HW10 key - Δ Br 2 Br Br KOtBu tBuOH H 2 SO 4 H 2 O 1 NaNH...

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Sessler CH310M/318M Homework Problem Set 10 Due Wednesday Nov. 26 1 Circle the section in which you are enrolled: 310M 318 M 310M TIPS Please write the first three letters of your last name in the above boxes Name:_________ KEY _________________ UT EID:_____________________________ Signature:____________________________
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Sessler CH310M/318M Homework Problem Set 10 Due Wednesday Nov. 26 2 (please include this page as page two in your homework set) Score:_________
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Sessler CH310M/318M Homework Problem Set 10 Due Wednesday Nov. 26 3 1. Provide the reagents and intermediates needed to convert the following starting materials into the products in a reasonable yield. a. OH Cl SOCl 2 pyridine b. OH Br TsCl pyridine OTs NaI DMSO NaBr acetone I
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Sessler CH310M/318M Homework Problem Set 10 Due Wednesday Nov. 26 4 1. (Continued) c. O d. OH OH H 2 SO 4 ,
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Unformatted text preview: Δ Br 2 Br Br KOtBu tBuOH H 2 SO 4 H 2 O 1. NaNH 2 2. CH 3 I 2 Na NH 3 Sessler CH310M/318M Homework Problem Set 10 Due Wednesday Nov. 26 5 2. In the boxes provide the reagents and reaction conditions needed to transform the starting material into the products. TsCl HBr H 2 CrO 4 H 2 O, acetone PBr 3 H 2 SO 4 , Δ SOCl 2 pyridine OH pyridine OTs O Cl Br Br + enantiomer Br + Sessler CH310M/318M Homework Problem Set 10 Due Wednesday Nov. 26 6 3. Provide the mechanisms for the following reactions. Be sure to use curved arrows to show the flow of electrons, show all lone pairs, and indicate stereochemistry where appropriate. a. O H Br PBr 3 P Br Br Br O H P Br Br Br Sessler CH310M/318M Homework Problem Set 10 Due Wednesday Nov. 26 7 3. (Continued) b. H O H 2 SO 4 Δ O S O O O H H H O H H O S O O O H...
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HW10 key - Δ Br 2 Br Br KOtBu tBuOH H 2 SO 4 H 2 O 1 NaNH...

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