Extra Problem Set 1 Key.pdf

Extra Problem Set 1 Key.pdf - Problem Set 1 NMR Spectra...

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10 9 8 7 6 5 4 3 2 1 ppm 2.4 2.3 3.70 3.65 1.20 1.15 1.10 Problem R-16A : C 4 H 8 O 2 300 MHz 1 H NMR Spectrum in CDCl 3 Source: Aldrich Spectral Viewer/Reich Problem R-16B : C 4 H 8 O 2 300 MHz 1 H NMR Spectrum in CDCl 3 Source: Aldrich Spectral Viewer/Reich Problem Set 1 - NMR Spectra Two Isomers of C 4 H 8 O 2 0 Hz 10 20 30 O O 10 9 8 7 6 5 4 3 2 1 0 ppm 4.2 4.1 2.05 2.00 1.30 1.25 0 Hz 10 20 30 O O Reich Chem 345 2 3 3 CH 2 CH 3 CH 2 CH 3 CH 3 O 2 3 3 CH 2 CH 3 CH 2 CH 3 CH 3 O IHD = 1 IHD = 1 X quartet Observed protons are circled protons causing splitting are underlined X

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Problem R-16C : C 4 H 8 O 2 300 MHz 1 H NMR Spectrum in CDCl 3 Source: Aldrich Spectral Viewer/Reich Two Isomers of C 4 H 8 O 2 10 9 8 7 6 5 4 3 2 1 0 ppm 3.00 2.06 1.01 2.11 4.15 4.10 1.8 1.7 1.6 1.00 0.95 8.1 8.0 0 Hz 10 20 30 H O O Problem R-16D : C 4 H 8 O 2 100 MHz 1 H NMR Spectrum Source: Reich 12 11 10 9 8 7 6 5 4 3 2 1 0 ppm 0.32 1.00 0.94 1.17 2.4 2.3 1.7 1.6 1.0 OH O CH 2 CH 3 CH 2 CH 2 CH 3 CH 2 CH 2 O CH 2 CH 3 CH 2 CH 3 CH 2 CH 2 CH 2 OH IHD = 1 IHD = 1 H O
Problem R-18L C 4 H 9 Br 300 MHz 1 H NMR spectrum in CDCl 3 Source: Aldrich Spectra Viewer/Reich 0 Hz 10 20 30 10 9 8 7 6 5 4 3 2 1 0 1.00 2.20 1.42 3.45 3.40 3.35 1.00 0.95 0.90 1.95 1.90 1.85 1.80 1.75 1.70 1.65 1.60 1.55 1.50 1.45 1.40 1.35 Br CH 2 CH 3 CH 2 CH 2 CH 2 CH 2 CH 2 CH 3 X pentet sextet CH 2 CH 3 IHD = 0 200 180 160 140 120 100 80 60 40 20 0 ppm 13.2 21.3 33.6 34.8

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