Chem 353-2

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Unformatted text preview: 00 180 160 140 120 100 80 60 40 20 0 ppm Grignard Reaction 9 8 7 6 5 4 3 2 1 0 ppm (ppm) 7.2 7.4 7.6 7.8 8.0 8.2 8.4 8.6 8.8 135 134 133 132 131 (ppm) 130 129 128 220 200 180 160 140 120 100 80 60 40 20 0 ppm Williamson Ether Synthesis 13 12 11 10 9 8 7 6 5 4 3 2 1 0 -1 ppm 220 200 180 160 140 120 100 80 60 40 20 0 ppm Williamson Ether Synthesis (ppm) 2 3 4 5 6 7 8 9 10 11 160 140 120 100 80 (ppm) 60 40 20 13 12 11 10 9 8 7 6 5 4 3 2 1 0 -1 ppm reference molecule 220 200 180 160 140 120 100 80 60 40 20 0 ppm Aldol Condensation 10.0 9.5 9.0 8.5 8.0 7.5 7.0 6.5 ppm (ppm) 7.4 7.6 7.8 8.0 8.2 8.4 8.6 8.8 9.0 150 146 142 138 (ppm) 134 130 126 220 200 180 160 140 120 100 80 60 40 20 0 ppm Aldol Condensation 13 12 11 10 9 8 7 6 5 4 3 2 1 0 -1 ppm 220 200 180 160 140 120 100 80 60 40 20 0 ppm Aldol Condensation Calculate the trans coupling constant. J trans = 2330.09 2313.68 7.8 7.7 7.6 7.5 7.4 7.3 7.2 13 12 11 10 9 8 7 6 (ppm) 7.1 7.2 7.3 7.4 7.5 7.6 7.7 7.8 7.9 8.0 8.1 5 4 3 2 1 0 2132.64 2116.82 7.1 ppm -1 ppm 142 138 134 (ppm) 130 126 122 80 60 40 20 0 ppm 150 146 220 200 180 160 140 120 100 Benzoin Condensation (ppm) 7.2 7.4 7.6 7.8 7.9 7.8 7.7 7.6 7.5 7.4 7.3 ppm 8.0 8.2 8.4 8.1 7.9 7.7 (ppm) 7.5 7.3 7.1 13 12 11 10 9 8 7 6 (ppm) 7.2 7.4 7.6 7.8 8.0 8.2 8.4 8.6 5 4 3 2 1 0 -1 ppm 137 136 135 134 133 132 131 130 129 128 127 126 125 (ppm) 134 133 132 131 130 129 128 ppm 220 200 180 160 140 120 100 80 60 40 20 0 ppm Benzoin Condensation 10.0 9.5 9.0 8.5 8.0 7.5 7.0 6.5 ppm (ppm) 7.4 7.6 7.8 8.0 8.2 8.4 8.6 8.8 9.0 150 146 142 138 (ppm) 134 130 126 220 200 180 160 140 120 100 80 60 40 20 0 ppm Nitration I 13 12 11 10 9 8 7 6 5 4 3 2 1 0 -1 ppm 220 200 180 160 140 120 100 80 60 40 20 0 ppm Nitration I 13 (ppm) 7.1 7.2 7.3 7.4 7.5 7.6 7.7 7.8 7.9 8.0 8.1 8.2 8.3 12 11 10 9 8 7 6 5 4 3 2 1 0 -1 ppm 136 134 132 130 128 (ppm) 126 124 160 155 150 145 140 135 130 125 120 115 ppm Nitration II 7.2 7.0 ppm 6.8 13 12 11 10 9 8 7 6 5 4 3 2 1 0 -1 ppm (ppm) 5.5 6.0 6.5 7.0 7.5 8.0 8.5 9...
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