Chapter SRP, Problem 31P

A compound (N) with the molecular formula ${\text{C}}_{\text{9}}{\text{H}}_{\text{10}}\text{O}$ reacts with osmium tetroxide. The ${}^1\text{H NMR}$ spectrum of N is shown in Fig. 2 and the IR spectrum of N is shown in Fig. 3. Propose a structure for N.

Figure 3 The IR spectrum of compound N, Problem 31.