Quiz 5 - 3. (8 pts) Draw the structures of the reactants...

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MCMP 205 Friday, March 27, 2009 20 pts Name __________________________ Lab TA _________________________ Lab Period ______________________ Quiz 5 Page 1 1. (8 pts) Fill in structures B through F. 2. (4 pts) Draw the structures of intermediates G and H . H 3 C C O OEt NaOEt, EtOH O OEt O NaBr A B C D H 3 O + warm E F + CO 2 + EtOH O OH OH O OH OH + H 2 O + H 3 O + + H 2 O G H + H 3 O + + H 3 O + A + EtOH H 2 C C O OEt H 2 C C O OEt O OEt O Br O 1 pt 1 pt 2 pt 2 pt 2 pt OH OH OH OH OH OH OH OH Alternative resonance structures are acceptable 2 pt 2 pt
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Unformatted text preview: 3. (8 pts) Draw the structures of the reactants required to synthesize each of the following compounds. a. (Aldol reaction) b. (Dieckmann condensation) O O O EtO H 2 O, NaOH 1) EtOH, NaOEt 2) neutralize with cold H 3 O + c. (Malonic ester synthesis) 1) EtOH, NaOEt 3) neutralize with cold H 3 O + EtO O d. ( α-halogenation) Br 2 , HOAc Br O + EtOH + H 2 O O EtO 2) allyl bromide CHO O 1 pt 1 pt 2 pt O O EtO OEt EtO O O EtO O + HBr 2 pt 2 pt...
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This note was uploaded on 03/30/2011 for the course MCMP 205 taught by Professor Staff during the Spring '08 term at Purdue.

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Quiz 5 - 3. (8 pts) Draw the structures of the reactants...

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