19.69 7. Spectroscopy Complete the assigned problem. For parts a and b, assign the indicated features of the IR spectrum from choices A - D. Write the letter corresponding to your answer in each box on the spectrum. [2 pts each] A O-H B C=O C C=C D CEN Use the 'H NMR and IR spectra given below to identify the structure of compound B (molecular formula C4H8O2). 1H NMR of B d. 1 H very broad singlet 100 f. 6 H e. 1H % Transmittance 50 50 a. very broad IR [B] 12 10 8 6 4 2 0 ppm 4000 3500 3000 2500 2000 1500 Wavenumber (cm-1) b. TTTTT 1000 500 c. Draw the structure of compound B (the molecule that gives the NMR and IR spectra). Use the work space below to come up with a final answer, which should be redrawn here. [2 pts] For parts d-f, assign the indicated signals in the ¹H NMR spectrum by labeling your drawn com- pound B (part c) with "d", "e", and "f". If the protons are not explicitly shown, label the carbon atom to which they are attached. [2 pts each]
19.69 7. Spectroscopy Complete the assigned problem. For parts a and b, assign the indicated features of the IR spectrum from choices A - D. Write the letter corresponding to your answer in each box on the spectrum. [2 pts each] A O-H B C=O C C=C D CEN Use the 'H NMR and IR spectra given below to identify the structure of compound B (molecular formula C4H8O2). 1H NMR of B d. 1 H very broad singlet 100 f. 6 H e. 1H % Transmittance 50 50 a. very broad IR [B] 12 10 8 6 4 2 0 ppm 4000 3500 3000 2500 2000 1500 Wavenumber (cm-1) b. TTTTT 1000 500 c. Draw the structure of compound B (the molecule that gives the NMR and IR spectra). Use the work space below to come up with a final answer, which should be redrawn here. [2 pts] For parts d-f, assign the indicated signals in the ¹H NMR spectrum by labeling your drawn com- pound B (part c) with "d", "e", and "f". If the protons are not explicitly shown, label the carbon atom to which they are attached. [2 pts each]
Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter21: Benzene And The Concept Of Aromaticity
Section: Chapter Questions
Problem 21.20P
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Question
![19.69
7. Spectroscopy
Complete the assigned problem.
For parts a and b, assign the indicated features of the IR spectrum from choices A - D. Write the
letter corresponding to your answer in each box on the spectrum. [2 pts each]
A O-H
B C=O
C C=C
D CEN
Use the 'H NMR and IR spectra given below to identify the structure of compound B (molecular formula C4H8O2).
1H NMR of B
d.
1 H
very broad
singlet
100
f.
6 H
e.
1H
% Transmittance
50
50
a.
very broad
IR [B]
12
10
8
6
4
2
0
ppm
4000 3500 3000 2500 2000 1500
Wavenumber (cm-1)
b.
TTTTT
1000 500
c. Draw the structure of compound B (the molecule that gives the NMR and IR spectra). Use the
work space below to come up with a final answer, which should be redrawn here. [2 pts]
For parts d-f, assign the indicated signals in the ¹H NMR spectrum by labeling your drawn com-
pound B (part c) with "d", "e", and "f". If the protons are not explicitly shown, label the carbon atom
to which they are attached. [2 pts each]](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F39f6380b-55e3-47ff-8091-2f92e2b304db%2Fb3b3783d-7383-4909-8171-a4394744d83b%2F8crgipe_processed.jpeg&w=3840&q=75)
Transcribed Image Text:19.69
7. Spectroscopy
Complete the assigned problem.
For parts a and b, assign the indicated features of the IR spectrum from choices A - D. Write the
letter corresponding to your answer in each box on the spectrum. [2 pts each]
A O-H
B C=O
C C=C
D CEN
Use the 'H NMR and IR spectra given below to identify the structure of compound B (molecular formula C4H8O2).
1H NMR of B
d.
1 H
very broad
singlet
100
f.
6 H
e.
1H
% Transmittance
50
50
a.
very broad
IR [B]
12
10
8
6
4
2
0
ppm
4000 3500 3000 2500 2000 1500
Wavenumber (cm-1)
b.
TTTTT
1000 500
c. Draw the structure of compound B (the molecule that gives the NMR and IR spectra). Use the
work space below to come up with a final answer, which should be redrawn here. [2 pts]
For parts d-f, assign the indicated signals in the ¹H NMR spectrum by labeling your drawn com-
pound B (part c) with "d", "e", and "f". If the protons are not explicitly shown, label the carbon atom
to which they are attached. [2 pts each]
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