Problems 511 12.08 Treatment of compound C (molecular formula CoH120) with PCC affords D (molecular formula C,H100). Use the 'H NMR and IR spectra of D to determine the structures of both C and D. IR of D H NMR of D 100 5 H 1H 2 H 2 H 50 11 10 9. 4000 3500 3000 2500 2000 1500 1000 500 nnm % Transmittance
Problems 511 12.08 Treatment of compound C (molecular formula CoH120) with PCC affords D (molecular formula C,H100). Use the 'H NMR and IR spectra of D to determine the structures of both C and D. IR of D H NMR of D 100 5 H 1H 2 H 2 H 50 11 10 9. 4000 3500 3000 2500 2000 1500 1000 500 nnm % Transmittance
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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can you solve 12.68. findng structures from IR and NMR
![Problems
511
12.68
.08 Treatment of compound C (molecular formula C3H120) with PCC affords D (molecular formula C3H100). Use the 'H NMR and
IR spectra of D to determine the structures of both C and D.
IR of D
100
H NMR of D
5 H
1 H
2 H
2 H
50
11
10
8 7
6.
4.
3 2
1 0
4000
3500
3000
2500
2000
1500
1000
500
ppm
Wavenumber (cm)
Challenge Problems
The Birch reduction is a dissolving metal reaction that converts substituted benzenes to cyclohexa-1,4-dienes using Li and
liquid ammonia in the presence of an alcohol. Draw a stepwise mechanism for the following Birch reduction.
12.69
Li
OCH3
OCH3
NH3
CH3CH,OH
12.70 Identify the starting material in the following reaction sequence.
HO
[1] OsO4
[2] NaH
% Transmittance](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2Fb19d5f1e-7e19-4e99-811a-e342522dfbe0%2F0f02115f-afe8-4a3f-bf92-ad74cf474d31%2Fa7snlc4_processed.jpeg&w=3840&q=75)
Transcribed Image Text:Problems
511
12.68
.08 Treatment of compound C (molecular formula C3H120) with PCC affords D (molecular formula C3H100). Use the 'H NMR and
IR spectra of D to determine the structures of both C and D.
IR of D
100
H NMR of D
5 H
1 H
2 H
2 H
50
11
10
8 7
6.
4.
3 2
1 0
4000
3500
3000
2500
2000
1500
1000
500
ppm
Wavenumber (cm)
Challenge Problems
The Birch reduction is a dissolving metal reaction that converts substituted benzenes to cyclohexa-1,4-dienes using Li and
liquid ammonia in the presence of an alcohol. Draw a stepwise mechanism for the following Birch reduction.
12.69
Li
OCH3
OCH3
NH3
CH3CH,OH
12.70 Identify the starting material in the following reaction sequence.
HO
[1] OsO4
[2] NaH
% Transmittance
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