Problem 60 IR Spectrum (liquid film) 4000 3000 2000 1600 1200 800 V (cm") 100- UV Spectrum 105 Mass Spectrum 80 A max 270 nm (log,ɛ 2.6) M*- 120 solvent: methanol C9H12 40 80 120 160 200 240 280 m/e 13C NMR Spectrum (100.0 MHz, CDCI, solution) expansion 135 130 ppm DEPT CH CH,t CHt 24 20 ppm еxpansion expansion proton decoupled solvent 135 130 ppm 24 20 ppm 200 160 120 80 40 0 8 (ppm) 1H NMR Spectrum (400 MHz, CDCI, solution) resolves into 2 peaks at higher field вхpansion еxpansion TMS 6.8 6.6 ppm 2.2 2.0 ppm 10 8 7 6 4 3 2 1 8 (ppm) 149 % of base peak

Problem 60 IR Spectrum (liquid film) 4000 3000 2000 1600 1200 800 V (cm") 100- UV Spectrum 105 Mass Spectrum 80 A max 270 nm (log,ɛ 2.6) M*- 120 solvent: methanol C9H12 40 80 120 160 200 240 280 m/e 13C NMR Spectrum (100.0 MHz, CDCI, solution) expansion 135 130 ppm DEPT CH CH,t CHt 24 20 ppm еxpansion expansion proton decoupled solvent 135 130 ppm 24 20 ppm 200 160 120 80 40 0 8 (ppm) 1H NMR Spectrum (400 MHz, CDCI, solution) resolves into 2 peaks at higher field вхpansion еxpansion TMS 6.8 6.6 ppm 2.2 2.0 ppm 10 8 7 6 4 3 2 1 8 (ppm) 149 % 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

Chapter17: Applications Of Infrared Spectrometry

Section: Chapter Questions

Problem 17.4QAP

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110 Problem 4 IR Spectrum (CCI solution) menhsl propionate 1744 4000 3000 2000 1600 V (cm') 1200 800 100 57 80 29 Mass Spectrum 60 40 No significant UV absorption above 220 nm M*- 88 20 CAHBO2 40 80 120 160 m/e 200 240 280 13C NMR Spectrum (100.0 MHz. CDCI, solution) DEPT CH CH, CHt solvent proton decoupled 0. 8 (ppm) 120 80 40 200 160 H NMR Spectrum (200 MHz, CDCI, solution) expansion TMS ppm 1.0 2.0 4 8 (ppm 7 6. 10 % of base peak
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
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
ECTROSCOPY Handar LABORATORY EXERCISE 4= ? IR =? CGH15N WAVTUNG CIOS IR j» Spectrum 1500 1200 400 NMR 00 3 Spectrum 2 THS INI DNYUWENYU
109 Problem 3 IR Spectrum (quid fim) 2084 1741 1243 4000 3000 2000 1600 1200 800 0.0 v (cm') 100 43 80 Mass Spectrum 0.5 60 UV spectrum 40 29 1.0아 solvent ethanol M= 88 130 20 15.4 mg/ 10 mis path length 1.00 cm CAHBO2 1.5 40 80 120 160 200 240 280 200 250 300 350 m/e 2 (nm) 13C NMR Spectrum (50.0 MHz. CDCI, solution) DEPT CH, CH, CHt proton decoupled solvent 200 160 120 80 40 0 8 (ppm) H NMR Spectrum (200 MHz, CDCI, solution) TMS 1 8 (ppm) 3 10 6. 8 7 92 % of base peak
116 Problem 10 IR Spectrum (KBr disc) 14=12+2 1693 4000 (02F14-8 2 CH2 3000 2000 1600 1200 B00 V (cm') 100 C=02 56 Mass Spectrum 80 M* 112 60 No significant UV absorption above 220 nm 40 20 CeHgO2 12+2-06/44 40 120 m/e 80 160 200 240 280 13C NMR Spectrum (100 O MHz. CDCI, solution) DEPT CH, CH,t CHt proton decoupled solvent 200 160 120 80 40 8 (ppm) H NMR Spectrum (400 MHz, CDCI, solution) TMS 1 8 (ppm 7 6. 4 3 2 10 9.
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…
For C NMR calculate the chemical shift in ppm for signals 1-7
Problem 1 IR Spectrum (liquid film) 1718 0.0P 2000 v (cm') 4000 3000 1600 1200 800 100- Mass Spectrum 0.5 43 80 60 UV Spectrum M* 72 1.0 33.3 mg/10 ml 1.0 cm cell solvent : ethanol 20 57 1.5 40 80 120 160 200 240 280 200 250 300 2 (nm) 350 m/e 13C NMR Spectrum (50.0 MHz, CDCI, solution) solvent proton coupled proton decoupled 200 160 120 80 40 O 8 (ppm) 'H NMR Spectrum (200 MHz, CDCI, solution) TMS 10 9 8 7 6 5 4 3 1 8 (ppm) 90 What is the IR and HNMR and CNMR for the C4H80 um Foroh % of base peak absorbance
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
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