- Consult the IR spectrum of 4-methoxyphenol included below, on page 6. For each of the following functional group vibrations, list a specific (do NOT report a general range) absorption band in the IR spectrum. Report the frequencies in cm-1 (the units of the x-axis of the IR spectrum). The specific absorbance band frequency values are listed below each band.
- Alcohol O-H stretch
- Arene (phenyl or aromatic) C-H stretch
- Alkane C-H stretch
- Consult the 1H NMR spectrum of propyl p-tolyl ether on page 325 of your lab textbook.
The structure of the ether product is shown below, and each proton or group of protons has been labeled with a letter. Some of the peak data from the 1H NMR has been assembled in the table below. Your task is to fill in the rest of the data as directed. You may either copy and paste this table in your lab report, or draw your own table by hand.
- Complete the Peak Multiplicity column.
- Complete the Peak Integration column
- For each different proton or group of protons in the molecule, determine which peak in the 1H NMR peak list is due to that proton or protons. Match the peaks to the protons in the molecule using the letter designations. Enter the appropriate letters in the Proton(s) in Molecule column. Note that the assignment of protons e and f is given.
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1H NMR spectrum of propyl p-tolyl ether
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Proton(s) in Molecule
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Peak Frequency (ppm)
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Peak Multiplicity (s, d, etc.)
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Peak Integration (Number of Protons)
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e,f
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7.07
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6.80
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doublet (d)
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3.87
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2
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2.26
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singlet (s)
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1.78
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sextet
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1.01
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3
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