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12. Properties of a Buffer The amino acid glycine is often used as the main ingr

ID: 873907 • Letter: 1

Question

12. Properties of a Buffer The amino acid glycine is often used as the main ingredient of a buffer in biochemical experiments. The amino group of glycine, which has a pKa of 9.6, can exist either in the protonated form (-NH3+) or as the free base (-NH2), because of the reversible equilibrium

(a) In what pH range can glycine be used as an effective buffer due to its amino group?

(b) In a 0.1 M solution of glycine at pH 9.0, what fraction of glycine has its amino group in the -NH3+ form?

(c) How much 5 M KOH must be added to 1.0 L of 0.1 M glycine at pH 9.0 to bring its pH to exactly 10.0?

(d) When 99% of the glycine is in its -NH3+ form, what is the numerical relation between the pH of the solution and the pKa of the amino group?

Explanation / Answer

The solutions are as follows,

(a) Buffers are effective for pH = pKa +/- 1. Therefore, this is effective for pH of 8.6 to 10.6.

(b) We will use the Hendersen-Hasselbalch equation,

pH = pKa + log(A-/HA)

We have given value,

pH = 9.0

pKa = 9.6

Thus,

9 = 9.6 + log[base]/[acid]

-0.6 = log [NH2]/[NH3+]

0.25 = [NH2]/[NH3+]

or, 0.25/[1 + 0.25] x 100 = 20% of total amino group is in the form of NH2

Thus, 100-20 = 80% is in the protonated form (NH3+).


(c) Given is the concentrations of glycine before the additon of NaOH. Now we have to find how much more NH3+ form we lose to reach pH = 10.0.

Set y as total concentration converted to NH2, then,


R R-NH3+ <--> R-NH2 + H+
I | .1 - y | | y | 0
C | -x | | +x | | +x |
E | .1 -x -y | | y+x | | x |

Then you know that x is equal to [H+] from abive which is 10^-10, or 1E-10.
Given is Ka = 10^-9.6, which is 2.51E-10.

Algebraically, we solve for y to find that if (y+1E-10)(1E-10)/(.1-y-1E-10) = 2.51E-10
then y = 0.07151 M.

So the change in concentration of the free base is 0.07151 M - 0.02006 M = 0.05145 M

1.0 L * 0.05145 M = 0.05145 mol glycine converted

Since the glycine loses one proton to every one NaOH molecule, and we know that 0.05145 mol NaOH were added.

thus, 0.05145 mol / (5 mol/L) = 0.0102 L = 10.2 mL of NaOH.


(d) We will use the Hendersen-Hasselbalch equation,

pH = pKA + log(A-/HA)

when 99% (0.99) glycine is in NH3+ form, then,

[NH2] = 1-0.99 = 0.01

[HA] = 0.99

Feeding the value in the above equation we get,

pH = 9.6 + log [0.01]/[0.99]

     = 7.6

Thus the pH = 7.6