Week_4_PurpleBook2007

Week_4_PurpleBook2007 - 89 Homotopic, Enantiotopic,...

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1. For each of the following molecules, identify (if possible) one pair of homotopic hydrogen atoms, one pair of enantiotopic hydrogen atoms, and one pair of diastereotopic hydrogen atoms. (Not all types of pairs can be found in each case!) Homotopic, Enantiotopic, Diastereotopic Br Br Cl Cl Week 4 89
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Chem 20 Infrared Spectroscopy OH A: H O B: C: O 1. Match the spectra below with the following compounds. (One of the compounds does not match any of the spectra.) Circle any spectral features that you used to assist in the identification. Week 4 90
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Chem 20 NMR Spectroscopy: Chemical Shifts 1. By analyzing the chemical shifts and integrations, assign the proton NMR peaks to the protons in each molecule. 1 H OH OCH 3 1 H 2 H 3 H 1 H 2 H 2 H 3 H 3 H Week 4 91
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CN H a H b Chem 20 H H NMR Spectroscopy: Spin/Spin Splitting H H 1. Analyze the multiplets in the following proton NMR spectrum, and explain the observed splitting. Then write in the "integral" you expect for each multiplet. 2. Below is a portion of the proton NMR spectrum of styrene, showing only the peaks for the two terminal protons (indicated below as H a and H b ). Given the list of coupling constants (below), assign the peaks to the two protons. Explain the reasoning behind your assignment. (For "extra credit," what would the other alkene proton look like in the spectrum?) H H Structure Range of Coupling Constant 11-18 Hz 6-14 Hz 0-3 Hz Week 4 92
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