
Concept explainers
Glycine has pK2 values of 2.34 and 9.60. At what pH does glycine exist in the forms shown?
(a)

Interpretation:
The pH at which glycine exists at the given form has to be calculated.
Concept introduction:
The isoelectric point (pI) is the pH at which the amount of positive charge and negative charge on an amino acid becomes balanced.
The value of pI is depends upon the pKa value of protonated amino group and pKa value of carboxyl group of an amino acid.
Protons are released when the pH becomes pKa of species.
Answer to Problem 49P
The pH of the glycine for the given form is 9.60.
Explanation of Solution
In the given form of glycine,
The 50% of amino group of the glycine are released their protons, so the pH of the system becomes pKa.
The pKa of the amino group of glycine is 9.60.
Therefore,
The pH of the glycine for the given form is 9.60.
(b)

Interpretation:
The pH at which glycine exists at the given form has to be calculated.
Concept introduction:
The isoelectric point (pI) is the pH at which the amount of positive charge and negative charge on an amino acid becomes balanced.
The value of pI is depends upon the pKa value of protonated amino group and pKa value of carboxyl group of an amino acid.
Protons are released when the pH becomes pKa of species.
Explanation of Solution
In the given form of glycine,
The amount of positive charge and negative charge are equal or balanced for 100% system.
The isoelectric point (pI) is the pH at which the amount of positive charge and negative charge on an amino acid becomes balanced.
Therefore,
The pH of the glycine for the given form is 6.02.
(c)

Interpretation:
The pH at which glycine exists at the given form has to be calculated.
Concept introduction:
The isoelectric point (pI) is the pH at which the amount of positive charge and negative charge on an amino acid becomes balanced.
The value of pI is depends upon the pKa value of protonated amino group and pKa value of carboxyl group of an amino acid.
Protons are released when the pH becomes pKa of species.
Answer to Problem 49P
The pH of the glycine for the given form is 2.34.
Explanation of Solution
In the glycine form of glycine,
The 50% of –OH group of the glycine are released their protons, so the pH of the system becomes pKa of the –OH of glycine.
The pKa of the –OH group of glycine is 2.34.
Therefore,
The pH of the glycine for the given form is 2.34.
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Chapter 21 Solutions
EBK ORGANIC CHEMISTRY
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