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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.
1A: C5H10O
1B: C7H14O
1C: C7H14O
2A: C5H12O
2B: C3H8O
2C: C5H12O
3A: C6H12O2
3B: C7H14O2
3C: C5H10O2
4A: C9H21N
4B: C6H15N
4C: C6H15N
5A: C7H6O2
5B: C8H8O2
5C: C8H8O
6A: C8H8O3
6B: C11H14O2
6C: C7H6O3
7: C5H8O4
8: C9H16O3
9: C11H14O2
10: C4H9NO
11: C6H10
12: C6H14O2
13: C9H11Cl
14: C4H6O2
15: C10H10O2