Organic Chemistry
Organic Chemistry
4th Edition
ISBN: 9780073402772
Author: Janice G. Smith
Publisher: MCG
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Textbook Question
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Chapter 2, Problem 2.44P

What is K a for each compound? Use a calculator when necessary.

a. H 2 S p K a = 7.0

b. ClCH 2 COOH p K a = 2.8

c. HCN p K a = 9.1

Expert Solution
Check Mark
Interpretation Introduction

(a)

Interpretation: The value of Ka for H2S is to be calculated.

Concept introduction: The equilibrium constant of an acid dissociation reaction depends on the strength of an acid involved in the reaction. The Ka value is large for strong acids and small for weak acids.

Acid dissociation constant Ka represents the acidity of an acid in a solution.

For an acid dissociation reaction,

HA+H2OH3O++A

Ka=[H3O+][A][HA]

pKa=logKa

The strength of an acid decreases as the value of pKa increases.

Answer to Problem 2.44P

The value of Ka for H2S is 107.

Explanation of Solution

The given value of pKa is 7.0.

The value of Ka is calculated by the formula,

Ka=10pKa

Substitute the value of pKa in the above formula to calculate the value of Ka.

Ka=10(7)Ka=107

Hence, the value of Ka is 107.

Conclusion

The value of Ka for H2S is 107.

Expert Solution
Check Mark
Interpretation Introduction

(b)

Interpretation: The value of Ka for ClCH2COOH is to be calculated.

Concept introduction: The equilibrium constant of an acid dissociation reaction depends on the strength of an acid involved in the reaction. The Ka value is large for strong acids and small for weak acids.

Acid dissociation constant Ka represents the acidity of an acid in a solution.

For an acid dissociation reaction,

HA+H2OH3O++A

pKa=[H3O+][A][HA]

pKa=logKa

The strength of an acid decreases as the value of pKa increases.

Answer to Problem 2.44P

The value of Ka for ClCH2COOH is 1.585×103.

Explanation of Solution

The given value of pKa is 2.8.

The value of Ka is calculated by the formula,

Ka=10pKa

Substitute the value of pKa in the above formula to calculate the value of Ka.

Ka=10(2.8)Ka=0.001585Ka=1.585×103

Hence, the value of Ka is 1.585×103.

Conclusion

The value of Ka for ClCH2COOH is 1.585×103.

Expert Solution
Check Mark
Interpretation Introduction

(c)

Interpretation: The value of Ka for HCN is to be calculated.

Concept introduction: The equilibrium constant of an acid dissociation reaction depends on the strength of an acid involved in the reaction. The Ka value is large for strong acids and small for weak acids.

Acid dissociation constant Ka represents the acidity of an acid in a solution.

For an acid dissociation reaction,

HA+H2OH3O++A

Ka=[H3O+][A][HA]

pKa=logKa

The strength of an acid decreases as the value of pKa increases.

Answer to Problem 2.44P

The value of Ka for HCN is 7.943×1010.

Explanation of Solution

The given value of pKa is 9.1.

The value of Ka is calculated by the formula,

Ka=10pKa

Substitute the value of pKa in the above formula to calculate the value of Ka.

Ka=10(9.1)Ka=8×1010

Hence, the value of Ka is 8×1010.

Conclusion

The value of Ka for HCN is 8×1010.

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Chapter 2 Solutions

Organic Chemistry

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