Problem 42 IR Spectrum (liquid film) 1768 W 1746 1190 2000 21 4000 3000 1600 1200 800 v (cm") 100 Mass Spectrum 80 60 29 40 20 M*'= 146 (<1%) C6H10 04 40 80 120 160 200 240 280 m/e 13C NMR Spectrum (50.0 MHz, CDCI, solution) DEPT CH,t CH, сн solvent proton decoupled 200 160 120 80 40 O 8 (ppm) 'H NMR Spectrum (200 MHz, CDCI, solution) TMS 10 9 8 6 5 4 3 2 1 8 (ppm) 131 % of base peak

Problem 42 IR Spectrum (liquid film) 1768 W 1746 1190 2000 21 4000 3000 1600 1200 800 v (cm") 100 Mass Spectrum 80 60 29 40 20 M*'= 146 (<1%) C6H10 04 40 80 120 160 200 240 280 m/e 13C NMR Spectrum (50.0 MHz, CDCI, solution) DEPT CH,t CH, сн solvent proton decoupled 200 160 120 80 40 O 8 (ppm) 'H NMR Spectrum (200 MHz, CDCI, solution) TMS 10 9 8 6 5 4 3 2 1 8 (ppm) 131 % of base peak

Principles of Instrumental Analysis

7th Edition

ISBN:9781305577213

Author:Douglas A. Skoog, F. James Holler, Stanley R. Crouch

Publisher:Douglas A. Skoog, F. James Holler, Stanley R. Crouch

Chapter19: Nuclear Magnetic Resonance Spectroscopy

Section: Chapter Questions

Problem 19.33QAP

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Problem 7 2249 IR Spectrum (KBr disc) 4000 3000 2000 1600 1200 800 v (cm') 100 Mass Spectrum 80 53 60 No significant UV 40 M+' = 80 absorption above 220 nm 40 20 C4HẠN2 160 m/e 40 80 120 200 240 280 T 13C NMR Spectrum (100.0 MHz, CDCI, solution) DEPT CHat CH, сн+ proton decoupled solvent 200 160 120 80 40 8 (ppm) H NMR Spectrum (400 MHz, CDCI, solution) TMS 10 1 8 (ppm) 9 7 6. 4 % of base peak 5
111 Problem 5 IR Spectrum Squd m evenne 4000 3000 2000 1600 1200 800 V (cm') 100 80 27 Mass Spectrum 107/109 60 No significant UV 40 Sp absorption above 220 nm M 20 186/188/190 C2H4B12 40 80 120 160 200 240 280 m/e 13C NMR Spectrum (50 0 MHz. CDC, solution) solvent proton coupled proton decoupled 200 160 120 80 40 8 (ppm) 'H NMR Spectrum (200 MHz. CDCI, solution) TMS 10 6. 8 6 5 4 3 2 1 8 (ppm) 94 wad aseg os
Problem 125 2105 IR Spectrum (KBr disc) 1511 1343 2000 1600 V (cm") 4000 3000 1200 800 100 Mass Spectrum UV Spectrum 101 M+* 147 80 log10ɛ > 4 60 20 C3 H5 NO2 40 80 120 160 200 240 280 m/e 13C NMR Spectrum (50.0 MHz. CDCI, solution) expansion DEPT CH CH,t CHt 85 80 ppm solvent expansion proton decoupled 85 80 ppm 200 160 120 80 40 8 (ppm) H NMR Spectrum (200 MHz. CDCI, solution) expansion TMS opm 10 8 9. 4. 8 (ppm) % of base peak
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 0.122
Unrounded 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
7) Chemical Formula: C₂H₁N IR: weak peak at 3400cm-1 7 1H SH 2H 8) Chemical Formula: C8H1204 IR: strong peak 1720cm-1, peak at 1650cm-1 Unknowns for 1H NMR Final Report 9) Chemical Formula: C5H1002 IR: strong peak at 1750cm-1 1H (8~27 = 16-+2 = € /2=2. PPM 4H 2H 3 PPM 3H 3H 2 * H - (8x2) = 16-12=412=2 -G-H H h+1= 2 4 6H 6H
Q: Determine the structure of the following unknowns using the table to fill in your answers. B C B Signal 8 Integration Multiplicity Comments A C S J D C₂H₁0O₂ E 3 C10H120 PPM Signal & Integration Multiplicity Comments A 3 DOM L
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…
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 information
For C NMR calculate the chemical shift in ppm for signals 1-7
Problem 13 119 2089 IR Spectrum (guid fim) 689 4000 3000 2000 1600 1200 800 V (cm') 100 Mass Spectrum 63 80 No significant UV 60 absorption above 220 nm 40 65 M 98/100/102 83 20 C2H4CI2 40 80 120 160 200 240 280 m/e 13C NMR Spectrum (50.0 MHz. CDCI, solution) proton coupled solvent proton decoupled 200 160 120 80 40 0 8 (ppm) H NMR Spectrum (200 MHz. CDCI, solution) expansions 6.0 5.8 ppm 22 2.0 ppm TMS 5 4 3 2 1 8 (ppm) 10 8. 6. 102 of base peak
Unknown #1 Elemental Analysis: 49.16% Carbon, 4.13% Hydrogen, remainder is halogen 13C NMR D 4000 200 180 3000 160 140 3 signals: 129.0 ppm 127.8 ppm 127.7 ppm 120 100 ppm 2000 IR www HAVENUMBERI-11 80 1500 60 40 20 1000 500 HDI Pro