A compound of molecular formula C 8 H 8 O gives the IR and NMR spectra shown

Question:

A compound of molecular formula C₈H₈O gives the IR and NMR spectra shown here. Propose a structure, and show how it is consistent with the observed absorptions.

wavelength (um) 5,5 6. 8 9 10 2.5 100 3.5 4.5 5 11 12 13 14 15 16 80 60 40 Problem 14-47 4000 3500 3000 2500 2000 1800 1600 1400 1200 1000 800 600 wavenumber (cm) 7- TRANGMITTANCE 20