The four different conjugate bases that would be formed by the deprotonation of the four different OH groups in ascorbic acid. Interpretation: The four different conjugate bases that would be formed by the deprotonation of the four different OH groups in ascorbic acid are to be shown. Concept introduction: The delocalization of electrons due to presence of lone pair and double bond is called resonating structure. The structure is more stable if the resonating structures are more. When an acid donates a proton the species formed is known as conjugate base and when the base accepts a proton the species formed is known as conjugate acid.

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Answer 1

Question

Chapter 2, Problem 2.54SP

(a)

Interpretation Introduction

To determine: The four different conjugate bases that would be formed by the deprotonation of the four different OH groups in ascorbic acid.

Interpretation: The four different conjugate bases that would be formed by the deprotonation of the four different OH groups in ascorbic acid are to be shown.

Concept introduction: The delocalization of electrons due to presence of lone pair and double bond is called resonating structure. The structure is more stable if the resonating structures are more. When an acid donates a proton the species formed is known as conjugate base and when the base accepts a proton the species formed is known as conjugate acid.

(b)

Interpretation Introduction

To determine: The comparison between the stabilities of the resulting conjugate bases and the most acidic OH group of ascorbic acid.

Interpretation: The stabilities of the resulting conjugate bases are to be compared and the most acidic OH group of ascorbic acid is to be predicted.

Concept introduction: The acidity and basicity of a compound is influenced by the resonance. The amount of stability depends on the delocalization of the charge through the resonance.

(c)

Interpretation Introduction

To determine: The comparison between the most stable conjugate bases of ascorbic acid and acetic acid and an explanation corresponding to the fact that the two compounds have similar acidities even though ascorbic acid lacks carboxylic group.

Interpretation: The most stable conjugate bases of ascorbic acid and acetic acid are to be compared and an explanation corresponding to the fact that the two compounds have similar acidities even though ascorbic acid lacks carboxylic group is to be explained.

Concept introduction: The acidity and basicity of a compound is influenced by the resonance. The amount of stability depends on the delocalization of the charge through the resonance.

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Students have asked these similar questions

The pKa of ascorbic acid (vitamin C, page 55) is 4.17, showing that it is slightly more acidic than acetic acid (CH3COOH, pKa 4.74). Compare the most stable conjugate base of ascorbic acid with the conjugate base of acetic acid, and suggest why these two compounds have similar acidities, even though ascorbic acid lacks the carboxylic acid (COOH) group.

The pKa of ascorbic acid (vitamin C, page 55) is 4.17, showing that it is slightly more acidic than acetic acid (CH3COOH, pKa 4.74).Compare the stabilities of these four conjugate bases, and predict which OH group of ascorbic acid is the most acidic

The pKa of ascorbic acid (vitamin C, page 55) is 4.17, showing that it is slightly more acidic than acetic acid (CH3COOH, pKa 4.74). Show the four different conjugate bases that would be formed by deprotonation of the four different OH groups in ascorbic acid.

Answer 2

Question

Chapter 2, Problem 2.54SP

(a)

Interpretation Introduction

To determine: The four different conjugate bases that would be formed by the deprotonation of the four different OH groups in ascorbic acid.

Interpretation: The four different conjugate bases that would be formed by the deprotonation of the four different OH groups in ascorbic acid are to be shown.

Concept introduction: The delocalization of electrons due to presence of lone pair and double bond is called resonating structure. The structure is more stable if the resonating structures are more. When an acid donates a proton the species formed is known as conjugate base and when the base accepts a proton the species formed is known as conjugate acid.

(b)

Interpretation Introduction

To determine: The comparison between the stabilities of the resulting conjugate bases and the most acidic OH group of ascorbic acid.

Interpretation: The stabilities of the resulting conjugate bases are to be compared and the most acidic OH group of ascorbic acid is to be predicted.

Concept introduction: The acidity and basicity of a compound is influenced by the resonance. The amount of stability depends on the delocalization of the charge through the resonance.

(c)

Interpretation Introduction

To determine: The comparison between the most stable conjugate bases of ascorbic acid and acetic acid and an explanation corresponding to the fact that the two compounds have similar acidities even though ascorbic acid lacks carboxylic group.

Interpretation: The most stable conjugate bases of ascorbic acid and acetic acid are to be compared and an explanation corresponding to the fact that the two compounds have similar acidities even though ascorbic acid lacks carboxylic group is to be explained.

Concept introduction: The acidity and basicity of a compound is influenced by the resonance. The amount of stability depends on the delocalization of the charge through the resonance.

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Answer 3

Question

Chapter 2, Problem 2.54SP

(a)

Interpretation Introduction

To determine: The four different conjugate bases that would be formed by the deprotonation of the four different OH groups in ascorbic acid.

Interpretation: The four different conjugate bases that would be formed by the deprotonation of the four different OH groups in ascorbic acid are to be shown.

Concept introduction: The delocalization of electrons due to presence of lone pair and double bond is called resonating structure. The structure is more stable if the resonating structures are more. When an acid donates a proton the species formed is known as conjugate base and when the base accepts a proton the species formed is known as conjugate acid.

(b)

Interpretation Introduction

To determine: The comparison between the stabilities of the resulting conjugate bases and the most acidic OH group of ascorbic acid.

Interpretation: The stabilities of the resulting conjugate bases are to be compared and the most acidic OH group of ascorbic acid is to be predicted.

Concept introduction: The acidity and basicity of a compound is influenced by the resonance. The amount of stability depends on the delocalization of the charge through the resonance.

(c)

Interpretation Introduction

To determine: The comparison between the most stable conjugate bases of ascorbic acid and acetic acid and an explanation corresponding to the fact that the two compounds have similar acidities even though ascorbic acid lacks carboxylic group.

Interpretation: The most stable conjugate bases of ascorbic acid and acetic acid are to be compared and an explanation corresponding to the fact that the two compounds have similar acidities even though ascorbic acid lacks carboxylic group is to be explained.

Concept introduction: The acidity and basicity of a compound is influenced by the resonance. The amount of stability depends on the delocalization of the charge through the resonance.

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Answer 4

Question

Chapter 2, Problem 2.54SP

(a)

Interpretation Introduction

To determine: The four different conjugate bases that would be formed by the deprotonation of the four different OH groups in ascorbic acid.

Interpretation: The four different conjugate bases that would be formed by the deprotonation of the four different OH groups in ascorbic acid are to be shown.

Concept introduction: The delocalization of electrons due to presence of lone pair and double bond is called resonating structure. The structure is more stable if the resonating structures are more. When an acid donates a proton the species formed is known as conjugate base and when the base accepts a proton the species formed is known as conjugate acid.

(b)

Interpretation Introduction

To determine: The comparison between the stabilities of the resulting conjugate bases and the most acidic OH group of ascorbic acid.

Interpretation: The stabilities of the resulting conjugate bases are to be compared and the most acidic OH group of ascorbic acid is to be predicted.

Concept introduction: The acidity and basicity of a compound is influenced by the resonance. The amount of stability depends on the delocalization of the charge through the resonance.

(c)

Interpretation Introduction

To determine: The comparison between the most stable conjugate bases of ascorbic acid and acetic acid and an explanation corresponding to the fact that the two compounds have similar acidities even though ascorbic acid lacks carboxylic group.

Interpretation: The most stable conjugate bases of ascorbic acid and acetic acid are to be compared and an explanation corresponding to the fact that the two compounds have similar acidities even though ascorbic acid lacks carboxylic group is to be explained.

Concept introduction: The acidity and basicity of a compound is influenced by the resonance. The amount of stability depends on the delocalization of the charge through the resonance.

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Answer 5

Chapter 2, Problem 2.54SP

(a)

Interpretation Introduction

To determine: The four different conjugate bases that would be formed by the deprotonation of the four different OH groups in ascorbic acid.

Interpretation: The four different conjugate bases that would be formed by the deprotonation of the four different OH groups in ascorbic acid are to be shown.

Concept introduction: The delocalization of electrons due to presence of lone pair and double bond is called resonating structure. The structure is more stable if the resonating structures are more. When an acid donates a proton the species formed is known as conjugate base and when the base accepts a proton the species formed is known as conjugate acid.

(b)

Interpretation Introduction

To determine: The comparison between the stabilities of the resulting conjugate bases and the most acidic OH group of ascorbic acid.

Interpretation: The stabilities of the resulting conjugate bases are to be compared and the most acidic OH group of ascorbic acid is to be predicted.

Concept introduction: The acidity and basicity of a compound is influenced by the resonance. The amount of stability depends on the delocalization of the charge through the resonance.

(c)

Interpretation Introduction

To determine: The comparison between the most stable conjugate bases of ascorbic acid and acetic acid and an explanation corresponding to the fact that the two compounds have similar acidities even though ascorbic acid lacks carboxylic group.

Interpretation: The most stable conjugate bases of ascorbic acid and acetic acid are to be compared and an explanation corresponding to the fact that the two compounds have similar acidities even though ascorbic acid lacks carboxylic group is to be explained.

Concept introduction: The acidity and basicity of a compound is influenced by the resonance. The amount of stability depends on the delocalization of the charge through the resonance.

Answer 6

Chapter 2, Problem 2.54SP

(a)

Interpretation Introduction

To determine: The four different conjugate bases that would be formed by the deprotonation of the four different OH groups in ascorbic acid.

Interpretation: The four different conjugate bases that would be formed by the deprotonation of the four different OH groups in ascorbic acid are to be shown.

Concept introduction: The delocalization of electrons due to presence of lone pair and double bond is called resonating structure. The structure is more stable if the resonating structures are more. When an acid donates a proton the species formed is known as conjugate base and when the base accepts a proton the species formed is known as conjugate acid.

Answer 7

Chapter 2, Problem 2.54SP

(a)

Interpretation Introduction

To determine: The four different conjugate bases that would be formed by the deprotonation of the four different OH groups in ascorbic acid.

Interpretation: The four different conjugate bases that would be formed by the deprotonation of the four different OH groups in ascorbic acid are to be shown.

Concept introduction: The delocalization of electrons due to presence of lone pair and double bond is called resonating structure. The structure is more stable if the resonating structures are more. When an acid donates a proton the species formed is known as conjugate base and when the base accepts a proton the species formed is known as conjugate acid.

Answer 8

(b)

Interpretation Introduction

To determine: The comparison between the stabilities of the resulting conjugate bases and the most acidic OH group of ascorbic acid.

Interpretation: The stabilities of the resulting conjugate bases are to be compared and the most acidic OH group of ascorbic acid is to be predicted.

Concept introduction: The acidity and basicity of a compound is influenced by the resonance. The amount of stability depends on the delocalization of the charge through the resonance.

Answer 9

(b)

Interpretation Introduction

To determine: The comparison between the stabilities of the resulting conjugate bases and the most acidic OH group of ascorbic acid.

Interpretation: The stabilities of the resulting conjugate bases are to be compared and the most acidic OH group of ascorbic acid is to be predicted.

Concept introduction: The acidity and basicity of a compound is influenced by the resonance. The amount of stability depends on the delocalization of the charge through the resonance.

Answer 10

(c)

Interpretation Introduction

To determine: The comparison between the most stable conjugate bases of ascorbic acid and acetic acid and an explanation corresponding to the fact that the two compounds have similar acidities even though ascorbic acid lacks carboxylic group.

Interpretation: The most stable conjugate bases of ascorbic acid and acetic acid are to be compared and an explanation corresponding to the fact that the two compounds have similar acidities even though ascorbic acid lacks carboxylic group is to be explained.

Concept introduction: The acidity and basicity of a compound is influenced by the resonance. The amount of stability depends on the delocalization of the charge through the resonance.

Answer 11

(c)

Interpretation Introduction

To determine: The comparison between the most stable conjugate bases of ascorbic acid and acetic acid and an explanation corresponding to the fact that the two compounds have similar acidities even though ascorbic acid lacks carboxylic group.

Interpretation: The most stable conjugate bases of ascorbic acid and acetic acid are to be compared and an explanation corresponding to the fact that the two compounds have similar acidities even though ascorbic acid lacks carboxylic group is to be explained.

Concept introduction: The acidity and basicity of a compound is influenced by the resonance. The amount of stability depends on the delocalization of the charge through the resonance.

Answer 12

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Answer 13

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Answer 14

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Answer 15

Ch. 2.1A - Prob. 2.1P Ch. 2.1B - The NF bond is more polar than the NH bond: but...Ch. 2.1B - For each of the following compounds 1. Draw the...Ch. 2.1B - Two isomers of 1,2-dichloroethene are known One...Ch. 2.2C - Prob. 2.5P Ch. 2.2C - Prob. 2.6P Ch. 2.3 - Prob. 2.7P Ch. 2.4 - Calculate the pH of the following solutions a....Ch. 2.6A - Ammonia appears in Table 2-2 as both an acid and a...Ch. 2.7 - Write equations for the following acid-base...

Solution Summary: The author explains how the delocalization of electrons due to presence of lone pair and double bond is called resonating structure.

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Chapter 2 Solutions