Chapter 22, Problem 22.85P

Identify the structures of D and E, isomers of molecular formula ${\text{C}}_{\text{6}}{\text{H}}_{\text{12}}{\text{O}}_{\text{2}}$, from their IR and ${}^{\text{1}}\text{H}$ NMR data. Signals at $1.35$ and $1.60\text{ppm}$ in the ${}^{\text{1}}\text{H}$ NMR spectrum of D and $1.90\text{ppm}$ in the ${}^{\text{1}}\text{H}$ NMR spectrum of E are multiplets.

a. IR absorption for D at $1743{\text{cm}}^{-1}$

b. IR absorption for E at $1746{\text{cm}}^{-1}$