Amino acids contain both an acidic carboxylic acid group

Chapter 17, Problem 94

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Amino acids contain both an acidic carboxylic acid group and a basic amino group The amino group can be protonated (that is, it has an extra proton attached) in a strongly acidic solution. This produces a diprotic acid of the form as exemplified by the protonated amino acid alanine. The protonated amino acid has two ionizable protons that can be titrated with OH-. H2NCHCO* O CH3 +H3NCHCO* O CH3 +H3NCHCOH O OH* OH* CH3 Protonated form of alanine (H2A+) Anionic form of alanine (A*) Neutral form of alanine (HA) For the group, for the group, Consider the titration of a 0.500 M solution of alanine hydrochloride with 0.500 M NaOH solution. What is the pH of (a) the 0.500 M alanine hydrochloride; (b) the solution at the first half-neutralization point; (c) the solution at the first equivalence point? The dominant form of alanine present at the first equivalence point is electrically neutral despite the positive charge and negative charge it possesses. The point at which the neutral form is produced is called the isoelectric point. Confirm that the pH at the isoelectric point is pH = 1 2 1pKa1 + pKa2 2 What is the pH of the solution (d) halfway between the first and second equivalence points? (e) at the second equivalence point? (f) Calculate the pH values of the solutions when the following volumes of the 0.500 M NaOH have been added to 50 mL of the 0.500 M alanine hydrochloride solution: 10.0 mL, 20.0 mL, 30.0 mL, 40.0 mL, 50.0 mL, 60.0 mL, 70.0 mL, 80.0 mL, 90.0 mL, 100.0 mL, and 110.0 mL. (g) Sketch the titration curve for the 0.500 M solution of alanine hydrochloride, and label significant points on the curve.