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Quiz_IV_Key_su09_v - NAME V <E V Chem 308 Summer 2009...

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Unformatted text preview: NAME V ' » \<E\/ V . Chem 308, Summer 2009 Quiz4 Section V1 ID , .(3 pts. ) Draw the structures of the t_v_v__o organic compounds that may be used' In a mixed Claisen condensation reaction to give the product indicated ' b D - o o . l . k _ _ \ . . 1. NaOEt, EtOH, heat . Q be: + set ,, ............_____... ./ ‘ , 2. HC1,HZO,to neutralize 2. (3 pts.) Give the major organic product of‘the reaction sequence shown. 0 . i C) \/lJ\ ‘ 1' BIZ, P i 9 \ OH 2- H20 \ 0“ Br 3. (3 pts.) Give the reagents and conditions needed in order to perform the synthetic transformation shown below. OHM QWWsS ‘39 .? l. Hing“ . '.'7<Zo(’ I ( f M an» Cu“ 4(3 pts. ) Write a detailed mechanism for the reaction below. Use curved arrows to indicate an 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 of \O . t ‘ O S . HC1,HZO, heat , /U\/ Quiz 4 Section V2 NAME \< 67 ' ' g Chem 308, Summer 2009 'ID‘ 1. (3 pts.) Draw the structure of an organic compound that may be used in an intramolecular Ciaisen condensation reaction to give the product indicated. ' O O o G ' ' '- ' . 1. NaOEt, EtOH, heat ‘ [MA/“Am ?_..._............~,. 2. HCI, H20 to neutralize 2. (3 pts.) Give the major organic product of the reaction sequence shown. 0 1. LiAIH4 OEt 2.1-120 ‘-" H0 \OH _ 3. (3 pts.) Give the reagents and conditions needed in‘order'to perform the acetoacetic ester synthesis shown below; '9. a q\.No~bét)€t0H' . ii ...
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