The proton NMR spectral information shown in this problem is for a compound with formula $\mathrm{C}_{10} \mathrm{H}_{12} \mathrm{O}_2$. One proton, not shown, is a broad peak that appears at about $12.8 \mathrm{ppm}$. Expansions are shown for the protons absorbing in the region from 3.5 to $1.0 \mathrm{ppm}$. The monosubstituted benzene ring is shown at about $7.2 \mathrm{ppm}$ but is not expanded because it is uninteresting. The normal carbon-13 spectral results, including DEPT-135 and DEPT-90 results, are tabulated:
TABLE CANT COPY
Draw the structure of this compound and assign each of the protons in your structure. Explain why the interesting pattern is obtained between 2.50 and $2.75 \mathrm{ppm}$. Draw tree diagrams as part of your answer.
DIAGRAM CANT COPY