In conclusion, the simple thermodynamic framework explained here should allow the students to understand the basis for using Ka/pKa values to predict the feasibility of acid-base reactions more logically and quantitatively and directly compare the robustness of different reactions. In addition, it may help them make connections between materials learned in Organic chemistry, such as the above example, and things they learn in Analytical and Physical chemistry on acid-base reactions, chemical equilibrium, and thermodynamics.