13C NMR Interpretation - West Virginia Universityjpenn/Chem_233_Web_Files/13C NMR...
Transcript of 13C NMR Interpretation - West Virginia Universityjpenn/Chem_233_Web_Files/13C NMR...
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13C NMR Interpretation
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13C NMR Shift Values
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Question 1
• A compound has a molecular formula of C5H8O2 and exhibits the following 13C NMR spectrum; �; 199.83, 197.54, 29.22, 23.70, 6.95. Which of the compounds listed below would be consistent with this structure?
• Hint #1: Count the number of peaks– 5 peaks
![Page 4: 13C NMR Interpretation - West Virginia Universityjpenn/Chem_233_Web_Files/13C NMR Interpretation.pdf · Question 1 Answer Set Step 1: Narrow the list of possibilities with the number](https://reader030.fdocuments.net/reader030/viewer/2022040218/5e031391d9e2ea2f2041a5dd/html5/thumbnails/4.jpg)
Question 1 Answer Set
Step 1: Narrow the list of possibilities with the number of possible peaks
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Question 1 Answer Set
3 peaks
3 peaks
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Question 1 Answer Set
Step 2: What should the 13C NMR spectrum look like?
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Choice 1
171.42
69.47
29.84
22.31
19.06
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Choice 2
166.18
130.31
128.88
60.48
14.28
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Choice 3
170.67
132.50
118.0965.19
20.81
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Choice 4
27.72
197.21
106.85
163.49
57.54
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Choice 5
171.48
141.42
97.34
27.33
8.80
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Choice 6
199.83
197.54
23.70
29.22
6.95
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Question 1 Answer Set
Final step: The choice looking most similar to expectations
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Question 2
• A compound exhibits the following 13C NMR spectrum: �; 171.42, 69.47, 29.84, 22.31, 19.06Which of the compounds listed below would be consistent with this structure?
• Hint #1: Count the number of peaks– 5 peaks
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Question 2 Answer Set
Step 1: Narrow the list of possibilities with the number of possible peaks
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Question 2 Answer Set
4 peaks
4 peaks3 peaks
3 peaks
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Reconfirm your choice with expectations
171.42
69.47
29.84
22.31
19.06
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Question 2 Answer Set
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Question 3
• A compound has a molecular formula of C8H10 and exhibits the following 13C NMR spectrum; �; 136.42, 129.63, 125.85, 19.66 . Which of the compounds listed below would be consistent with this structure?
• Hint #1: Count the number of peaks– 4 peaks
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Question 3 Answer Set
Step 1: Narrow the list of possibilities with the number of possible peaks
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Question 3 Answer Set
Step 1: Narrow the list of possibilities with the number of possible peaks
6 peaks
3 peaks5 peaks
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Question 3 Choice 1
64.89
78.69
13.01
13.53
Mirror plane
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Question 3 Choice 2
125.85
129.63
136.4219.66
Mirror plane
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Question 3 Answer Set
Step 1: Narrow the list of possibilities with the number of possible peaks