Quiz 5.pdf - CHEM 135 Quiz No 5 November 1 2016 20 points...

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CHEM 135 KEY Quiz No. 5 __________________________________ November 1, 2016 Name 20 points total 1. (4) Deduce the structure of each of the following compounds on the basis of their proton NMR spectra and molecular formulas. (a) C 7 H 14 O 2 ; δ = 0.96 ppm (triplet, 3H) δ = 1.28 ppm (doublet, 6H) δ = 1.68 ppm (multiplet, 2H) δ = 2.28 ppm (triplet, 2H) δ = 5.01 ppm (multiplet, 1H) C CH CH 3 CH 2 CH 2 O CH 3 CH 3 (b) C 3 H 5 Br; δ = 3.90 ppm (doublet, 2H) δ = 5.11 ppm (doublet, 1H) δ = 5.27 ppm (doublet, 1H) δ = 5.98 ppm (multiplet, 1H) C C H H H CH 2 Br 2. (2) An unknown compound has the proton NMR shown below. Propose a structure that is consistent with the spectrum. C C H H H OCH 2 CH 3
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3. (4) An unknown compound A, C 9 H 12 O 2 , has the proton NMR and IR spectra shown below. Propose a structure that is consistent with this information. CH 2 OH CH 3 CH 2 O
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4. (4) For each of the following indicate which reaction will occur faster. Explain your reasoning. (No credit will be given for guesses)
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  • Fall '17
  • Finzel
  • Nuclear magnetic resonance, Proton NMR, CH3CH2CH

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