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ChemistryChemistry & Chemical Reactivity10th Edition

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Chapter 16, Problem 118IL
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Chemistry & Chemical Reactivity

10th Edition
John C. Kotz + 3 others
ISBN: 9781337399074

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Problem 85GQ
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Problem 93GQ
Problem 94GQ
Problem 95GQ
Problem 96GQ
Problem 97GQ
Problem 98GQ
Problem 99GQ
Problem 100GQ
Problem 101GQ
Problem 102GQ
Problem 103GQ
Problem 104GQ
Problem 105GQ
Problem 106GQ
Problem 107GQ
Problem 108GQ
Problem 109GQ
Problem 110GQ
Problem 111IL
Problem 112IL
Problem 113IL
Problem 114IL
Problem 115IL
Problem 116IL
Problem 117IL
Problem 118IL
Problem 119SCQ
Problem 120SCQ
Problem 121SCQ
Problem 122SCQ
Problem 123SCQ
Problem 124SCQ
Problem 125SCQ
Problem 126SCQ
Problem 127SCQ
Problem 128SCQ
Problem 129SCQ
BuyFindarrow_forward

Chemistry & Chemical Reactivity

10th Edition
John C. Kotz + 3 others
ISBN: 9781337399074
Textbook Problem

Amino acids are an important group of compounds. At low pH, both the carboxylic acid group (—CO2H) and the amine group (—NHR) are protonated. However, as the pH of the solution increases (say, by adding base), the carboxylic acid proton is removed, usually at a pH between 2 and 3. In a middle range of pHs, therefore, the amine group is protonated, but the carboxylic acid group has lost the proton. (This is called a zwitterion.) At more basic pH values, the amine proton is dissociated.

images

What is the pH of a 0.20 M solution of alanine hydrochloride, [NH3CHCH3CO2H]Cl?

Interpretation Introduction

Interpretation:

The pH has to be calculated for 0.20 M solution of Alanine Hydrochloride.

Concept introduction:

An amino acid has both basic amine group (NH2) and an acid carboxylic acid (COOH) group.

The Henderson-Hasselbalch equation is,

pH=pKa+log([CONJUGATE BASE][ACID])

pH is a measure of hydrogen ion concentration and is calculated as:

pH=−log[H+]

Explanation

The pH of the solution of an Alanine is increases by adding a hydroxide ions, the hydrogen ion is removed from the −NH3+ group.

CH3CH(NH3+)(COO−)+OH−→CH3CH(NH2)(COO−)+H2O

The pH of the solution of an alanine is decreases by adding an acid to a solution of alanine, the −COO− part of zwitter ion picks up a proton.

    CH3CH(NH3+)(COO−)+H+(aq)→CH3CH(NH3+)(COOH)                  (3)

Given:

The concentration of Alanine Hydrochloride is ([COOH]+[COO−])=0.20 M    (4)

The pKa of carboxyl group of Alanine is 2.4.

The pKa of amine group of Alanine is 9.7.

The solution 0.20 M Alanine HCl is composed of 0.20 M Alanine and 0.20 M HCl. Thus, there is an expectation to have an acidic pH and only the carboxyl group of Alanine is involved in proton equilibrium as in equation (3).

Substitute the value of acidic pKa in equation the below equation:

pH=pKa+log([CONJUGATE BASE][ACID])

pH=2

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Sect-16.2 P-16.1CYUSect-16.4 P-16.2CYUSect-16.5 P-16.3CYUSect-16.7 P-16.4CYUSect-16.7 P-16.5CYUSect-16.7 P-16.6CYUSect-16.7 P-16.7CYUSect-16.7 P-16.8CYUSect-16.8 P-16.9CYUSect-16.10 P-1.1ACP
Sect-16.10 P-1.2ACPSect-16.10 P-1.3ACPSect-16.10 P-2.1ACPSect-16.10 P-2.2ACPSect-16.10 P-2.3ACPSect-16.10 P-2.4ACPSect-16.10 P-2.5ACPCh-16 P-1PSCh-16 P-2PSCh-16 P-3PSCh-16 P-4PSCh-16 P-5PSCh-16 P-6PSCh-16 P-7PSCh-16 P-8PSCh-16 P-9PSCh-16 P-10PSCh-16 P-11PSCh-16 P-12PSCh-16 P-13PSCh-16 P-14PSCh-16 P-15PSCh-16 P-16PSCh-16 P-17PSCh-16 P-18PSCh-16 P-19PSCh-16 P-20PSCh-16 P-21PSCh-16 P-22PSCh-16 P-23PSCh-16 P-24PSCh-16 P-25PSCh-16 P-26PSCh-16 P-27PSCh-16 P-28PSCh-16 P-29PSCh-16 P-30PSCh-16 P-31PSCh-16 P-32PSCh-16 P-33PSCh-16 P-34PSCh-16 P-35PSCh-16 P-36PSCh-16 P-37PSCh-16 P-38PSCh-16 P-39PSCh-16 P-40PSCh-16 P-41PSCh-16 P-42PSCh-16 P-43PSCh-16 P-44PSCh-16 P-45PSCh-16 P-46PSCh-16 P-47PSCh-16 P-48PSCh-16 P-49PSCh-16 P-50PSCh-16 P-51PSCh-16 P-52PSCh-16 P-53PSCh-16 P-54PSCh-16 P-55PSCh-16 P-56PSCh-16 P-57PSCh-16 P-58PSCh-16 P-59PSCh-16 P-60PSCh-16 P-61PSCh-16 P-62PSCh-16 P-63PSCh-16 P-64PSCh-16 P-65PSCh-16 P-66PSCh-16 P-67PSCh-16 P-68PSCh-16 P-69PSCh-16 P-70PSCh-16 P-71PSCh-16 P-72PSCh-16 P-73PSCh-16 P-74PSCh-16 P-75PSCh-16 P-76PSCh-16 P-77PSCh-16 P-78PSCh-16 P-79PSCh-16 P-80PSCh-16 P-81PSCh-16 P-82PSCh-16 P-83PSCh-16 P-84PSCh-16 P-85GQCh-16 P-86GQCh-16 P-87GQCh-16 P-88GQCh-16 P-89GQCh-16 P-90GQCh-16 P-91GQCh-16 P-92GQCh-16 P-93GQCh-16 P-94GQCh-16 P-95GQCh-16 P-96GQCh-16 P-97GQCh-16 P-98GQCh-16 P-99GQCh-16 P-100GQCh-16 P-101GQCh-16 P-102GQCh-16 P-103GQCh-16 P-104GQCh-16 P-105GQCh-16 P-106GQCh-16 P-107GQCh-16 P-108GQCh-16 P-109GQCh-16 P-110GQCh-16 P-111ILCh-16 P-112ILCh-16 P-113ILCh-16 P-114ILCh-16 P-115ILCh-16 P-116ILCh-16 P-117ILCh-16 P-118ILCh-16 P-119SCQCh-16 P-120SCQCh-16 P-121SCQCh-16 P-122SCQCh-16 P-123SCQCh-16 P-124SCQCh-16 P-125SCQCh-16 P-126SCQCh-16 P-127SCQCh-16 P-128SCQCh-16 P-129SCQ

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