8 1 iv. IR Spectra – (fluorenol and fluorenone) label important peaks with respect to functional groups present. v. NMR Spectra – label 1H and 13C spectra (fluorenol, 9 fluorenone). Draw structures with ChemDraw and label carbons using the fluorene numbering scheme shown. Use 5 these labels to assign the 1H and 13C signals. vi. Mass Spectra - assign the molecular ion peak and major fragmentation peaks. 2 6 3 4 Mass Spectral Data of 9-Fluorenol SDBS NO. 4909 MS-IW-1366 9-fluorenol C13H100 (Mass of molecular ion: 182) 100- MS-IW-1366 80 Intensity Relative 20 0 25 50 75 100 125 150 175 m/z Peak Data: m/z 76.0 151.0 152.0 153.0 163.0 164.0 165.0 166.0 180.0 181.0 182.0 183.0 intensity 3.8 7.2 24.8 19.0 3.9 3.0 12.6 4.0 7.3 100.0 90.1 12.1 IR Spectrum of 9-fluorenone, KBr disk. SDBS-NO=2223 IR-NIDA-50858 i KBR DISC HIT-NO=1872 SCORE= 1 9-FLUORENONE | C, 3H₂O LOD TY TRANSMITTANCEI D 4000 3000 2000 1500 1000 500 HAVENUHBERI-1 0 3401 84 3061 79 3047 ai 3013 84 1834 84 1715 4 1671 81 1656 84 1612 21 1600 30 1476 84 1471 81 1451 34 1299 62 1236 86 1194 64 1187 88 1168 77 1151 60 1098 84 1090 72 962 84 920 37 893 84 887 81 87984 815 70 786 70 774 B4 745 34 736 10 672 62 651 60 617 64 507 B4 Note that this spectrum was collected in a KBr disk and will have signals associated with KBr. 1H NMR Spectrum of 9-Fluorenone (300 MHz in CDC13) q TTTTT 7.65 7.45 ppm 10 9 8 7 6 5 4 3 2 1 0 8, ppm 13C NMR Spectrum of 9-Fluorenone 200 180 160 140 120 80 60 40 20 0 100 ppm CDS-03-237 S 120.1, 123.8, 128.8, 133.9, 134.4, 144.1, 193.1 Mass Spectral Data of 9-Fluorenone SDBS NO. 2223 MS-NW-0472 9-fluorenone C13H80 (Mass of molecular ion: 180) 100 MS-NU-0472 80 60 Relative Intensity 40 20 0 IT 25 50 75 Hormonitoimittimet 100 125 m/z 150 175 Peak Data: m/z intensity 63.0 74.0 75.0 76.0 126.0 150.0 151.0 152.0 153.0 180.0 181.0 6.2 3.5 5.0 13.4 5.1 7.2 13.0 28.9 3.8 100.0 15.4
