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Chapter 11. Polyprotic Acid and Bases. Diprotic Acids. Compounds with two acid/base groups Can be two acids groups Oxalic Acid Can be two basic groups Cadaverine Or and acid and base group Amino acids. Oxalic Acid. Cadaverine. Generic Amino Acid. Amino Acids. H 2 L + = HL = L 2-
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Chapter 11 Polyprotic Acid and Bases
Diprotic Acids • Compounds with two acid/base groups • Can be two acids groups • Oxalic Acid • Can be two basic groups • Cadaverine • Or and acid and base group • Amino acids
Amino Acids • H2L+ = HL = L2- • Glycine.HCl CAS 6000-43-7 • Glycine CAS 56-40-6 • Sodium Glycinate CAS 6000-44-8
Ionic Structures • Glycine HCl
Zwitterion form Intermediate Form
Constants • H2L+ = HL = L- • Ka1 Ka2 • Kb2 Kb1 • Ka1 * Kb2 = Kw • or • Ka2 * Kb1 = Kw
How do we then calculate the pH’s • Acid Form H2L+ • Treat was a weak monoprotic acid. • Base Form L- • Treat as a weak monoprotic base
Intermediate Form pH • These compounds can either gain a proton (work as a base) or they can donate a proton (work as an acid). • The magnitude of the K values will determine the pH. • The following equation can be derived …
Approximations • In many cases the K1Kw term will be much smaller than the other term in the numerator so the equation becomes: • Then often K1 will be much smaller than [HL] so we end up with:
Intermediate Form • Which when taken to the log form gives us. • pH = (pKa1 + pKa2)/2
Diprotic Buffer Systems • Same treatment as with monoprotic systems but we use the pKa that is between the two major forms that are in the solution.
Buffers • Phosphoric acid system • H3PO4 and H2PO4- use pKa1 • H2PO4- and HPO42- use pKa2 • HPO42- and PO43- use pKa3
Principle Species • Monoprotic
Principle Species • Diprotic • Fumaric acid