Question

A compound with molecular formula C7H160 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. TERNSMETTANCEI otto 1509 HAVENUFERI 1H NMR octet 3.6 Proton NMR 2. 61 0.5 PPM

Answer 1

@ Double beral equivalent (PPE) of Gol160 = 7+1 0 @ 6nelux for По 3149 1а ревел- 0 3300-3500 emt broad peak for Vo-to strech 2880-2980 emi → sp3 Veau Streeh From the lanM data it's clear the compound is symmetrse alter Ha eltza a» Oo appm, 12H, doubler 1. b » 108 ppm, 2lt, octet athe It He it Cltza e 300 ppm, 1to topplet d> 9.4 ppm, 114, singlet . 6714760

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