Chapter 22, Problem 22.80P

Rank the compounds in each group in order of increasing frequency of the $\text{C}=\text{O}$ absorptions in their IR spectra.

a ${\text{CH}}_{\text{3}}{\text{CH}}_{\text{2}}{\text{COOCH}}_{\text{2}}{\text{CH}}_{\text{3}}$ ${\text{C}}_{\text{6}}{\text{H}}_{\text{5}}{\text{COOCH}}_{\text{2}}{\text{CH}}_{\text{3}}$ b. ${\text{CH}}_{\text{3}}\text{COCl}$ ${\text{CH}}_{\text{3}}{\text{CONH}}_2$ ${\text{CH}}_{\text{3}}{\text{COOCH}}_3$