Question

A compound with molecular formula C H160 displays the following IR and 'H-NMR spectra. The 13C NMR data suggest that there is some symmetry within the molecule. a) Calculate the degrees of unsaturation (DU) for the compound in the space provided below. DU = b) Identify and label the two indicated peaks in the IR spectrum in the boxes provided. Identify and label ALL peaks in the 'H NMR spectrum below. The numbers given on the 'H NMR are integration values for the number of hydrogens that are represented in each signal. c) Propose a structure for the compound that is consistent with the IR and NMR spectra in the box below. Structures written outside the box will NOT be graded. 'H NMR octet

Answer 1

W BBU =(+1-4 = 7+1-16 =8-8 = 0 Go double bonds) - (+1- 1 1. One broad peak appeared at above 3000 cm indicate -OH streaching the peak at 2990 an indicate sp3 ch streachine Hamo 12h doublet (symetrical mole cale) CH -OH indicate idical IH, singlet at 1.1ppm att, octet at 18ppm CH3 CACH CH3 fcH fH fCH CH3 24, actet , CH3 the proposed structor CH3 CH3 CH-CH-CH CH3 CH₃ ÓH