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Spectroscopy Homework Student Name_________________________
The following homework packet contains 27 problems. Your assignment is to do 10 of these.
• Problems 1-6 (parts A, B, and C): Do either all of the A problems, or all of the B problems, or all of the C problems, as assigned by your TA.
• Problems 7-15: Do any four of these problems. Turn in only the pages for the problems you choose to do, but make sure your name is on the front of the pages you turn in! For each problem, you must: 1) Calculate the degree of unsaturation. 2) Assign the principal IR absorption bands above 1500 cm-1 3) Draw the structure of the compound 4) Label the protons on your structure with letters and assign them to peaks on the NMR spectrum
(see the example below).
Each problem contains the formula of the compound, the IR spectrum (with axes in cm-1 vs. % transmission), and the 1H NMR spectrum (with axis in PPM shift). Some NMR spectra show a peak hovering above the baseline. This is a magnified view of one of the actual peaks, to allow you to see splitting more clearly.
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1A: C5H10O
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1B: C7H14O
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1C: C7H14O
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2A: C5H12O
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2B: C3H8O
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2C: C5H12O
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3A: C6H12O2
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3B: C7H14O2
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3C: C5H10O2
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4A: C9H21N
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4B: C6H15N
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4C: C6H15N
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5A: C7H6O2
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5B: C8H8O2
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5C: C8H8O
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6A: C8H8O3
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6B: C11H14O2
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6C: C7H6O3
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7: C5H8O4
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8: C9H16O3
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9: C11H14O2
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10: C4H9NO
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11: C6H10
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12: C6H14O2
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13: C9H11Cl
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14: C4H6O2
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15: C10H10O2