(a) Interpretation: The explanation corresponding to the given statement that the p K a for loss of the first proton ( p K a1 ) is lower for phthalic acid than isophthalic acid is to be stated. Concept introduction: The p K a value and acidic strength are inversely related to each other. The major factors that contribute to the acidic strength are inductive effect and polarity. There are two types of inductive effects named as positive and negative inductive effect. Positive inductive effect lowers the acidic strength of the compounds, whereas negative inductive effect increases the acidic strength of the compounds. The elimination of a proton leads to the formation of a conjugate base.

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Answer 1

Question

Chapter 19, Problem 19.48P

Interpretation Introduction

(a)

Interpretation: The explanation corresponding to the given statement that the pKa for loss of the first proton (pKa1) is lower for phthalic acid than isophthalic acid is to be stated.

Concept introduction: The pKa value and acidic strength are inversely related to each other. The major factors that contribute to the acidic strength are inductive effect and polarity. There are two types of inductive effects named as positive and negative inductive effect. Positive inductive effect lowers the acidic strength of the compounds, whereas negative inductive effect increases the acidic strength of the compounds. The elimination of a proton leads to the formation of a conjugate base.

Interpretation Introduction

(b)

Interpretation: The explanation corresponding to the given statement that the pKa for loss of the second proton (pKa2) is higher for phthalic acid than isophthalic acid is to be stated.

Concept introduction: The pKa value and acidic strength are inversely related to each other. The major factors that contribute to the acidic strength are inductive effect and polarity. There are two types of inductive effects named as positive and negative inductive effect. Positive inductive effect lowers the acidic strength of the compounds, whereas negative inductive effect increases the acidic strength of the compounds. The elimination of a proton leads to the formation of a conjugate base.

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Students have asked these similar questions

Using pKa Values to Determine Relative Acidity and Basicity Rank the following compounds in order of increasing acidity, and then rank their conjugate bases in order of increasing basicity.

Phthalic acid and isophthalic acid have protons on two carboxy groups that can be removed with base. (a) Explain why the pKa for loss of the first proton (pKa1) is lower for phthalic acid than isophthalic acid. (b) Explain why the pKa for loss of the second proton (pKa2) is higher for phthalic acid than isophthalic acid.

If compound A has a ka of 3.0 x 10-11 , compound B has a ka of 1.1 x 10-10 and compound C has a ka of 1.8 x 10-5, which compound is the weakest acid?

Answer 2

Question

Chapter 19, Problem 19.48P

Interpretation Introduction

(a)

Interpretation: The explanation corresponding to the given statement that the pKa for loss of the first proton (pKa1) is lower for phthalic acid than isophthalic acid is to be stated.

Concept introduction: The pKa value and acidic strength are inversely related to each other. The major factors that contribute to the acidic strength are inductive effect and polarity. There are two types of inductive effects named as positive and negative inductive effect. Positive inductive effect lowers the acidic strength of the compounds, whereas negative inductive effect increases the acidic strength of the compounds. The elimination of a proton leads to the formation of a conjugate base.

Interpretation Introduction

(b)

Interpretation: The explanation corresponding to the given statement that the pKa for loss of the second proton (pKa2) is higher for phthalic acid than isophthalic acid is to be stated.

Concept introduction: The pKa value and acidic strength are inversely related to each other. The major factors that contribute to the acidic strength are inductive effect and polarity. There are two types of inductive effects named as positive and negative inductive effect. Positive inductive effect lowers the acidic strength of the compounds, whereas negative inductive effect increases the acidic strength of the compounds. The elimination of a proton leads to the formation of a conjugate base.

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Answer 3

Question

Chapter 19, Problem 19.48P

Interpretation Introduction

(a)

Interpretation: The explanation corresponding to the given statement that the pKa for loss of the first proton (pKa1) is lower for phthalic acid than isophthalic acid is to be stated.

Concept introduction: The pKa value and acidic strength are inversely related to each other. The major factors that contribute to the acidic strength are inductive effect and polarity. There are two types of inductive effects named as positive and negative inductive effect. Positive inductive effect lowers the acidic strength of the compounds, whereas negative inductive effect increases the acidic strength of the compounds. The elimination of a proton leads to the formation of a conjugate base.

Interpretation Introduction

(b)

Interpretation: The explanation corresponding to the given statement that the pKa for loss of the second proton (pKa2) is higher for phthalic acid than isophthalic acid is to be stated.

Concept introduction: The pKa value and acidic strength are inversely related to each other. The major factors that contribute to the acidic strength are inductive effect and polarity. There are two types of inductive effects named as positive and negative inductive effect. Positive inductive effect lowers the acidic strength of the compounds, whereas negative inductive effect increases the acidic strength of the compounds. The elimination of a proton leads to the formation of a conjugate base.

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Answer 4

Question

Chapter 19, Problem 19.48P

Interpretation Introduction

(a)

Interpretation: The explanation corresponding to the given statement that the pKa for loss of the first proton (pKa1) is lower for phthalic acid than isophthalic acid is to be stated.

Concept introduction: The pKa value and acidic strength are inversely related to each other. The major factors that contribute to the acidic strength are inductive effect and polarity. There are two types of inductive effects named as positive and negative inductive effect. Positive inductive effect lowers the acidic strength of the compounds, whereas negative inductive effect increases the acidic strength of the compounds. The elimination of a proton leads to the formation of a conjugate base.

Interpretation Introduction

(b)

Interpretation: The explanation corresponding to the given statement that the pKa for loss of the second proton (pKa2) is higher for phthalic acid than isophthalic acid is to be stated.

Concept introduction: The pKa value and acidic strength are inversely related to each other. The major factors that contribute to the acidic strength are inductive effect and polarity. There are two types of inductive effects named as positive and negative inductive effect. Positive inductive effect lowers the acidic strength of the compounds, whereas negative inductive effect increases the acidic strength of the compounds. The elimination of a proton leads to the formation of a conjugate base.

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Answer 5

Chapter 19, Problem 19.48P

Interpretation Introduction

(a)

Interpretation: The explanation corresponding to the given statement that the pKa for loss of the first proton (pKa1) is lower for phthalic acid than isophthalic acid is to be stated.

Concept introduction: The pKa value and acidic strength are inversely related to each other. The major factors that contribute to the acidic strength are inductive effect and polarity. There are two types of inductive effects named as positive and negative inductive effect. Positive inductive effect lowers the acidic strength of the compounds, whereas negative inductive effect increases the acidic strength of the compounds. The elimination of a proton leads to the formation of a conjugate base.

Interpretation Introduction

(b)

Interpretation: The explanation corresponding to the given statement that the pKa for loss of the second proton (pKa2) is higher for phthalic acid than isophthalic acid is to be stated.

Concept introduction: The pKa value and acidic strength are inversely related to each other. The major factors that contribute to the acidic strength are inductive effect and polarity. There are two types of inductive effects named as positive and negative inductive effect. Positive inductive effect lowers the acidic strength of the compounds, whereas negative inductive effect increases the acidic strength of the compounds. The elimination of a proton leads to the formation of a conjugate base.

Answer 6

Chapter 19, Problem 19.48P

Interpretation Introduction

(a)

Interpretation: The explanation corresponding to the given statement that the pKa for loss of the first proton (pKa1) is lower for phthalic acid than isophthalic acid is to be stated.

Concept introduction: The pKa value and acidic strength are inversely related to each other. The major factors that contribute to the acidic strength are inductive effect and polarity. There are two types of inductive effects named as positive and negative inductive effect. Positive inductive effect lowers the acidic strength of the compounds, whereas negative inductive effect increases the acidic strength of the compounds. The elimination of a proton leads to the formation of a conjugate base.

Answer 7

Chapter 19, Problem 19.48P

Interpretation Introduction

(a)

Interpretation: The explanation corresponding to the given statement that the pKa for loss of the first proton (pKa1) is lower for phthalic acid than isophthalic acid is to be stated.

Concept introduction: The pKa value and acidic strength are inversely related to each other. The major factors that contribute to the acidic strength are inductive effect and polarity. There are two types of inductive effects named as positive and negative inductive effect. Positive inductive effect lowers the acidic strength of the compounds, whereas negative inductive effect increases the acidic strength of the compounds. The elimination of a proton leads to the formation of a conjugate base.

Answer 8

Interpretation Introduction

(b)

Interpretation: The explanation corresponding to the given statement that the pKa for loss of the second proton (pKa2) is higher for phthalic acid than isophthalic acid is to be stated.

Concept introduction: The pKa value and acidic strength are inversely related to each other. The major factors that contribute to the acidic strength are inductive effect and polarity. There are two types of inductive effects named as positive and negative inductive effect. Positive inductive effect lowers the acidic strength of the compounds, whereas negative inductive effect increases the acidic strength of the compounds. The elimination of a proton leads to the formation of a conjugate base.

Answer 9

Interpretation Introduction

(b)

Interpretation: The explanation corresponding to the given statement that the pKa for loss of the second proton (pKa2) is higher for phthalic acid than isophthalic acid is to be stated.

Concept introduction: The pKa value and acidic strength are inversely related to each other. The major factors that contribute to the acidic strength are inductive effect and polarity. There are two types of inductive effects named as positive and negative inductive effect. Positive inductive effect lowers the acidic strength of the compounds, whereas negative inductive effect increases the acidic strength of the compounds. The elimination of a proton leads to the formation of a conjugate base.

Answer 10

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Answer 11

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Answer 12

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Answer 13

Ch. 19 - Prob. 19.1P Ch. 19 - Problem 19.2 Give the structure corresponding to...Ch. 19 - Problem 19.3 Draw the structure corresponding to...Ch. 19 - Prob. 19.4P Ch. 19 - Prob. 19.5P Ch. 19 - Problem 19.6 Rank the following compounds in order...Ch. 19 - Problem 19.7 Explain how you could use IR...Ch. 19 - Prob. 19.8P Ch. 19 - Problem 19.9 How many tetrahedral stereogenic...Ch. 19 - Problem 19.10 What alcohol can be oxidized to each...

Solution Summary: The author explains that the pK_ a value and acidic strength are inversely related.

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