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. H2A+, as exemplified by the protonated amino acid alanine.
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. H2A+, as exemplified by the protonated amino acid alanine.
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Transcribed Image Text:7. Amino acids contain both an acidic carboxylic acid (-COOH) group and a basic amino group (-NH2).
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.
H2A+, as exemplified by the protonated amino acid alanine.
Protonated alanine
The protonated amino acid has two ionizable protons that can be titrated with OH".
OH
+H;NCHČOH
OH
+H,NCHCO
+ H,NCHČO
CH,
CH,
CH;
Protonated form
Neutral form
Anionic form
of alanine (H,A*)
of alanine (HA)
of alanine (A)
For the group, -COOH, pKa1,= 2.34, for the -NH", pK2 = 9.69
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 =(pK, + pKaz)
What is the pH of the solution:
(d) halfway between the first and second equivalence points? (e) at the second
equivalence point?
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