546_project2

546_project2 - Jeewoo Lim Brett VanVeller Compound 96...

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Jeewoo Lim Brett VanVeller Compound 96 03/23/07 O O N O H S H S H S H R H R H R H R H S H 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 C 14 H 19 NO 3 Table 1: Assignment of Compound 96 (major conformer) Label 1 H shift (ppm) 1 H integration* 13 C Shift (ppm) 13 C intensity 1 155.2 w 2 6.85 1.37 111.1 s 3 7.28 1.48 130.3 s 4 6.91 1.52 120.7 s 5 7.18 1.29 127.7 s 6 127.1 w 7 3.78 ‘3’ 55.6 s 8 168.0 w 9 10R 3.17 1.88 48.4 s 10S 11R 1.87 ‘1’ 24.2 s 11S 1.70 1.04 12R 1.97 ‘2’ 27.8 s 12S 13 4.36 1.03 56.2 s 14R 3.69 ‘1’ 72.3 s 14S 3.49 ‘1’ 15 3.36 3.00 59.1 s * Integration values in quotes (‘’) could not be determined because of overlapping signals. Value entered is supposed actual value.
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Jeewoo Lim Brett VanVeller Compound 96 03/23/07 Entry points: MF from MS data gave 249.134 = C 14 H 19 NO 3 IHD = 14 - 19/2 + ½ + 1 = 6 (possible benzene ring and carbonyl and one other unsaturation) IR spectrum indicated C=O and C-N, possible amide 4 aromatic protons with splitting that indicates 1,2 disubstituted benzene (ie: does
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546_project2 - Jeewoo Lim Brett VanVeller Compound 96...

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