If you were to titrate L-ornithine with NaOH, you would record the following titration curve: PH a OP bo с er e

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Chapter14: Acid- Base Equilibria
Section: Chapter Questions
Problem 118CP: Malonic acid (HO2CCH2CO2H) is a diprotic acid. In the titration of malonic acid w ith NaOH,...
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If you were to titrate L-ornithine with NaOH, you would record the following titration
curve:
PH
a
62
bo
с
e
OH- equivalents
a. What is the net charge of L-ornithine at the start of the titration (i.e. when all the
ionizable groups are in their HA form)?
b. Which group in L-ornithine is the first to lose a proton in the titration?
c. How many molar equivalents of OH have been added at point c in the titration?
d. Where on the titration curve is the net charge of L-ornithine zero, and what is the pH
at this point?
e. What is the pH at which the net charge of L-ornithine is zero?
f. Draw the structure of L-ornithine with a net charge of zero.
Transcribed Image Text:If you were to titrate L-ornithine with NaOH, you would record the following titration curve: PH a 62 bo с e OH- equivalents a. What is the net charge of L-ornithine at the start of the titration (i.e. when all the ionizable groups are in their HA form)? b. Which group in L-ornithine is the first to lose a proton in the titration? c. How many molar equivalents of OH have been added at point c in the titration? d. Where on the titration curve is the net charge of L-ornithine zero, and what is the pH at this point? e. What is the pH at which the net charge of L-ornithine is zero? f. Draw the structure of L-ornithine with a net charge of zero.
Titration of a polyprotic acid
4. L-ornithine is a metabolic intermediate in mammals. It is involved in the Urea Cycle,
the process by which animals remove nitrogen wastes from the body. L-ornithine is
also used as a nutritional supplement, with alleged benefits such as decreasing fatigue,
enhancing wound healing and reducing anxiety. L-ornithine contains 3 ionizable
groups, x, y & z, with the following pKa’s (pKax = 10.76; pKay = 8.69; pKaz = 1.71).
The structure of L-ornithine in the fully protonated form is shown below. Let us analyze
the acid-base behavior of L-ornithine.
x +H3N
L-ornithine
NH3+
у
OH
Z
Transcribed Image Text:Titration of a polyprotic acid 4. L-ornithine is a metabolic intermediate in mammals. It is involved in the Urea Cycle, the process by which animals remove nitrogen wastes from the body. L-ornithine is also used as a nutritional supplement, with alleged benefits such as decreasing fatigue, enhancing wound healing and reducing anxiety. L-ornithine contains 3 ionizable groups, x, y & z, with the following pKa’s (pKax = 10.76; pKay = 8.69; pKaz = 1.71). The structure of L-ornithine in the fully protonated form is shown below. Let us analyze the acid-base behavior of L-ornithine. x +H3N L-ornithine NH3+ у OH Z
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