chm2211ps19sol - 2 CH 3 C CH C CH 3 O CH 3 CH 2 O CH CH 2...

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OH O Organic Chemistry II – CHM2211 Problem Set 19 Solutions More Alpha Substitution and Aldol Condensation Reactions 1. 2. 3. 4. 5. 6. 7. 8. CH CH 3 OH I 2 NaOH / H 2 O / heat (oxidize -OH 1st) COOH + CHI 3 I 2 NaOH / H 2 O / heat C CH 3 O COOH + CHI 3 CHO CH CH 3 O OH CH CH O H O C H H O C H 3 C H 3 C + OH CH 2 CH 2 C CH 3 O OH CH CH 2 CH 2 CH 2 CH 2 C CH 3 O O OH CHO CH 2 CHO + OH CH C CHO CH 2 CH 2 COOH 1. Br 2 / P 2. H 2 O CH 2 CH COOH Br CH 2 CH 2 COOH 1. Br 2 / P 2. H 2 O 3. 2 mols NH 3 CH 2 CH COO NH 2
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9. 10. 11. 12. 13. CH 3 C CH 3 O HCl (acid-catalyzed aldol rxn)
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Unformatted text preview: 2 CH 3 C CH C CH 3 O CH 3 CH 2 O CH CH 2 CH 3 O + OH H 2 O CH CH 2 CH CH 3 O OH + CH CH CH CH 2 CH 3 O CH 3 OH CH CH CH CH 3 O CH 3 OH + + CH CH 2 CH CH 2 CH 3 O OH OH H 2 O CHO CH CH 2 CH 3 O + CH C CH O CH 3 CHO C CH 3 O + OH 20C C CH CH O O H 3 C LDA DME C 6 H 5 CH 2-Br O H 3 C CH 2 C 6 H 5...
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This note was uploaded on 07/26/2009 for the course CHEM 2211 taught by Professor Grow during the Spring '09 term at Pensacola Junior College.

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chm2211ps19sol - 2 CH 3 C CH C CH 3 O CH 3 CH 2 O CH CH 2...

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