310MHWSetFl11Practfinans PRACTICE

310MHWSetFl11Practfinans PRACTICE - Practice Homework...

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Practice Homework Iverson CH310M/318M Do not turn in 1 Chemistry 310M Dr. Brent Iverson Practice Homework November 28, 2011 NAME (Print): _____________________________ SIGNATURE: _____________________________ Please print the first three letters of your last name in the three boxes
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Practice Homework Iverson CH310M/318M Do not turn in 2 Score: _________
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Practice Homework Iverson CH310M/318M Do not turn in 3 OH OH O H Cl Cl H 2 SO 4 O H H H 2 O H C l Cl Cl Br Cl 2 HBr Br Cl Cl HBr ROOR NBS Br OH Br OH H Br CH 3 CH 3 Br H OH Br 2 H 2 O 1) OsO4 CH 3 H OH OH OH OH H CH 3 racemic racemic racemic 1 ) B 3 2 O / racemic h ν h ν 1) O 3 2) (CH 3 ) 2 S 2) NaHSO 3 / H 2 O Fill in the boxes with the structures that complete the reactions. Use wedges and dashes to indicate stereochemistry when appropriate. racemic racemic
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Practice Homework Iverson CH310M/318M Do not turn in 4 OCH 3 OCH 3 S CH 3 CH 3 OH CH 3 SH N a O H NaCN NaSCH 3 CN Br S CH 3 NaCN Br CN CH 3 SH CH 3 OH OH SCH 3 OCH 3 scrambled E2 S N 2 S N 1 E1 S N 2 S N 2 KOtBu E2 S N 2 S N 2 S N 2 S N 2 Fill in the boxes with the structures that complete the reactions. Use wedges and dashes to indicate stereochemistry when appropriate.
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Practice Homework Iverson CH310M/318M Do not turn in 5 Br NaN 3 PBr 3 OH N 3 MeSO 2 Cl H 2 CrO 4 O H 2 S O 4 OSO 2 CH 3 OH N a 3 SOCl 2 N 3 H 2 CrO 4 P C OH O OH OH OH OH H O 1 ) s racemic syn addition Fill in the boxes with the structures that complete the reactions. Use wedges and dashes to indicate stereochemistry when appropriate. Compare stereochemistry Cl
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Practice Homework Iverson CH310M/318M Do not turn in 6 Br HgSO 4 H 2 SO 4 H 2 O H O Cl Cl CCl 2 H H 2 Cl 2 2 HCl O Cl Cl H 2 2 H 2 NH 3 1) NaNH 2 2) 1) (sia) 2 BH 2) H 2 O 2 / HO H 2 Lindlar Catalyst Lindlar Catalyst Pd° Na° Fill in the boxes with the structures that complete the reactions. Use wedges and dashes to indicate stereochemistry when appropriate.
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Iverson CH310M/318M Do not turn in 7 1) O 3 Br 2 NBS H 2 Br 2 OR HBr HBr ROOR Br Br Br Br O H Br Br Br Br Br O Br 2) (CH 3 ) 2 S + + + h ν racemic racemic Lindlar Catalyst h ν h ν racemic + Fill in the boxes with the structures that complete the reactions. Use wedges and dashes to indicate stereochemistry when appropriate. This format is intended to get you more comfortable with working backwards in synthesis problems.
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This note was uploaded on 01/18/2012 for the course CH 310M taught by Professor Iverson during the Fall '05 term at University of Texas at Austin.

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310MHWSetFl11Practfinans PRACTICE - Practice Homework...

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