Chapter 19, Problem 31P

The ${}^{\text{1}}\text{H}$

NMR spectra of formic acid $\left({\text{HCO}}_{\text{2}}\text{H}\right)$, maleic acid $\left(cis{\text{-HO}}_{\text{2}}{\text{CCH=CHCO}}_{\text{2}}\text{H}\right)$, and malonic acid $\left({\text{HO}}_{\text{2}}{\text{CCH}}_2{\text{CO}}_{\text{2}}\text{H}\right)$ are similar in that each is characterized by two singlets of equal intensity. Match these compounds with the designations A, B, and C on the basis of the appropriate ${}^{\text{1}}\text{H}$

NMR chemical-shift data.

Compound A: signals at $\text{δ}3.2$ and $12.1$

Compound B: signals at $\text{δ}6.3$ and $12.4$

Compound C: signals at $\text{δ}8.0$ and $11.4$