Chapter 18, Problem 18.73P

Compound X (molecular formula ${\text{C}}_{\text{10}}{\text{H}}_{\text{12}}\text{O}$) was treated with ${\text{NH}}_{\text{2}}{\text{NH}}_{\text{2}}\text{,}{}^{-}\text{OH}$ to yield compound Y (molecular formula ${\text{C}}_{\text{10}}{\text{H}}_{\text{14}}$). Based on the ${}^{\text{1}}\text{H}$ NMR spectra of X and Y given below, what are the structures of X and Y?