
EBK EXPERIMENTAL ORGANIC CHEMISTRY: A M
6th Edition
ISBN: 9781305687875
Author: Gilbert
Publisher: CENGAGE LEARNING - CONSIGNMENT
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Chapter 8.2, Problem 17E
Interpretation Introduction
Interpretation:The spectrum of acetanilide contained in a Nujol mull needs to be prepared and should be compared with the ATR spectrum. The sources of differences need to be explained.
Concept introduction:
In IR spectroscopy, the vibration of atoms is depicted as frequency in IR spectrum which is useful in predicting the
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CHEMICAL KINETICS. Indicate the approximation methods for solving the rate equation.
TRANSMITTANCE
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Please identify the one structure below that is consistent with the 'H NMR and IR spectra
shown and draw its complete structure in the box below with the protons alphabetically labeled as
shown in the NMR spectrum and label the IR bands, including sp³C-H and sp2C-H stretch, indicated by
the arrows.
D
4000
OH
LOH
H₂C
CH3
OH
H₂C
OCH3
CH3
OH
3000
2000
1500
HAVENUMBERI-11
1000
LOCH3
Draw your structure below and label its equivalent protons according to the peak labeling that is used
in the NMR spectrum in order to assign the peaks.
Integrals indicate number of equivalent protons. Splitting patterns are: s=singlet, d=doublet, m-multiplet
8
3Hb s
m
1Hd s
3Hf
m 2Hcd
2Had
1He
鄙视
m
7
7
6
5
4
3
22
500
T
1
0
Relative Transmittance
0.995
0.99
0.985
0.98
Please draw the structure that is consistent with all the spectral data below in the box and
alphabetically label the equivalent protons in the structure (Ha, Hb, Hc ....) in order to assign all the
proton NMR peaks. Label the absorption bands in the IR spectrum indicated by the arrows.
INFRARED SPECTRUM
1
0.975
3000
2000
Wavenumber (cm-1)
1000
Structure with assigned H peaks
1
3
180 160 140 120
100
f1 (ppm)
80 60
40
20
0
C-13 NMR
note that there are 4
peaks between 120-140ppm
Integral values equal
the number of
equivalent protons
10.0
9.0
8.0
7.0
6.0
5.0
4.0
3.0
2.0
1.0
0.0
fl (ppm)
Chapter 8 Solutions
EBK EXPERIMENTAL ORGANIC CHEMISTRY: A M
Ch. 8.2 - Prob. 1ECh. 8.2 - Prob. 2ECh. 8.2 - Prob. 3ECh. 8.2 - Prob. 4ECh. 8.2 - Prob. 5ECh. 8.2 - Prob. 6ECh. 8.2 - Prob. 7ECh. 8.2 - Prob. 8ECh. 8.2 - Prob. 9ECh. 8.2 - Prob. 10E
Ch. 8.2 - Prob. 11ECh. 8.2 - Prob. 12ECh. 8.2 - Prob. 13ECh. 8.2 - Prob. 14ECh. 8.2 - Prob. 15ECh. 8.2 - Prob. 16ECh. 8.2 - Prob. 17ECh. 8.2 - Prob. 18ECh. 8.3 - Prob. 1ECh. 8.3 - Prob. 2ECh. 8.3 - Prob. 3ECh. 8.3 - Prob. 4ECh. 8.3 - Prob. 5ECh. 8.3 - Prob. 6ECh. 8.3 - Prob. 7ECh. 8.3 - Prob. 8ECh. 8.3 - Prob. 9ECh. 8.3 - Prob. 1.1ECh. 8.3 - Prob. 1.2ECh. 8.3 - Prob. 1.3ECh. 8.4 - Prob. 1ECh. 8.4 - Prob. 2ECh. 8.4 - Prob. 3ECh. 8.4 - Prob. 4ECh. 8.4 - Prob. 5ECh. 8.5 - Prob. 1ECh. 8.5 - Prob. 2ECh. 8.5 - Prob. 3ECh. 8.5 - Prob. 4E
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