NOTE: You should not look up spectra in online databases. These problems are doable without using such tools. The best way to leam is to deternine structures without that type of support. 1. What is the structure of a compound with the formula C5H12O2 that fits the following ' H NMR spectrum? (Note: the integral values are relative numbers, not necessarily the actual hydrogen count) 2. What is the structure of a compound with the formula C7H14O2 that fits the following 1H NMR spectrum? 3. Two isomeric compounds with molecular formula C3H3ClO2 have the ' H NMR spectra shown below. Propose a structure for each. 4. Two tsomeric compounds with molecular formula CinHia have the IH NMR spectra shown below. Propose a structure for each. 5. The 'H NMR spectrum shown below is for a compound with formuls C11H12O2. One proton, not shown, is a broad peak that appears at 12.8ppm. The 1C chemical shifts ares 622,36,43,126.4,126.6, 128,145,179ppm. Draw the structure of this compound and assign each of the protons in the proposed structure. 6. Below is the HH NMR of a compound with molecular formula C5H6O. Expansions are shown for each proton. Determine the structure of this compound. 7 (extra credit). Determine the structure of the molecule from the following ' H NMR spectrum. Assign the peaks to the corresponding protons on the structure. Peak expansions and chemical shifts (in Hz ) are shown on the next page. 5. The 1H NMR spectrum shown below is for a compound with formula C1H12O2. One proton, not shown, is a broad peak that appears at 12.8ppm. The 13C chemical shifts are: 822,36,43,126.4,126.6, 128,145,179ppm. Draw the structure of this compound and assign each of the protons in the proposed structure