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Spectroscopy Questions

1) Give the Frequency ranges (in cm-1) for each of the following:
a. O-H stretch
b. aldehyde
c. -C-H stretch
d. =C-H stretch
2) Briefly describe how could you distinguish between cyclohexane and cyclohexene by IR?
3) Define the following terms:
a. Coupling constant
b. Chemical shift
c. Spin-spin coupling.
4) A solid samples are prepared by examination by IR spectroscopy by fusing them in a KBr pellet or dissolving them in CCl4 and subtracting a background of pure CCl4 from the spectrum. Assuming equal solubility of the compound in both solvents why would acetone be a poor substitute for CCl4 in the latter method.
5) Predict the splitting pattern for each kind of proton in the 1H NMR spectra of the following:
a. CH3CH2CH2Br
b.
6) Predict the number of signals that would appear in the 13C NMR spectra of the molecules from the previous questions.
7) Propose a structure for a molecule with a molecular formula C10H13NO and the following 1H NMR data. Explain your answer.

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Assorted infrared and nuclear magnetic resonance spectroscopy questions are answered with full working.

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