Spectroscopy Homework - Organic...

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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 1 H 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.

Transcript of Spectroscopy Homework - Organic...

Page 1: Spectroscopy Homework - Organic Chemistryorgchemboulder.com/Labs/Experiments/SpectroscopyHomework.pdfSpectroscopy Homework Student Name_____ The following homework packet contains

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.

Page 2: Spectroscopy Homework - Organic Chemistryorgchemboulder.com/Labs/Experiments/SpectroscopyHomework.pdfSpectroscopy Homework Student Name_____ The following homework packet contains

1A: C5H10O

Page 3: Spectroscopy Homework - Organic Chemistryorgchemboulder.com/Labs/Experiments/SpectroscopyHomework.pdfSpectroscopy Homework Student Name_____ The following homework packet contains

1B: C7H14O

Page 4: Spectroscopy Homework - Organic Chemistryorgchemboulder.com/Labs/Experiments/SpectroscopyHomework.pdfSpectroscopy Homework Student Name_____ The following homework packet contains

1C: C7H14O

Page 5: Spectroscopy Homework - Organic Chemistryorgchemboulder.com/Labs/Experiments/SpectroscopyHomework.pdfSpectroscopy Homework Student Name_____ The following homework packet contains

2A: C5H12O

Page 6: Spectroscopy Homework - Organic Chemistryorgchemboulder.com/Labs/Experiments/SpectroscopyHomework.pdfSpectroscopy Homework Student Name_____ The following homework packet contains

2B: C3H8O

Page 7: Spectroscopy Homework - Organic Chemistryorgchemboulder.com/Labs/Experiments/SpectroscopyHomework.pdfSpectroscopy Homework Student Name_____ The following homework packet contains

2C: C5H12O

Page 8: Spectroscopy Homework - Organic Chemistryorgchemboulder.com/Labs/Experiments/SpectroscopyHomework.pdfSpectroscopy Homework Student Name_____ The following homework packet contains

3A: C6H12O2

Page 9: Spectroscopy Homework - Organic Chemistryorgchemboulder.com/Labs/Experiments/SpectroscopyHomework.pdfSpectroscopy Homework Student Name_____ The following homework packet contains

3B: C7H14O2

Page 10: Spectroscopy Homework - Organic Chemistryorgchemboulder.com/Labs/Experiments/SpectroscopyHomework.pdfSpectroscopy Homework Student Name_____ The following homework packet contains

3C: C5H10O2

Page 11: Spectroscopy Homework - Organic Chemistryorgchemboulder.com/Labs/Experiments/SpectroscopyHomework.pdfSpectroscopy Homework Student Name_____ The following homework packet contains

4A: C9H21N

Page 12: Spectroscopy Homework - Organic Chemistryorgchemboulder.com/Labs/Experiments/SpectroscopyHomework.pdfSpectroscopy Homework Student Name_____ The following homework packet contains

4B: C6H15N

Page 13: Spectroscopy Homework - Organic Chemistryorgchemboulder.com/Labs/Experiments/SpectroscopyHomework.pdfSpectroscopy Homework Student Name_____ The following homework packet contains

4C: C6H15N

Page 14: Spectroscopy Homework - Organic Chemistryorgchemboulder.com/Labs/Experiments/SpectroscopyHomework.pdfSpectroscopy Homework Student Name_____ The following homework packet contains

5A: C7H6O2

Page 15: Spectroscopy Homework - Organic Chemistryorgchemboulder.com/Labs/Experiments/SpectroscopyHomework.pdfSpectroscopy Homework Student Name_____ The following homework packet contains

5B: C8H8O2

Page 16: Spectroscopy Homework - Organic Chemistryorgchemboulder.com/Labs/Experiments/SpectroscopyHomework.pdfSpectroscopy Homework Student Name_____ The following homework packet contains

5C: C8H8O

Page 17: Spectroscopy Homework - Organic Chemistryorgchemboulder.com/Labs/Experiments/SpectroscopyHomework.pdfSpectroscopy Homework Student Name_____ The following homework packet contains

6A: C8H8O3

Page 18: Spectroscopy Homework - Organic Chemistryorgchemboulder.com/Labs/Experiments/SpectroscopyHomework.pdfSpectroscopy Homework Student Name_____ The following homework packet contains

6B: C11H14O2

Page 19: Spectroscopy Homework - Organic Chemistryorgchemboulder.com/Labs/Experiments/SpectroscopyHomework.pdfSpectroscopy Homework Student Name_____ The following homework packet contains

6C: C7H6O3

Page 20: Spectroscopy Homework - Organic Chemistryorgchemboulder.com/Labs/Experiments/SpectroscopyHomework.pdfSpectroscopy Homework Student Name_____ The following homework packet contains

7: C5H8O4

Page 21: Spectroscopy Homework - Organic Chemistryorgchemboulder.com/Labs/Experiments/SpectroscopyHomework.pdfSpectroscopy Homework Student Name_____ The following homework packet contains

8: C9H16O3

Page 22: Spectroscopy Homework - Organic Chemistryorgchemboulder.com/Labs/Experiments/SpectroscopyHomework.pdfSpectroscopy Homework Student Name_____ The following homework packet contains

9: C11H14O2

Page 23: Spectroscopy Homework - Organic Chemistryorgchemboulder.com/Labs/Experiments/SpectroscopyHomework.pdfSpectroscopy Homework Student Name_____ The following homework packet contains

10: C4H9NO

Page 24: Spectroscopy Homework - Organic Chemistryorgchemboulder.com/Labs/Experiments/SpectroscopyHomework.pdfSpectroscopy Homework Student Name_____ The following homework packet contains

11: C6H10

Page 25: Spectroscopy Homework - Organic Chemistryorgchemboulder.com/Labs/Experiments/SpectroscopyHomework.pdfSpectroscopy Homework Student Name_____ The following homework packet contains

12: C6H14O2

Page 26: Spectroscopy Homework - Organic Chemistryorgchemboulder.com/Labs/Experiments/SpectroscopyHomework.pdfSpectroscopy Homework Student Name_____ The following homework packet contains

13: C9H11Cl

Page 27: Spectroscopy Homework - Organic Chemistryorgchemboulder.com/Labs/Experiments/SpectroscopyHomework.pdfSpectroscopy Homework Student Name_____ The following homework packet contains

14: C4H6O2

Page 28: Spectroscopy Homework - Organic Chemistryorgchemboulder.com/Labs/Experiments/SpectroscopyHomework.pdfSpectroscopy Homework Student Name_____ The following homework packet contains

15: C10H10O2