Exam_3-_2007_Chem_39_Spectroscopy__Diene

Exam_3-_2007_Chem_39_Spectroscopy__Diene - Name CHEM 39...

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Name:__________________________ CHEM 39 Exam 3: Spectroscopy, Dienes —This exam is comprised of 9 problems on 6 pages worth a total of 100 points. Please check to make sure that you have all the pages. Please show your work as clearly as possible. 1. (8 points, 2 points each) Please give the number of signals (unique carbons and hydrogens) that will be observed in the broadband decoupled 13C NMR spectrum and the 1H NMR spectrum for each compound. H 2 C C O O Cl H 3 C C H 2 H 2 C CH CH 3 OH a. b. c. d. H H H 2 C O No. of C peaks No. of H peaks No. of C peaks No. of H peaks No. of C peaks No. of H peaks No. of C peaks No. of H peaks 2. (5 points) The NMR spectrum of a compound with the molecular formula C 10 H 18 has only a single peak in the 1H NMR. Please draw the structure of the compound and briefly explain the observation. 1
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3. (10 points) One mole of hydrogen bromide reacts with one mole of 1, 3-cycloheaxadiene to give two products, compounds A and B. When the reaction is run at -80 o C a significant excess of
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