An unknown compound gives the following mass, IR, and NMR spectra. Propose a structure, and show how it is consistent with the spectra. Show the fragmentations that give the prominent peaks at m/z 127 and 155 in the mass spectrum.

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100 80 601 40 20 Mt 170 10 20 040 50 60 7 80 90 100 11O 120 130 140 150 60 170 180 150 160 170 180 wavelength (um) 5 5.5 6 4 4.5 7 9 10 1 13 14 15 16 100 80 40 T 20 0 4000 3500 3000 2500 2000 1800 1600 1400 1200 1000 800 600 wavenumber (cm) 200 180 160 140 120 100 80 60 40 20 Offset: 40 ppm 10 6 (ppm)