4. The IR and the 'H NMR spectra of an unknown with a molecular formula of C₁1H14O3 are shown below. The questions that follow will guide you in the determination of its structure. a- Determine the degree of unsaturation. Show your calculation. b- Analyze three significant bands in the IR spectra below that conclude on the existing functions in the molecule. MICRONS 6 NICOLET 20SX FT-IR 17 18 19 3 26 27 28 29 3 3.5 4.5 5.5 9 10 11 12 13 14 15 16 21 22 N n 10 3800 3600 3400 3200 3000 2800 2600 2400 2200 1000 1600 WAVENUMBERS F E 2000 D 1800 1400 C 1200 B 800 A 600 10.0 0.1 02 82 58898222 104 05 06 0.7 08 0.9 1.0 20 450

Organic Chemistry
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ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter13: Structure Determination: Nuclear Magnetic Resonance Spectroscopy
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Problem 56GP: Long-range coupling between protons more than two carbon atoms apart is sometimes observed when ...
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4.
The IR and the 'H NMR spectra of an unknown with a molecular formula of C₁1H14O3 are
shown below. The questions that follow will guide you in the determination of its structure.
a- Determine the degree of unsaturation. Show your calculation.
b- Analyze three significant bands in the IR spectra below that conclude on the existing
functions in the molecule.
NICOLET 20SX FT-IR
MICRONS
6
2.5 2.6 2.7 2.8 2.9 3
3.5
4.5
5.5
8
9
10
11
12
13 14 15
17 18 19 21 22
100
+00
90
05
80
401
70
02
60
50
03
40
30
20
10
0
4000 3800 3600 3400 3200 3000 2800 2600 2400
1800
1000
1600
1400
WAVENUMBERS
C
F E
7
8
6
2200
2000
5
D
4
1200
3
B
2
800
1
16
V
A
600
0
104
jos
06
+0.7
108
109
1.0
20
450
Transcribed Image Text:4. The IR and the 'H NMR spectra of an unknown with a molecular formula of C₁1H14O3 are shown below. The questions that follow will guide you in the determination of its structure. a- Determine the degree of unsaturation. Show your calculation. b- Analyze three significant bands in the IR spectra below that conclude on the existing functions in the molecule. NICOLET 20SX FT-IR MICRONS 6 2.5 2.6 2.7 2.8 2.9 3 3.5 4.5 5.5 8 9 10 11 12 13 14 15 17 18 19 21 22 100 +00 90 05 80 401 70 02 60 50 03 40 30 20 10 0 4000 3800 3600 3400 3200 3000 2800 2600 2400 1800 1000 1600 1400 WAVENUMBERS C F E 7 8 6 2200 2000 5 D 4 1200 3 B 2 800 1 16 V A 600 0 104 jos 06 +0.7 108 109 1.0 20 450
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