Chem 308_Summer 2010_Quiz 4

Chem 308_Summer 2010_Quiz 4 - NAME ' Chem 308, Summer 2009...

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Unformatted text preview: NAME ' Chem 308, Summer 2009 Quiz 4 Section V1 ID 1. (3 pts.) Drawlthe structures of the two organic compounds that may be used in a mixed Claisen condensation reaction to give the product indicated. » . O O 1. .NaOEt,’ EtOI-I, heat 7 ...._—————————-—-——> OEt 2. HCl, H20, to neutralize 2. (3 pts.) Give the major organic product of the reaction sequence shown. 0 _ \/U\ 1. 13:2, P ' ————-———--——->- ? 3. (3 pts.) Give the reagents and conditions needed in order to perform the synthetic transformation shown below. 0 O I \/u\ ? \/“\ ——-———-—-——-—-—-—-—~——> . OEt ' H 4. (3 pts.) Write a detailed mechanism for the reaction below. Use curved arrows to indicate all electron movements and indicate all formal charges. You must show ALL steps, but proton transfers may be shown as + H” or - H”, as appropriate. H o \o HCl, H20, heat ———-—————-————-—-—-———-———-—-> O . O NAME ' i Chem 308, Summer 2009 Quiz 4 Section V2 ID 1. (3 pts.) Draw the structure of an organic compound that may be used in an intramolecmar Claisen condensation reaction to give the product indicated. 0 O 1. NaOEt, EtOH, heat ? "’ DB 2. HCI, H20 to neutralize 2. (3 pts.) Give the major organic product of the reaction sequence shown. 0 1. LiAIH4 O ——-—-——-—-———--> ? ca 2. H20 3. (3 pts.) Give the reagents and conditions needed in order to perform the acetoacetic ester synthesis shown below. 0 o O ‘ M ? I M W CE: 4. (3 pts.) Write a detailed mechanism for the reaction below. Use curved arrows to indicate all electron movements and indicate all formal charges. You must show ALL steps. 0 9, O O A NaOEt, EtOH, heat M 0 Et \ OEt ...
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Chem 308_Summer 2010_Quiz 4 - NAME ' Chem 308, Summer 2009...

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