100 80 60 40 20 3500-2500 IR Spectrum (liquid film) 4000 % of base peak 45 Lar 74 57 10 40 3000 13C NMR Spectrum (50.0 MHz, CDCI, solution) DEPT CH₂ CH₂ CH proton decoupled 12 ¹H NMR Spectrum (200 MHz, CDCI, solution) 9 80 200 exchanges with D₂O 11 8 2000 120 160 m/e v (cm¹) 160 1715 7 1600 6 при 200 120 1200 Mass Spectrum 240 1 5 800 сл C3H6O₂ 280 solvent L 80 4 3 No significant UV absorption above 220 nm 40 1 2 0 1 8 (ppm) TMS 0 8 (ppm)

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter13: Structure Determination: Nuclear Magnetic Resonance Spectroscopy
Section13.3: The Chemical Shift
Problem 4P: The following 1H NMR peaks were recorded on a spectrometer operating at 200 MHz. Convert each into...
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Given the following NMR data, find the unknown compound. 

a. Identify the molecular formula; find IHD
b. Identify the 1H and 13C NMR signals

100
80
60
40
20
3500-2500
IR Spectrum
(liquid film)
4000
% of base peak
45
Lar
74
57
10
40
3000
13C NMR Spectrum
(50.0 MHz, CDCI, solution)
DEPT CH₂ CH₂ CH
proton decoupled
12
¹H NMR Spectrum
(200 MHz, CDCI, solution)
9
80
200
exchanges
with D₂O
11
8
2000
120 160
m/e
v (cm¹)
160
1715
7
1600
6
при
200
120
1200
Mass Spectrum
240
1
5
800
сл
C3H6O₂
280
solvent
L
80
4
3
No significant UV
absorption above 220 nm
40
1
2
0
1
8 (ppm)
TMS
0
8 (ppm)
Transcribed Image Text:100 80 60 40 20 3500-2500 IR Spectrum (liquid film) 4000 % of base peak 45 Lar 74 57 10 40 3000 13C NMR Spectrum (50.0 MHz, CDCI, solution) DEPT CH₂ CH₂ CH proton decoupled 12 ¹H NMR Spectrum (200 MHz, CDCI, solution) 9 80 200 exchanges with D₂O 11 8 2000 120 160 m/e v (cm¹) 160 1715 7 1600 6 при 200 120 1200 Mass Spectrum 240 1 5 800 сл C3H6O₂ 280 solvent L 80 4 3 No significant UV absorption above 220 nm 40 1 2 0 1 8 (ppm) TMS 0 8 (ppm)
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