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CH310M_Iverson_Hw11 - Homework Problem Set 11 Iverson...

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Homework Problem Set 11 Iverson CH310M/318M Due Monday, November 30, 2009 1 Chemistry 310M Dr. Brent Iverson 11th Homework November 23, 2009 NAME (Print): _____________________________ SIGNATURE: _____________________________ Please print the first three letters of your last name in the three boxes
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Homework Problem Set 11 Iverson CH310M/318M Due Monday, November 30, 2009 2 Score: _________
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Homework Problem Set 11 Iverson CH310M/318M Due Monday, November 30, 2009 3 OH OH O H Cl Cl H 2 SO 4 O H H H 2 O HCl 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) BH 3 2) H 2 O 2 / HO racemic h ! h ! 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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Homework Problem Set 11 Iverson CH310M/318M Due Monday, November 30, 2009 4 OCH 3 OCH 3 S CH 3 CH 3 OH CH 3 SH NaOH NaCN NaSCH 3 CN Br S CH 3 NaCN Br CN NaOH 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
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