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Week+3+Handout+-+Key-1 - 6) 7) 8) 9) 10) O O H KOtBu tBuOH...

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Week 3 Handout Key Sections 6, 9 and 16 TA: Brian Loy 1) 2) 3) 4) (Before dehydration) 5) O O 1. NaOH, H 2 O 2. HCl, H 2 O OH O O O OH 1. 2. H 3 O + (Acid workup) H 3 C C C MgBr + O OH 1. NaOH, H 2 O O H O H 3 C CH 3 O O H (Excess) NaOH, H 2 O, EtOH O (Mild conditions) (Stringent conditions) (Stringent conditions) O 2. NaOH, H 2 O, Br 2 1. Br 2 CH 3 COOH O CH 2 3. H 3 O + O OH Br
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Unformatted text preview: 6) 7) 8) 9) 10) O O H KOtBu tBuOH O 2x N 1. O 3 (ozone) 2. Zn / HOAc 3. H 2 N + H 3 O + (Similar to Exercise 18-19, page 831.) O O H H + 1. KOtBu, tBuOH HO HO O O O O O O 1. NaOH, H 2 O (or some other base) 2. I O NaOH, H 2 O O H O H CH 3 CH 3 HO...
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This note was uploaded on 11/24/2010 for the course CHEM 35 taught by Professor Dubois,j during the Spring '07 term at Stanford.

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Week+3+Handout+-+Key-1 - 6) 7) 8) 9) 10) O O H KOtBu tBuOH...

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