Chem 8B Winter 2007 Final Key

Chem 8B Winter 2007 Final Key - Chemistry 8 B Winter 2007...

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1 Chemistry 8 B Winter 2007 Final Saturday March 17, 2007 Instructor: Lievens This exam contains thirteen (13) pages and ten (10) problems. Please make sure that your copy contains all thirteen (13) pages. If there is a problem, please tell the exam administrator prior to beginning. Please answer all questions. Remember that UCDavis Code of Academic Conduct applies to this exam and all other graded work in this class. Name: ________________________________________________________________ Last First MI Student ID. # __________________________________________________________ T.A./ Lab Section: ______________________________________________________ Problem # Points Problem # Points 1 6 2 7 3 8 4 9 5 10 Total:
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2 1. (20 pts). Draw the structure of the expected organic product(s) formed in the following reactions. Assume all reagents listed are present in excess unless otherwise noted. If no reaction occurs, state ‘No Reaction’. A) B) C) D) E) H HgSO 4 H 2 SO 4 , H 2 O O SO 3 H 2 SO 4 SO 3 H O NH 1) LiAlH 4 2) H 2 O NH OCH 2 CH 3 O (2 eq) 1) CH 3 CH 2 O - Na + 2) H 3 O + OCH 3 O O H N CH 3 I N I
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3 2. (20 pts). Draw the structure of the expected organic product(s) formed in the following reactions. Assume all reagents listed are present in excess unless otherwise noted. If no reaction occurs, state ‘No Reaction’. F) G) H) I) J) Cl 2 Cl Cl O 1) NH(CH 3 ) 2 O CH 3 CH 2 OH (2eq) H 2 SO 4 O O O OH 1) SOCl 2 2) H O O - Na + O O H O 2) H 2 , Ni N O HO HO OH OH OH CH 3 OH, HCl O HO HO OH OCH 3 OH
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5 4. (20 pts). Show how you would carry out the following synthesis. Include the
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Chem 8B Winter 2007 Final Key - Chemistry 8 B Winter 2007...

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