2. ( 36 pts) The IR, 1H NMR and 13C NMR spectra of a compound with the formula C7H14O2 are shown below. Determine the structure of this compound: a) Calculate the degrees of unsaturation ( 5pts ) b) interpretation of the IR spectrum: on the IR spectrum label the peaks with the corresponding stretches ( 5pts) c) discussion of the chemical shifts for the proton NMR: explain why each group of hydrogens show up at each specific chemical shift, refer this explanation to the structure you are proposing ( 6 pts) d) discussion of the splitting patterns: how do the splitting patterns for each signal support the structure that you propose? ( 7 pts) c) Discussion of the 13C NMR: on your structure label each type of carbon ( Ca,Cb,Cc, etc..) and match each type of carbon with the corresponding peak(s). (5 pts) f) correct structure: label each signal on the proton NMR with the corresponding hydrogens in your structure (8pts) ANSWERS: a) Calculation of degrees of unsaturation: b) IR interpretation: c and d:1H NMR interpretation SDBS a) 13 C NMR Interpretation b) Structure and justification