00 1H NMR Spectrum (200 MHz, CDCl3 solution) 10 10 9 8 7 6 Exchanges with D₂O ୮ 5 4 3 2 1 TMS 0 8 (ppm) 100 80 60 40 20 3458 IR Spectrum (CCI4 solution) 4000 % of base peak 3000 2000 1600 1200 800 V (cm³) 59 103 M+ 118 (<1%) Problem 9 Mass Spectrum No significant UV absorption above 220 nm C6H1402 40 80 120 160 200 240 280 m/e 13C NMR Spectrum (100.0 MHz, CDCl 3 solution) DEPT CH2 CH3 CH↑ proton decoupled solvent 200 160 120 80 60 40 40 0 8 (pp
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Determine the structure of the unknown using the data provided.
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- Resolves into 13C NMR Spectrum (50.0 MHz, CDCI, solution) two signals at higher field DEPT CgH11Br Resolves into two signals at higher field expansions proton decoupled solvent 35.0 34.0 ppm 200 160 120 80 40 O 8 (ppm) 1H NMR Spectrum (200 MHz, CDCI, solution) expansion 3.0 2.5 ppm TMS 10 9 8 7 6 5 4 3 2 1 8 (ppm) Determine the structure of the compound based on the above information4000 100 80 60 20 % of base peak 3376 40 10 3000 59 13C NMR Spectrum (50.0 MHz, CDCI, solution) 173 proton decoupled 200 I 9 80 ¹H NMR Spectrum (200 MHz, CDCI, solution) DEPT CH₂ CH₂ CH4 IR Spectrum (liquid film) 2000 M+88 (<1%) 120 1600 v (cm¹) m/e 160 160 I I 8 7 mmm 1 120 200 240 6 1200 . Mass Spectrum L 800 1 5 C5H₁20 280 solvent L 80 4 problem 78 3 No significant UV absorption above 220 nm 40 Il 08 (ppm) 1 2 1 TMS 0 8 (ppm)Myriam 1718 1. 4000 3000 1600 1200 800 V (cm¹) 100 Mass Spectrum 43 119 80 60 JIK M+* 40 176 20 161 C12 H16 O 40 80 200 280 120 160 m/e 13C NMR Spectrum (50.0 MHz, CDCI, solution) expansion 188 IR Spectrum (liquid film) % of base peak DEPT CH₂ CH₂ CH proton decoupled L 200 ¹H NMR Spectrum (200 MHz, CDCI, solution) J 1 9 10 I 8 2000 160 the 1 7 6 240 120 130 130 125 ppm 125 ppm L 5 expansion 1 80 1 4 solvent Problem 99 UV Spectrum max 262 nm (log₁0 € 2.5) solvent methanol 40 t I 3 1 2 4 08 (ppm) TMS 1 0 8 (ppm) 1 1 205
- опанит 1715 1600 IR Spectrum 100 4000 (liquid film) 43 80 75 60 M 40 20 % of base peak 10 3000 40 C 13C NMR Spectrum (20.0 MHz, CDCI solution) proton decoupled 9 80 200 ¹H NMR Spectrum (100 MHz, CDCI, solution) 101 8 2000 v (cm¹) M** 132 120 160 m/e 160 7 6 1200 120 Mass Spectrum 200 240 280 800 C-H 5 C6H1203 solvent L 80 4 -CH3 No significant UV absorption above 220 nm 3 H-C-H u -CH3 40 2 59 TMS 0 1 8 (ppm) TMS 0 8 (ppm)4000 IR Spectrum quid film) 100 80 60 40 YI 2248 41 10 3000 43 40 proton decoupled "C NMR Spectrum (150 MHz CDC, solution) 68 DEPT CH, CH, 1 CHT 9 200 ¹H NMR Spectrum (600 MHz, CDC, solution) M83 (<1%) 80 120 2000 v (cm) 8 m/e 160 160 2.3 L 7 1600 2.2 200 ryper 1200 6 ▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬ 120 Mass Spectrum 240 21 2.0 expansions (not to scale) 800 I CsH₂N 280 5 expansion 80 4 270 255 256 255 expansion No significant UV absorption above 220 nm 27.0 245 250 255 1.0 3 40 L 2 0 8 (ppm) 1 1 TMS L 1 0 8 (ppm) 10 ¹H-¹C me-HSQC Spectrum (600 MHz, CDC, solution) Black cross-peaks CH and CH Red cross-peaks CH₂ ppm 20 ¹H-"C HMBC Spectrum (600 MHz, CDC), solution) -22 -24 -26 -28 116 118 120 122 124 3.0 2.8 2.6 2.4 2.2 2.0 1.8 1.6 1.4 1.2 1.0 0.8 0.6 ppm ppm 20 22 -24 26 28 -116 118 -120 122 -124 3.0 2.8 2.6 2.4 2.2 2.0 1.8 1.6 1.4 1.2 1.0 0.8 0.6 ppm IR: List bands and possible/probable structural units responsible Band (cm³) Possible…13C NMR Analysis of Aspirin Chemical Shift (Observed ppm) Assignment(s) (A'-J') Expected Chemical Shift Range (ppm) B' D' E' JOH Acetylsalicylic Acid (Aspirin) 169 & 170 152 125 135 (4 peaks) - 122 20 160 140 120 100 Figure 14.13 125.7-MHz 13C-NMR spectrum of aspirin in CDCl3. solvent 80 60 40 20 ppm
- Unrounded Rounded ε∗,L/μmolε∗,L/μmol 0.0259825 0.0260 heres data: TZ # Concentration Absorbance at 430 nmnm 1 33.6480 0.931 2 25.2360 0.757 3 16.8420 0.210 4 8.41200 0.137 5 4.20600 0.1227.) From the following sets of data, please propose a reasonable structure for the unknown organic compound. This molecule is entirely composed of C, H, and N only. Please show all of your work and feel free to write on the spectra any clues as to the structure. 4000 3000 2000 1000 S DO Infrared spectrum of unknown. KBr salt plate sample. 100 MS-NU-6396 80 60 40 20 - 10 20 30 40 50 60 70 80 90 100 110 m/z Mass spectrum of unknown. Molecular ion = 83.1 Relative IntensityUnrounded Rounded ε∗,L/μmol 0.0259825 0.0260 Heres the data if needed: TZ # Concentration Absorbance at 430 nmnm 1 33.6480 0.931 2 25.2360 0.757 3 16.8420 0.210 4 8.41200 0.137 5 4.20600 0.122
- The spectra (IR, ¹H NMR, ¹³C NMR and MS) of an unknown compound are shown in the following spetta. Based on these spectra, determine the structure of the unknown compound. Explain your answers clearly for each spectrum. Absorbance/% IR 2000 1500 1000 500 50- 100+ 4000 11 1H NMR 3000 Integration 9 10 2500 7.95 7.25 U 2 2 8 7 Wavenumbers/cm-1 6 5 ppm 4.30 2 3 2.35 3 2 1.35 3 T 1 OIR Spectrum (CCl4 solution) U 4000 3000 100 80 60 40 20 JL 40 80 13C NMR Spectrum (100.0 MHz, CDCI, solution) % of base peak DEPT CH₂ CH₂ CH proton decoupled 200 ¹H NMR Spectrum (200 MHz, CDCI, solution) 10 9 8 2000 1693 v (cm¹) 155/157 120 160 m/e 160 7 1600 183/185 7.8 6 your 1200 120 800 Mass Spectrum C8H7OBr 280 solvent 80 M+= 198/200 200 240 expansion سلا 5 7.2 ppm 4 3 Problem 100 UV Spectrum max 258 nm (log₁0€ 4.2) solvent: ethanol 40 2 0 1 206 8 (ppm) TMS L 0 8 (ppm) 189.26d Part 1 ✓ Your answer is correct. X Expected number of signals (enter a numerical value): 9 Mk