Chemistry 108A final 2006 - C. F. Bernasconi Final Exam...

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C. F. Bernasconi Chemistry 108A Winter 2006 Final Exam – March 22, 2006 This exam consists of nine (9) questions for a total of 150 points. Try to answer all questions. Write your answers in a Blue Book. Put your name and that of your TA on the cover page. 1. ( 18 points ) Which of the following compounds are aromatic? (a) (d) (b) (e) (c) (f) N N H Cl CH 3 NO 2 O 2. ( 32 points ) Show the major organic products of the following reactions (no mechanisms please). Indicate the stereochemistry where relevant. Note that in some cases there may be no reaction. (a) Br + HNO 3 H 2 SO 4 ? (b) Cl CCH 2 CH 2 CH 3 O H 2 /Pd ? (c) NO 2 + (CH 3 ) 3 CCl AlCl 3 ? (d) DBr ?
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C. F. Bernasconi Chemistry 108A Winter 2006 Final Exam March 22, 2006 Page 2 (e) O O + ? (f) CHCH 3 I S-form NaCN H 2 O ? (g) CH 3 CH 2 CH 2 C CH 1. BH 3 2. H 2 O 2 /NaOH ? (h) CH 3 1. Hg(OAc) 2 2. NaBH 4 ? 3. ( 30 points ) What reagents would you use to achieve the following transformations? Note that more than one reagent might be necessary, i.e. it may be necessary to carry out more than one
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This note was uploaded on 05/12/2008 for the course CHEM 108A taught by Professor Bernasconi during the Winter '07 term at University of California, Santa Cruz.

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Chemistry 108A final 2006 - C. F. Bernasconi Final Exam...

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