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. 2020 Dec 28;21(1):396–413. doi: 10.1021/acs.cgd.0c01242

Table 7. Examples of Acid–Base Pairs That under Various Conditions Can Form a Neutral or Ionized Complex.

base–acid pair stoichiometry of neutral base–acid complex stoichiometry of ionic base–acid complex
pyridine–formic acid83 1:1 1:4
pyridine–3,5-dinitrobenzoic acid84 1:2 1:1:1 with water
2,3-lutidine–fumaric acid85 2:1 1:2
sulfamethazine–saccharin86 1:187 1:187,88