1. Write the IUPAC names for the following two structures: 2. Predict the NMR spectra for each of these two compounds by listing, in the NMR tables below, the chemical shift, the splitting, and the number of hydrogens associated with each predicted peak. Sort the peaks from largest chemical shift to lowest. ΙΗ ΝMR Chemical Multiplicity Chemical Multiplicity Peak Hi Peak H* Shift (8) Shift (8) 1 7 Structure: 2 8 3 9 10 11 12 1Η ΝMR Chemical Chemical Peak Multiplicity H* Peak Multiplicity H Shift (8) Shift (8) 1 7 Structure: 2 8 3 9. 4 10 5 11 12 * Specify the multiplicity as a singlet (s), doublet (d), triplet (t), quartet (q), or multiplet (m). * Specify the number of hydrogens associated with each peak. 4,

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6-5: Interpreting NMR Spectra – 4
Interpreting NMR spectra is a skill that often requires some amount of practice, which, in turn,
necessitates access to a collection of NMR spectra. Virtual ChemLab Organic has a spectra library
containing more than 700 'H NMR spectra. In this assignment, you will take advantage of this by first
predicting the NMR spectra for two closely related compounds and then checking your predictions by
looking up the actual spectra in the spectra library. After completing this assignment, you may wish to
select other compounds for additional practice.
1. Write the IUPAC names for the following two structures:
2. Predict the NMR spectra for each of these two compounds by listing, in the NMR tables below, the
chemical shift, the splitting, and the number of hydrogens associated with each predicted peak. Sort
the peaks from largest chemical shift to lowest.
1Η ΝMR
Chemical
Shift (8)
Chemical
Shift (8)
Peak
Multiplicity
H*
Multiplicity
Peak
1
7
Structure:
2
8.
9
4
10
11
12
Η ΝMR
Chemical
Chemical
Multiplicity
H*
Multiplicity
Peak
Peak
Shift (8)
Shift (6)
1
7
Structure:
8.
9
4
10
11
6.
12
Specify the multiplicity as a singlet (s), doublet (d), triplet (t), quartet (q), or multiplet (m).
* Specify the number of hydrogens associated with each peak.
Transcribed Image Text:6-5: Interpreting NMR Spectra – 4 Interpreting NMR spectra is a skill that often requires some amount of practice, which, in turn, necessitates access to a collection of NMR spectra. Virtual ChemLab Organic has a spectra library containing more than 700 'H NMR spectra. In this assignment, you will take advantage of this by first predicting the NMR spectra for two closely related compounds and then checking your predictions by looking up the actual spectra in the spectra library. After completing this assignment, you may wish to select other compounds for additional practice. 1. Write the IUPAC names for the following two structures: 2. Predict the NMR spectra for each of these two compounds by listing, in the NMR tables below, the chemical shift, the splitting, and the number of hydrogens associated with each predicted peak. Sort the peaks from largest chemical shift to lowest. 1Η ΝMR Chemical Shift (8) Chemical Shift (8) Peak Multiplicity H* Multiplicity Peak 1 7 Structure: 2 8. 9 4 10 11 12 Η ΝMR Chemical Chemical Multiplicity H* Multiplicity Peak Peak Shift (8) Shift (6) 1 7 Structure: 8. 9 4 10 11 6. 12 Specify the multiplicity as a singlet (s), doublet (d), triplet (t), quartet (q), or multiplet (m). * Specify the number of hydrogens associated with each peak.
3. To check your predictions, start Virtual ChemLab Organic and select Interpreting NMR Spectra – 4
from the list of assignments or click on the Qualitative Analysis bench and click on the Spectra button
on the chalkboard. You should see a list of all the compounds in the spectra library in alphabetical
order by IUPAC name. Mousing over a name in the list will show the structure on the chalkboard.
The four buttons on the side of the list are used to select the different spectroscopic techniques for the
selected compound. Click on the NMR button to display the NMR spectra.
4. Using the Up or Down arrows on the Scroll Bar or dragging the Scroll Bar, find the names for the
two compounds you have been given and click on the name to display the NMR spectrum for each. In
the NMR tables below, list the chemical shift, the splitting, and the number of hydrogens associated
with each peak for each compound. Compare your answers to your predictions.
1Η ΝMR
Chemical
Chemical
Multiplicity
Multiplicity
H
Peak
Peak
Shift (8)
Shift (8)
7
Structure:
8
3
9.
4
10
5
12
1Η ΝMR
Chemical
Chemical
Multiplicity
Multiplicity
H*
Peak
Peak
Shift (8)
Shift (6)
1
7
Structure:
2
8.
3
4
10
5
11
6
12
5. Using the peak information you listed in the tables for both structures, assign each peak to that
portion of the structure that produces the peak in the NMR spectrum.
2.
Transcribed Image Text:3. To check your predictions, start Virtual ChemLab Organic and select Interpreting NMR Spectra – 4 from the list of assignments or click on the Qualitative Analysis bench and click on the Spectra button on the chalkboard. You should see a list of all the compounds in the spectra library in alphabetical order by IUPAC name. Mousing over a name in the list will show the structure on the chalkboard. The four buttons on the side of the list are used to select the different spectroscopic techniques for the selected compound. Click on the NMR button to display the NMR spectra. 4. Using the Up or Down arrows on the Scroll Bar or dragging the Scroll Bar, find the names for the two compounds you have been given and click on the name to display the NMR spectrum for each. In the NMR tables below, list the chemical shift, the splitting, and the number of hydrogens associated with each peak for each compound. Compare your answers to your predictions. 1Η ΝMR Chemical Chemical Multiplicity Multiplicity H Peak Peak Shift (8) Shift (8) 7 Structure: 8 3 9. 4 10 5 12 1Η ΝMR Chemical Chemical Multiplicity Multiplicity H* Peak Peak Shift (8) Shift (6) 1 7 Structure: 2 8. 3 4 10 5 11 6 12 5. Using the peak information you listed in the tables for both structures, assign each peak to that portion of the structure that produces the peak in the NMR spectrum. 2.
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