Deduce the structure of the compound that gives the following $1$H$,13$C$,$ and IR spectra. The mass spectrum of this compound gives the molecular mass as $180.$ Assign all aspects of the $1$H and $13$C spectra to the structure you propose. Use numbers to correlate protons and carbons with signals in both the $1$H$-$ and $13$C$-$NMR spectrum. You must clearly state how the IR spectrum confirms the structure you arrive at$\mathrm{.}14$:$52$

S $S$

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ASSIGNMENT QUESTIONS

QUESTION $1$

$(20)$

Deduce the structure of the compound that gives the following ${?}^{1}H,{?}^{13}C,$ and IR spectra. The mass spectrum of this compound gives the molecular mass as $180.$ Assign all aspects of the ${?}^{1}H$ and ${?}^{13}C$ spectra to the structure you propose. Use numbers to correlate protons and carbons with signals in both the ${?}^{1}H-$ and ${?}^{13}C-$NMR spectrum. You must clearly state how the IR spectrum confirms the structure you arrive at$.$

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