Problem $19$: $C_{10}{H}_{14}{O}_4($negative $FeC{l}_3$ test for phenols$)$

Problem $19$: $C_{10}{H}_{14}{O}_4$

iI need help with this assingment pleased the guidelines are the following

$1.$ Calculate the DOU and deduce the structure of the compound by systematically analyzing the molecular formula and all three spectra for each problem assigned as demonstrated in lab.

$2.$ Clearly label all diagnostic peaks on the IR

$3.$ Clearly draw, and label the structure on each NMR as follows

a$)$ For $1$H NMR $$ label the protons using letters; A$,$ B$,$ C$...,$ etc.

b$)$ For $13$C NMR $$ label the carbons using numbers; $1,2,3...,$ etc.

$4.$ Label the peaks of each unknown with the corresponding correct letters $(1$H NMR$)$ or numbers $(13$C NMR$)$ on the spectra

Problem $16$: $C_5{H}_{10}{O}_2$

Problem $16$: $C_5{H}_{10}{O}_2($four non$-$equivalent carbons$)$