(a) 12.3 Which IR spectrum is consistent with a carboxylic acid? 100 100 80 80 60 60 40 40 20 0 2500 4000 1500 3000 2500 2000 Wavenumber (cm"¹) Wavenumber (cm) 2000 2500 Wavenumber (cm) % Transmittance 20 (c)+ % Transmittance 0. 4000 100 80- 60 40 20. 0. 4000 3500 3500 3000 1000 1500 1000 (b) (d) % Transmittance Transmittance 100 80- 60 40- 20 0. 4000 3500 3500 3000 3000 2000 1500 1000 1500 1000 2000 2500 Wavenumber (cm)

(a) 12.3 Which IR spectrum is consistent with a carboxylic acid? 100 100 80 80 60 60 40 40 20 0 2500 4000 1500 3000 2500 2000 Wavenumber (cm"¹) Wavenumber (cm) 2000 2500 Wavenumber (cm) % Transmittance 20 (c)+ % Transmittance 0. 4000 100 80- 60 40 20. 0. 4000 3500 3500 3000 1000 1500 1000 (b) (d) % Transmittance Transmittance 100 80- 60 40- 20 0. 4000 3500 3500 3000 3000 2000 1500 1000 1500 1000 2000 2500 Wavenumber (cm)

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

ChapterL3: Carbon (13c) Nmr Spectroscopy

Section: Chapter Questions

Problem 9CTQ

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.26d Part 1 ✓ Your answer is correct. X Expected number of signals (enter a numerical value): 9 Mk
(a) (c) 12.4 Which IR spectrum is consistent with an alkene? 100 100 80 80 60 60 40 40- 20 20 1500 1000 2000 2500 Wavenumber (cm¹) 2000 2500 Wavenumber (cm¹) % Transmittance 0. 4000 100 % Transmittance 80- 60 40- 20. 0. 4000 3500 3500 3000 3000 1500 1000 (b) (d) % Transmittance % Transmittance 0 4000 100 80 60- 40- 20 0. 4000 3500 3500 3000 3000 mm y 1500 2500 2000 Wavenumber (cm¹) 2000 2500 Wavenumber (cm) 1500 1000 1000
What functional groups are responsible for the absorptions above 1500 cm-1 in compounds A and B? (a) Compound A 3. (b) Compound B 4000 3500 3000 2500 4000 3500 3000 2500 2000 Wavenumber (cm-) to 0n 2000 1500 1000 500 Wavenumber (cm-) edictions: On % Transmittance 50 % Transmittance
SPECTROSCOPY - Attached are the IRs for Caffeine and Adenine (Molecular structures on Lab Manual p. 34). Please (a) NAME each compound at the bottom of each spectrum box. (b) Label the major peaks with the proper functional group for each spectrum. 100- Transmittance (%) Transmittance (%) 50- 4000 100 50 3303 34 1673 10 3123 20 1605 4 2982 42 1508 74 2800 43 1471 72 2710 50 1463 74 2892 49 1451 65 2601 68 1419 36 0 4000 3000 2925 4 2854 14 1699 10 1859 10 1699 49 3110 64 1649 31 2954 11 1457 21 1431 37 1404 56 1378 49 1360 49 1326 68 1368 60 1334 43 1309 27 1263 46 1156 81 1126 88 1023 72 3000 1286 63 1240 36 1213 80 1189 62 1072 77 1026 57 974 68 2000 1500 Wavenumber (cm-¹) 940 38 913 55 875 77 849 72 797 64 792 84 724 49 643 49 622 60 543 57 2000 1500 Wavenumber (cm-¹) 81 927 873 77 851 74 769 60 746 23 700 84 646 84 wwwm 638 86 610 57 482 49 1000 -END- 500 1000 500 38
Which compound is correct for the given NMR spectrum? |(3) (2) (2) 2 1 PPM CN 1) 2) 3) Structure 1 O Structure 2 Structure 3
14.66 The following are IR and mass spectra of an unknown com- pound. Propose at least two possible structures for the unknown compound. % Transmittance 100 Relative Intensity 80 60- 40- 20- 10 20 1500 Wavenumber (cm) 30 40 m/z 50 60 1000 70 80
8. a) Use the mass spectrum to determine the identity of the halogen atom (X) in the following molecular formula. 100 - C3H5XO2 80- 60 40 20- 152 154 20 40 60 80 100 120 140 160 180 200 m/z Relative Intensity
Which of the shown compounds corresponds to the shown IR spectrum ? Micrometers 2.5 100 8 10 12 13 14 15 20 90 80 70 50 40 30 20 10 4000 3600 3200 2800 2400 2000 1800 1600 1400 1200 1000 800 600 400 Wavenumber (cm-!) NH2 Transmittance (%)
14.32) The NMR signal of a compound is found to be 240 Hz downfield from the TMS peak using a spectrometer operating at 60 MHz. Calculate its chemical shift in ppm relative to TMS.
Attached is the 13C-NMR Spectrum of 1,2,3,4-tetraphenylnapthalene (CDCl3) Can you provide (chemical shift (experimental),chemical shift (literature), assignment) Chemical shift δ(ppm) Experimental Chemical shift δ(ppm) Literature Assignment
100 08 60 40 CH3(CH,),COOH 20 hexanoic acid 1711 1600 wavenumber (cm) 4000 3500 3000 2500 2000 1800 1400 1200 1000 800 600 tTAANSE-TTANCE
12.32 Two infrared spectra are shown. One is the spectrum of cyclohexane, and the other is the spectrum of cyclohexene. Identify them, and explain your answer. (a) 100 * 80 60 40 20 4000 3500 3000 2500 2000 1500 1000 500 Wavenumber (cm-1) (b) 100 80 60 40 20 4000 3500 3000 2500 2000 1500 1000 500 Wavenumber (cm-1) He!p Transmittance (%) Transmittance (%)