Which structure of molecular formula C4H8C12 fits both the 'H NMR and 13C NMR spectra shown + Cl A. B. Cl C. a D. Cl 10 00-228 Low? 9 8 7 6 5 ppm 'H NMR 40 40 -89 200 180 160 140 120 100 -8 80 60 13 3 2 1 0 CD8-03-793 ppm 13C NMR 20 -20 0 An unknown has a molecular ion with a mass of 134. The relative abundance of the peak at 135 is 9.9%. a. What is the molecular formula of the unknown? b. How many rings or pi-bonds in the unknown? c. Propose two structures for the unknown. d. How could you distinguish your answers to "c" using 13C-NMR? Identify the indicated sets of protons as unrelated, homotopic, enantiotopic, or diastereotopic. H HA

Macroscale and Microscale Organic Experiments
7th Edition
ISBN:9781305577190
Author:Kenneth L. Williamson, Katherine M. Masters
Publisher:Kenneth L. Williamson, Katherine M. Masters
Chapter45: Synthesis And Bioassay Of Sulfanilamide And Derivatives
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Which structure of molecular formula C4H8C12 fits both the 'H NMR and 13C NMR spectra shown
+
Cl
A.
B.
Cl
C.
a D.
Cl
10
00-228
Low?
9 8 7 6 5
ppm
'H NMR
40
40
-89
200
180
160
140
120
100
-8
80
60
13
3
2 1 0
CD8-03-793
ppm
13C NMR
20
-20
0
An unknown has a molecular ion with a mass of 134. The relative abundance of the peak at 135 is 9.9%.
a. What is the molecular formula of the unknown?
b. How many rings or pi-bonds in the unknown?
c. Propose two structures for the unknown.
d. How could you distinguish your answers to "c" using 13C-NMR?
Identify the indicated sets of protons as unrelated, homotopic, enantiotopic, or diastereotopic.
H
HA
Transcribed Image Text:Which structure of molecular formula C4H8C12 fits both the 'H NMR and 13C NMR spectra shown + Cl A. B. Cl C. a D. Cl 10 00-228 Low? 9 8 7 6 5 ppm 'H NMR 40 40 -89 200 180 160 140 120 100 -8 80 60 13 3 2 1 0 CD8-03-793 ppm 13C NMR 20 -20 0 An unknown has a molecular ion with a mass of 134. The relative abundance of the peak at 135 is 9.9%. a. What is the molecular formula of the unknown? b. How many rings or pi-bonds in the unknown? c. Propose two structures for the unknown. d. How could you distinguish your answers to "c" using 13C-NMR? Identify the indicated sets of protons as unrelated, homotopic, enantiotopic, or diastereotopic. H HA
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