of the major organic product for each of the following reactions. Mechanisms are not necessary. If no reaction would occur write “NR.” Show stereochemistry if appropriate. 1. OH Na 2 Cr 2 O 7 H 2 SO 4 , H 2 O 2. CH 3 HO CH 3 1. NaH/THF 2. CH 3 I 3. CH 3 HO CH 3 CrO 3 •2 pyridine/CH 2 Cl 2 4. HBr OH H CH 3 5. OH conc. H 2 SO 4 heat
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CHM 151L.001; Problem Set 8 2 6. OH 1. SOCl 2 2. Mg/ether 3. D 2 O 7. OH PBr 3 8. O O OH CrO 3 •2 pyridine/CH 2 Cl 2 9. OH S O O O H heat distill products 10. OH S O O O O CH 3 H 3 C 2. 1. NaH
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CHM 151L.001; Problem Set 8 3 2 Propose a synthesis of the following molecule by the Williamson Ether Synthesis. Assume this molecule will be formed via an S
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Unformatted text preview: N 2 mechanism. Choose your reagents carefully so as to minimize formation of by-products. O 3 Design a synthesis of the following molecule. Note: this synthesis requires more than one step . a. OH D b. OH c. Br O OH CHM 151L.001; Problem Set 8 4 4 Provide reagents that would lead to the highest percentage of the following products. a. OH b. OH c. OH 5 Propose a mechanism for the following transformations a. . O Me Me OH testosterone O Me CH 3 conc. H 3 PO 4 CHM 151L.001; Problem Set 8 5 b. S Cl H 2 O S OH + HCl c. HO OH cat. H+ O...
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This note was uploaded on 05/13/2010 for the course CHEM 151L taught by Professor Roy,christopher during the Fall '08 term at Duke.

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CHM 151 (PS 10 F07) - N 2 mechanism. Choose your reagents...

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