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1. The 1H NMR spectrum for a compound with the formula C5H12O is shown below.

Propose a structure that is consistent with the spectrum.

2. The 13C NMR spectrum for a compound with a molecule formula of C7H5O2Cl is shown below. Propose a structure that is consistent with the spectrum.

Data generated by William E. Trego, Laney College, CHEM 12A


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3. The H and C NMR spectra for a compound with a molecular formula of C9H8O2 are given below. Propose a structure for this compound that is consistent with the
spectra.

Data generated by William E. Trego, Laney College, CHEM 12A


4. The 1H NMR of a compound with a formula of C8H11N is shown below. Propose a structure for this compound that is consistent with the spectrum. An
expansion of the peaks centered at 2.8 ppm is shown below the full spectrum.

Data generated by William E. Trego, Laney College, CHEM 12A


5. The 1H NMR of a compound with a molar mass of 86 g/mol is shown below. Propose a structure for this compound that is consistent with the spectrum.

b. An expansion of the peak at about 5.4 ppm is shown below. Explain the splitting pattern in terms of coupling with neighboring protons.

Data generated by William E. Trego, Laney College, CHEM 12A

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