Chapter SRP, Problem 28P

Compound Y $\left({\text{C}}_{\text{6}}{\text{H}}_{\text{14}}\text{O}\right)$ shows prominent IR absorption bands at 3334 (broad), 2963, 1463, 1381, and 1053 cm^−-1. The broadband proton-decoupled ${}^{\text{13}}\text{C NMR}$ spectrum of Y is given in Fig. 1. Propose a structure for Y.

Figure 1 The broadband proton-decoupled ${}^{\text{13}}\text{C NMR}$ spectra of compounds Y (Problem 28) and Z (Problem 29). Information from the DEPT ${}^{\text{13}}\text{C NMR}$ spectra is given above the peaks.