Exam_1_Summer_2008

Exam_1_Summer_2008 - V O.A/UN H lD ixé‘ég‘5 Chem 308...

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Unformatted text preview: V O , .A/UN/ H lD' ixé‘ég‘5/ Chem 308, Summer 2009 Quiz 5 Sections H1 NAME 1. (2 pts.) Draw the structure of the major organic product. 1. LiAlH4, THF ._.______..__—————-> 7 2. H20 /\ Nv/ _ to 2. (3 pts.) Give the reagents and conditions necessary for the synthetic transformation shown below. Number the reagent conditions for each reaction separately, as usual. ' O O 7 i. Q) ESCfiL /\/lkOH )fi Q 0” fl 4 Br 3. (2 pts.) Estimate the equilibrium constant, Keq for the reaction below. 0 -, Keq , A + C'BOCH3 #4 A + HOCH3 OCH3 ' v OCH3 if) ANSWER: Keq = 4. (3 pts.) Write a detailed mechanism for the reaction shown. Use curved arrows to indicate all electron movements, and indicate all formal charges. ' ‘ NaOEt, EtOH, heat M W ‘NAME ID KEY Chem 308, Summer 2008 Quiz 5 Sections H2 1. (2 pts.) Draw the structure of the major organic product. 0 1. Al(Bu‘)2H (DIBAL) )ctfgoc-‘b \'\ O ioa 2. (3 pts.) Give the reagents and conditions necessary for the synthetic transformation shown below. Number the . reagent conditions for each reaction separately; as usual. £93» 0 \vj\ 7LLDR<U ”« Q, (Hg-4X ? / 2. HCl, H20 X: C&)BC)1 3. (2 pts.) Draw the structure of the intramolecular Claisen condensation product in the reaction below. 0 D W 1'.-——--—-~>NaOEtX EtOH '7 ' gt EtO ‘ DB 2. HCl to neutralize I \ \/ 4. (3 pts.) Give the reagents and conditions necessary for the synthetic transformation shown below. Number the reagent conditions for each reaction separately, as usual. 0 . MOH \, HQZ\/©H) $3 7;. L; Antsyfil? ’3‘. NB) H3 ...
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Exam_1_Summer_2008 - V O.A/UN H lD ixé‘ég‘5 Chem 308...

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