CHM 151 (PS 11 F07)

CHM 151 (PS 11 F07) - CHEMISTRY 151.001 - Fall 2007 -...

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CHEMISTRY 151.001 - Fall 2007 - Recitation 11 1. Draw the structure of the major organic product for each of the following reactions. Know mechanism for each of the reactions unless marked with an asterisk. This is a complete list of reactions for Chapter 11. Pay attention to stereochemistry (except for number 6). O NaOCH 3 /CH 3 OH CH 3 HO CH 3 H 5 IO 6 /HOAc/H 2 O H 3 CH 2 CO (first-formed products) O H 3 C H H 1. 2. 3. 4. 6. 8. 7. HI 1. CF 3 CO 3 H 9. O 1. Br 2 , H 2 O 2. NaOH OsO 4 , NMMO H 2 O, acetone 5. HO OH OTs NaH Br 1. Mg o 2. 3. H 3 CO S O O OCH 3 2. NaH 3. dilute H 3 O + * * * OH cat. H 2 SO 4 CH 3 OH (solvent - large excess) O 1. Hg(OAc) 2 HOCH 2 CH(CH 3 ) 2 2. NaBH 4
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CHM 151.001 P.S. 11 F07 2 2. Show how you would carry out the following transformations using the indicated starting material and any other organic or inorganic reagents necessary. Give the structures of intermediate compounds and all necessary reagents. Full credit for those syntheses that give a
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CHM 151 (PS 11 F07) - CHEMISTRY 151.001 - Fall 2007 -...

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