Practice q # 7 7. The IR and the ¹H NMR spectra of an unknown with a molecular formula of C8H₁5NO2 are shown below. The questions that follow will guide you in the determination of its structure. 25 26 27 28 29 3 100 90 80 70 60 50 40 30 20 10 0 4000 7 3800 3600 3400 3200 3000 2800 2600 2400 2200 F 3.5 6 4.5 D 5 5 2000 5.5 1800 MICRONS 1600 WAVENUMBERS D 4 7 1400 8 1200 C 3 10 1000 B a. Determine the degree of unsaturation. Show your calculation. 11 A 2 NICOLET 20SX FT-IR 12 13 14 15 16 17 18 19 21 22 +0.0 800 1 600 b. Analyze three significant bands in the IR spectra and conclude on the existing functions. 05 02 +0.3 0.4 0.5 0.6 +0.7 0.8 0.9 1.0 2.0 450 0

Practice q # 7 7. The IR and the ¹H NMR spectra of an unknown with a molecular formula of C8H₁5NO2 are shown below. The questions that follow will guide you in the determination of its structure. 25 26 27 28 29 3 100 90 80 70 60 50 40 30 20 10 0 4000 7 3800 3600 3400 3200 3000 2800 2600 2400 2200 F 3.5 6 4.5 D 5 5 2000 5.5 1800 MICRONS 1600 WAVENUMBERS D 4 7 1400 8 1200 C 3 10 1000 B a. Determine the degree of unsaturation. Show your calculation. 11 A 2 NICOLET 20SX FT-IR 12 13 14 15 16 17 18 19 21 22 +0.0 800 1 600 b. Analyze three significant bands in the IR spectra and conclude on the existing functions. 05 02 +0.3 0.4 0.5 0.6 +0.7 0.8 0.9 1.0 2.0 450 0

Macroscale and Microscale Organic Experiments

7th Edition

ISBN:9781305577190

Author:Kenneth L. Williamson, Katherine M. Masters

Publisher:Kenneth L. Williamson, Katherine M. Masters

Chapter13: Mass Spectrometry

Section: Chapter Questions

Problem 3Q

See similar textbooks

Similar questions

The compound A that gives the following IR and NMR spectra has the formula CsH1002. Based on these spectra, determine the structure of A. For NMR analysis, indicate clearly the signals originated from all types of protons in your answer. 100 80 60 %T 40 20 4000 3500 300e 2500 2000 1500 cm-1 зн 3H 2H 2H 4.5 4.0 3.5 3.0 2.5 2.0 1.5 1.0 PPM 928 098 1884 26TT 99T 2945 1962
Which structure fits the following IR-spectrum? 3363 3090 1600 770 690 1528 1352 VENUH но. Но. CEN D 'NO2 B A
9) Deduce the structure of an unknown compound with molecular formula C5H80 using information given by its infrared spectrum Frequency (cm-1): 3100, 2950, 2800, 1695, 1610,1450, 1375 HO
of the compound whose molecular formala is C₁₂H160₂. It's IR 22/1 Deduce the structure Spectrum and 't nmr Spectrum are shown. ¹H NMR Spectrum (200 MHz, CDC1, solution) 10 9 ل 8 7 8.0 7.5 IR Spectrum (liquid film) expansion 6 4000 7.0 5 3000 6.5 ppm 4 2000 3 1666 1600 v (cm¹) 2 1200 1 800 TMS 0 8 (ppm)
3. Propose a structure for an organic compound with molecular formula C3H1404 given the following 'H NMR and IR spectra. Draw the structure only, no need to interpret the spectra. 1H NMR Spectrum IR Spectrum Triplet Singlet d (6H) 8 (4H) 8 (4H) 1740 cm1 Quartet
2. Determine the structure of a compound with a molecular formula of C6H120 and exhibits the following 'H NMR and 1°C NMR spectra. No peaks exchange in D20. | = 6 = 3 200 100 0.0 13 C NMR 1.1 1.0 | = 2 | = 1 %3D 2.6 2.5 2.4 9.0 8.0 7.0 6.0 5.0 4.0 3.0 2.0 1.0 0.0 1 H NMR
PART 2: NMR SPECTRA #1: C4H,Cl- no important IR peaks are seen. 3.5 2H 3.0 possible structure 2.5 300 MHz 'H NMR In CDC3 2.0 it wa 1.5 2H 2H 1.0 3H 0.5 0.0
The unknown compound that gives the following IR and NMR spectra has the formula CoH140. Based on these spectra, determine the structure of the unknown. Explain your answers clearly. 12 IR 1.0w 0.8 %T 0.6 0.4 2878 02 1076 1382 1189 2963 00 3500 3000 2500 2000 1500 1000 500 cm-1 1Η ΝMR 0.9ppm (t, 3H) 3.4ppm (t, 2H) 1.6ppm (m, 2H) 11 10 7. ppm EN -00
Practice q # 7 7. The IR and the ¹H NMR spectra of an unknown with a molecular formula of C8H15NO₂ are shown below. The questions that follow will guide you in the determination of its structure. 25 26 27 28 29 3 10 FD 5 1 15 D 1400 с B A 2 1 1 ja 0
Q2: The proton NMR spectrum is shown for a compound with formula C5H9NO4. The infrared spectrum displays strong bands at 1750 and 1562 cm-1 and a medium-intensity band at 1320 cm-1. The normal carbon- 13 and the DEPT experimental results are tabulated. Draw the structure of this compound. Normal Carbon DEPT-135 DEPT-90 14 ppm Positive No peak No peak 16 Positive 63 Negative No peak 83 Positive Positive 165 No peak No peak Proton spectrum C;H,NO4 0.92 2.01 3.00 3.00 5.0 4.5 4.0 3.5 3.0 25 2.0 1.5 10 0.5 0.0
The unknown compound that gives the following IR and NMR spectra has the formula C4H9Br. Based on these spectra, determine the structure of the unknown. For NMR analysis, indicate clearly the signals for each type of protons in your answer. %T 9 4000 1H 3580 4.0 2262 2970 2878 3800 3.0 2500 cm-1 2008 2.0 2H 1456 1500 1379 3H 2221 -TSTT 1209 9886 1000 CYB 787 3H 1.0 PPM
Q3: The proton NMR spectrum of a compound with formula C5H100 is shown. The DEPT experimental results are tabulated. The infrared spectrum shows medium-sized bands at 2968, 2937, 2880, 2811, and 2711 cm1 and strong bands at 1728 cm-1. Draw the structure of this compound. Normal Carbon DEPT-135 DEPT-90 11.35 ppm No peak No peak No peak Positive 12.88 Positive 23.55 Negative 47.78 Positive Positive 205.28 Positive Positive (C=0) T m 240 2.35 2.30 2.25 2.20 0.75 0.91 1.04 1.01 2.90 2.92 9.6 9'5 24 23 2.2 2.1 2.0 1.9 1.8 1.7 1.6 14 1.3 1.2 1.1 10 0.9 2890.2 \ 2888.0 690.2 0'889 F189¬ 669.6 667.8