2. Propose a reasonable structure for the compound whose H-mr, C-nmr, IR, and mass spectra are...

      

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2. Propose a reasonable structure for the compound whose H-mr, C-nmr, IR, and mass spectra are shown. Explain (in numbered steps) how you solved the problem, and then indicate how each of the spectra is consistent with your structure. CDCI, 8.0 7.5 7.0 6.5 6.0 5.5 5.0 4.5 4.0 3.5 3.0 2.5 2.0 8 (ppm) "Integration numbers (relative number of protons) 128.52 128.24 133.04 26.49 CDCI3 77,25 197.96 137.07| 77.57 76.94 210 200 190 180 170 160 150 140 130 120 110 100 90 80 70 60 50 40 30 20 10 0 8 (ppm) 100 80 60 3004.9 3062.8 40 20 1685.8 -20 4000 3500 3000 2500 2000 1500 1000 500 wavenumber (cm-) transmittance (percent) 2800000 105 2600000 2400000 2200000 2000000 77 1800000 1600000 1400000 1200000 1000000 120 800000 600000 51 400000 200000 43 00 30 35 40 45 50 55 60 65 70 75 80 85 90 95 100 105 110 115 120 125 130 mz abundance 2. Propose a reasonable structure for the compound whose H-mr, C-nmr, IR, and mass spectra are shown. Explain (in numbered steps) how you solved the problem, and then indicate how each of the spectra is consistent with your structure. CDCI, 8.0 7.5 7.0 6.5 6.0 5.5 5.0 4.5 4.0 3.5 3.0 2.5 2.0 8 (ppm) "Integration numbers (relative number of protons) 128.52 128.24 133.04 26.49 CDCI3 77,25 197.96 137.07| 77.57 76.94 210 200 190 180 170 160 150 140 130 120 110 100 90 80 70 60 50 40 30 20 10 0 8 (ppm) 100 80 60 3004.9 3062.8 40 20 1685.8 -20 4000 3500 3000 2500 2000 1500 1000 500 wavenumber (cm-) transmittance (percent) 2800000 105 2600000 2400000 2200000 2000000 77 1800000 1600000 1400000 1200000 1000000 120 800000 600000 51 400000 200000 43 00 30 35 40 45 50 55 60 65 70 75 80 85 90 95 100 105 110 115 120 125 130 mz abundance