Aniline hydrochloride, $\left(\mathrm{C}_6 \mathrm{H}_5 \mathrm{NH}_3\right) \mathrm{Cl}$, is a weak acid. (Its conjugate base is the weak base aniline, $\mathrm{C}_6 \mathrm{H}_5 \mathrm{NH}_2$.) The acid can be titrated with a strong base such as $\mathrm{NaOH}$.
$$
\mathrm{C}_6 \mathrm{H}_5 \mathrm{NH}_3{ }^{+}(\mathrm{aq})+\mathrm{OH}^{-}(\mathrm{aq}) \rightleftarrows \mathrm{C}_6 \mathrm{H}_5 \mathrm{NH}_2(\mathrm{aq})+\mathrm{H}_2 \mathrm{O}(\ell)
$$
Assume $50.0 \mathrm{~mL}$ of $0.100 \mathrm{M}$ aniline hydrochloride is titrated with $0.185 \mathrm{M} \mathrm{NaOH}$. ( $K_2$ for aniline hydrochloride is $2.4 \times 10^{-5}$.)
(a) What is the $\mathrm{pH}$ of the $\left(\mathrm{C}_6 \mathrm{H}_5 \mathrm{NH}_3\right) \mathrm{Cl}$ solution before the titration begins?
(b) What is the $\mathrm{pH}$ at the equivalence point?
(c) What is the $\mathrm{pH}$ at the halfway point of the titration?
(d) Which indicator in Figure 17.11 could be used to detect the equivalence point?
(e) Calculate the $\mathrm{pH}$ of the solution after adding $10.0,20.0$, and $30.0 \mathrm{~mL}$ of base.
(f) Combine the information in parts (a), (b), (c), and (e), and plot an approximate titration curve.