The amino and carboxyl terminals of alanine lose protons according to the following equilibrium:Which of the following indicators would be best

Answer

Alanine Titration – Second Equivalence Point Indicator

Determining the Best Indicator for the Second Equivalence Point in Alanine Titration

Alanine is an amino acid with two key functional groups:

  • A carboxylic acid group (–COOH), which loses a proton first (low pKa ≈ 2.3).
  • An amino group (–NH3+), which loses a proton second (higher pKa ≈ 9.7).

During titration with sodium hydroxide (NaOH), alanine undergoes a two-step deprotonation:

  1. First Equivalence Point: Loss of proton from –COOH (pKa ≈ 2.3).
  2. Second Equivalence Point: Loss of proton from –NH3+ (pKa ≈ 9.7).

🔍 Choosing an Appropriate Indicator

To accurately detect the second equivalence point, the indicator’s transition (color change) should occur around the pH of that point — near pH 9.7–10.

🧪 Analysis of Options

Indicator pKb Corresponding pH Range Suitability
Methyl violet 13.0 pH ≈ 1–2 (very acidic) ❌ Too low; unsuitable
Methyl yellow 10.5 pH ≈ 3–4 ❌ Far from pH 9.7; unsuitable
Thymol blue 12.0 Second transition: pH 8.0–9.6 ✔ Acceptable, close to 9.7
Phenolphthalein 4.9 pH 8.3–10.0 ✅ Best match; clear transition near 9.7

✅ Final Conclusion

Phenolphthalein is the most suitable indicator to determine the second equivalence point of alanine during titration with sodium hydroxide. Its pH transition range of 8.3 to 10.0 closely matches the second pKa of alanine (~9.7), ensuring a clear and visible color change at the correct stage of the titration.

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