In the expanded region of 1H NMR for 4-t-butylcyclohexanols, the peak at 4.05 ppm integrates to 1.0 while the peak at 3.52 ppm integrates to 2.52. Please use this information to calculate the percentage of each isomer in the sample. QUESTION- Based on the 1H NMR, Please explain the cis vs. trans product ratio. Is it consistent with the expected results? Why or why not?
In the expanded region of 1H NMR for 4-t-butylcyclohexanols, the peak at 4.05 ppm integrates to 1.0 while the peak at 3.52 ppm integrates to 2.52. Please use this information to calculate the percentage of each isomer in the sample. QUESTION- Based on the 1H NMR, Please explain the cis vs. trans product ratio. Is it consistent with the expected results? Why or why not?
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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In the expanded region of 1H NMR for 4-t-butylcyclohexanols, the peak at 4.05 ppm integrates to 1.0 while the peak at 3.52 ppm integrates to 2.52. Please use this information to calculate the percentage of each isomer in the sample.
QUESTION- Based on the 1H NMR, Please explain the cis vs. trans product ratio. Is it consistent with the expected results? Why or why not?
![HO
4.05
х
1.00
7.5
HO
80
7.0
H C
75
6.5
CH₂
CH3
71.12
70
от
CH3
3.70
6.0
65.80
65
смим
edhin
тамирније
3.65 3.60 3.55 3.50 3.45 3.40
5.5
CH3
60
2.52
55
5.0
50
4.5
47.21
48 07
45
4.0
40
1.0
3.5
0.9
36.07
35
0.8
3.0
33.40
32.27
30
2.5
27.66
25.64
25
2.0
20.93
20
1.5
15
1.0
10
0.5
5
----
0.0
0
-5](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2Fa19fa31b-c6a1-4dda-95dc-44f8d9193b80%2F86f0a370-4a96-4152-ba42-3493d3407268%2F10ploa_processed.jpeg&w=3840&q=75)
Transcribed Image Text:HO
4.05
х
1.00
7.5
HO
80
7.0
H C
75
6.5
CH₂
CH3
71.12
70
от
CH3
3.70
6.0
65.80
65
смим
edhin
тамирније
3.65 3.60 3.55 3.50 3.45 3.40
5.5
CH3
60
2.52
55
5.0
50
4.5
47.21
48 07
45
4.0
40
1.0
3.5
0.9
36.07
35
0.8
3.0
33.40
32.27
30
2.5
27.66
25.64
25
2.0
20.93
20
1.5
15
1.0
10
0.5
5
----
0.0
0
-5
![NMR Spectra
The 'H and ¹3C NMR spectra of 4-t-butylcyclohexanone, your starting material, are shown
below. The ¹H NMR of your product is shown next with the resonances from 3 to 5 ppm
expanded so you can see them in detail and integrated. About the only useful absorption is the
singlet that integrates to 9. The ketone carbonyl is visible at 212 ppm in the ¹3C NMR spectrum
13,
however.
Ar
7.5
7.0
212.36
6.5
200
CH3
F
CH3
6.0
5.5
CH3
-CH3
CH3
-CH3
5.0
150
4.5
4.0
3.5
100
3.0
6.22
2.5
2.0
3.04
50
1.5
41.31
46.71
9.00
32.46
1.0
27.61
0.5
0
ון
0.0](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2Fa19fa31b-c6a1-4dda-95dc-44f8d9193b80%2F86f0a370-4a96-4152-ba42-3493d3407268%2Fj6tqmn_processed.jpeg&w=3840&q=75)
Transcribed Image Text:NMR Spectra
The 'H and ¹3C NMR spectra of 4-t-butylcyclohexanone, your starting material, are shown
below. The ¹H NMR of your product is shown next with the resonances from 3 to 5 ppm
expanded so you can see them in detail and integrated. About the only useful absorption is the
singlet that integrates to 9. The ketone carbonyl is visible at 212 ppm in the ¹3C NMR spectrum
13,
however.
Ar
7.5
7.0
212.36
6.5
200
CH3
F
CH3
6.0
5.5
CH3
-CH3
CH3
-CH3
5.0
150
4.5
4.0
3.5
100
3.0
6.22
2.5
2.0
3.04
50
1.5
41.31
46.71
9.00
32.46
1.0
27.61
0.5
0
ון
0.0
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