Glycine is a diprotic acid, which can potentially undergo two dissociation reactions, one for the a-amino group (-NH;), and the other for the carboxyl (-COOH) group. Therefore, it has two pK, values. The carboxyl group has a pKj of 2.34 and the a-amine group has a pK2 of 9.60. Glycine can exist in fully deprotonated (NH, -CH, -COO"), fully protonated (NH† -CH,-COOH), or zwitterionic form (NH;-CH,-COO-). Match the pH values with the corresponding form of glycine that would be present in the highest concentration in a solution of that pH.

Organic Chemistry
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ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter22: Carbonyl Alpha-substitution Reactions
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n5of 15 >
Glycine is a diprotic acid, which can potentially undergo two dissociation reactions, one for the a-amino group (–NH;), and the
other for the carboxyl (–COOH) group. Therefore, it has two pK, values. The carboxyl group has a pKj of 2.34 and the a-aminc
group has a pK2 of 9.60. Glycine can exist in fully deprotonated (NH, –CH, –COO"), fully protonated (NH† –CH, -COOH),
or zwitterionic form (NH;-CH,-CO0-).
Match the pH values with the corresponding form of glycine that would be present in the highest concentration in a solution of
that pH.
fully deprotonated form
fully protonated form
zwitterionic form
NH,–CH,-COO"
NH; –CH,-COOH
NH -CH, -COO-
Answer Bank
pH 7.0
pH 1.0
pH 8.0
pH 11.9
PН 6.0
MacBook Air
DII
DD
F4
F5
F6
F7
F8
F9
F10
F11
F12
$
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*
4
5
6.
7
8.
R
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Y
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F
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Transcribed Image Text:n5of 15 > Glycine is a diprotic acid, which can potentially undergo two dissociation reactions, one for the a-amino group (–NH;), and the other for the carboxyl (–COOH) group. Therefore, it has two pK, values. The carboxyl group has a pKj of 2.34 and the a-aminc group has a pK2 of 9.60. Glycine can exist in fully deprotonated (NH, –CH, –COO"), fully protonated (NH† –CH, -COOH), or zwitterionic form (NH;-CH,-CO0-). Match the pH values with the corresponding form of glycine that would be present in the highest concentration in a solution of that pH. fully deprotonated form fully protonated form zwitterionic form NH,–CH,-COO" NH; –CH,-COOH NH -CH, -COO- Answer Bank pH 7.0 pH 1.0 pH 8.0 pH 11.9 PН 6.0 MacBook Air DII DD F4 F5 F6 F7 F8 F9 F10 F11 F12 $ & * 4 5 6. 7 8. R T. Y U %D F H J K + || * 00 %24
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