Chapter 13, Problem 13.44P

Propose possible structures consistent with each set of data. Assume each compound has an $s{p}^3$ hybridized $\text{C}-\text{H}$ absorption in its IR spectrum, and that other major IR absorptions above ${\text{1500 cm}}^{-1}$ are listed.

a. A compound having a molecular ion at $72$ and an absorption in its IR spectrum at ${\text{1725 cm}}^{-1}$.

b. A compound having a molecular ion at $55$ and an absorption in its IR spectrum at $\sim 22{\text{50 cm}}^{-1}$.

c. A compound having a molecular ion of $74$ and an absorption in its IR spectrum at $\text{3600}-{\text{3200 cm}}^{-1}$.