Question 4: Below are the spectral data (IR, MS, 1H NMR, and 13C NMR) for an unknown organic compound. Examine the data carefully and answer the questions that follow. 2718 4a) There is only one set of signals above 1750 cm-1 in the IR spectrum. What functional group does this signal indicate? IR Spectrum (liquid film) 1715 4000 3000 2000 1600 1200 800 V (cm³) 100 80 60 20 זיויויזיויויויויז % of base peak 44 58 M+ 86 Mass Spectrum 4b) Combining information from the IR and NMR spectra, what major functional group is likely present? C5H100 40 80 120 160 200 240 280 m/e 13C NMR Spectrum (100 MHz, CDCl3 solution) DEPT CH2CH₂ ↑ CH 1 proton decoupled 1H NMR Spectrum (400 MHz, CDCl3 solution) 10 solvent 3 4b) How many signals from sp³ carbons in 13 C-NMR 4c) How many different proton chemical environments are in the molecule? 200 160 120 80 40 Ο δ (ppm) 4e) Proposed structure expansion scale 0 20 Hz expansions лиш 9.8 9.7 2.3 2.2 1.0 0.95 ppm 6 8 7 6 5 4 3 2 1 TMS 0 5 (ppm)
Question 4: Below are the spectral data (IR, MS, 1H NMR, and 13C NMR) for an unknown organic compound. Examine the data carefully and answer the questions that follow. 2718 4a) There is only one set of signals above 1750 cm-1 in the IR spectrum. What functional group does this signal indicate? IR Spectrum (liquid film) 1715 4000 3000 2000 1600 1200 800 V (cm³) 100 80 60 20 זיויויזיויויויויז % of base peak 44 58 M+ 86 Mass Spectrum 4b) Combining information from the IR and NMR spectra, what major functional group is likely present? C5H100 40 80 120 160 200 240 280 m/e 13C NMR Spectrum (100 MHz, CDCl3 solution) DEPT CH2CH₂ ↑ CH 1 proton decoupled 1H NMR Spectrum (400 MHz, CDCl3 solution) 10 solvent 3 4b) How many signals from sp³ carbons in 13 C-NMR 4c) How many different proton chemical environments are in the molecule? 200 160 120 80 40 Ο δ (ppm) 4e) Proposed structure expansion scale 0 20 Hz expansions лиш 9.8 9.7 2.3 2.2 1.0 0.95 ppm 6 8 7 6 5 4 3 2 1 TMS 0 5 (ppm)
Question 4: Below are the spectral data (IR, MS, 1H NMR, and 13C NMR) for an unknown organic compound. Examine the data carefully and answer the questions that follow. 2718 4a) There is only one set of signals above 1750 cm-1 in the IR spectrum. What functional group does this signal indicate? IR Spectrum (liquid film) 1715 4000 3000 2000 1600 1200 800 V (cm³) 100 80 60 20 זיויויזיויויויויז % of base peak 44 58 M+ 86 Mass Spectrum 4b) Combining information from the IR and NMR spectra, what major functional group is likely present? C5H100 40 80 120 160 200 240 280 m/e 13C NMR Spectrum (100 MHz, CDCl3 solution) DEPT CH2CH₂ ↑ CH 1 proton decoupled 1H NMR Spectrum (400 MHz, CDCl3 solution) 10 solvent 3 4b) How many signals from sp³ carbons in 13 C-NMR 4c) How many different proton chemical environments are in the molecule? 200 160 120 80 40 Ο δ (ppm) 4e) Proposed structure expansion scale 0 20 Hz expansions лиш 9.8 9.7 2.3 2.2 1.0 0.95 ppm 6 8 7 6 5 4 3 2 1 TMS 0 5 (ppm)
Below are the spectral data (IR, MS, 1H NMR, and 13C NMR) for an unknown organic compound. Examine the data carefully and answer the questions that follow. 4a) There is only one set of signals above 1750 cm–1 in the IR spectrum. What functional group does this signal indicate? 4b) Combining information from the IR and NMR spectra, what major functional group is likely present? 4b) How many signals from sp3 carbons in 13C-NMR 4c) How many different proton chemical environments are in the molecule? 4e) Proposed structure
Transcribed Image Text:Question 4:
Below are the spectral data (IR, MS, 1H NMR, and 13C NMR) for an
unknown organic compound. Examine the data carefully and answer the questions that follow.
2718
4a) There is only one set of signals above 1750 cm-1
in the IR spectrum. What functional group does this
signal indicate?
IR Spectrum
(liquid film)
1715
4000
3000
2000
1600
1200
800
V (cm³)
100
80
60
20
זיויויזיויויויויז
% of base peak
44
58
M+
86
Mass Spectrum
4b) Combining information from the IR and
NMR spectra, what major functional group is
likely present?
C5H100
40
80
120
160
200
240
280
m/e
13C NMR Spectrum
(100 MHz, CDCl3 solution)
DEPT CH2CH₂ ↑ CH 1
proton decoupled
1H NMR Spectrum
(400 MHz, CDCl3 solution)
10
solvent
3
4b) How many signals from sp³ carbons in 13 C-NMR
4c) How many different proton
chemical environments are in the
molecule?
200
160
120
80
40
Ο δ (ppm)
4e) Proposed structure
expansion scale
0
20
Hz
expansions
лиш
9.8
9.7
2.3
2.2
1.0
0.95 ppm
6
8
7
6
5
4
3
2
1
TMS
0
5 (ppm)
Definition Definition Group of atoms that shape the chemical characteristics of a molecule. The behavior of a functional group is uniform in undergoing comparable chemical reactions, regardless of the other constituents of the molecule. Functional groups aid in the classification and anticipation of reactivity of organic molecules.
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