The α hydrogen of an N , N -disubstituted amide is less acidic than α hydrogen of an ester is to be explained. Concept introduction: Acidity of α hydrogen that is abstracted by a base depends on the stability of the conjugate base. If the negative charge on conjugate base is stabilized by resonance or delocalization of electrons, then the loss of α hydrogen becomes favorable. More stable the conjugate base, more acidic is the α hydrogen atom.

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Answer 1

Question

Chapter 18.1, Problem 4P

Interpretation Introduction

Interpretation: The α hydrogen of an N,N-disubstituted amide is less acidic than α hydrogen of an ester is to be explained.

Concept introduction: Acidity of α hydrogen that is abstracted by a base depends on the stability of the conjugate base. If the negative charge on conjugate base is stabilized by resonance or delocalization of electrons, then the loss of α hydrogen becomes favorable. More stable the conjugate base, more acidic is the α hydrogen atom.

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Answer 2

Question

Chapter 18.1, Problem 4P

Interpretation Introduction

Interpretation: The α hydrogen of an N,N-disubstituted amide is less acidic than α hydrogen of an ester is to be explained.

Concept introduction: Acidity of α hydrogen that is abstracted by a base depends on the stability of the conjugate base. If the negative charge on conjugate base is stabilized by resonance or delocalization of electrons, then the loss of α hydrogen becomes favorable. More stable the conjugate base, more acidic is the α hydrogen atom.

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Answer 3

Question

Chapter 18.1, Problem 4P

Interpretation Introduction

Interpretation: The α hydrogen of an N,N-disubstituted amide is less acidic than α hydrogen of an ester is to be explained.

Concept introduction: Acidity of α hydrogen that is abstracted by a base depends on the stability of the conjugate base. If the negative charge on conjugate base is stabilized by resonance or delocalization of electrons, then the loss of α hydrogen becomes favorable. More stable the conjugate base, more acidic is the α hydrogen atom.

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Answer 4

Question

Chapter 18.1, Problem 4P

Interpretation Introduction

Interpretation: The α hydrogen of an N,N-disubstituted amide is less acidic than α hydrogen of an ester is to be explained.

Concept introduction: Acidity of α hydrogen that is abstracted by a base depends on the stability of the conjugate base. If the negative charge on conjugate base is stabilized by resonance or delocalization of electrons, then the loss of α hydrogen becomes favorable. More stable the conjugate base, more acidic is the α hydrogen atom.

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Answer 5

Chapter 18.1, Problem 4P

Interpretation Introduction

Interpretation: The α hydrogen of an N,N-disubstituted amide is less acidic than α hydrogen of an ester is to be explained.

Concept introduction: Acidity of α hydrogen that is abstracted by a base depends on the stability of the conjugate base. If the negative charge on conjugate base is stabilized by resonance or delocalization of electrons, then the loss of α hydrogen becomes favorable. More stable the conjugate base, more acidic is the α hydrogen atom.

Answer 6

Chapter 18.1, Problem 4P

Interpretation Introduction

Interpretation: The α hydrogen of an N,N-disubstituted amide is less acidic than α hydrogen of an ester is to be explained.

Concept introduction: Acidity of α hydrogen that is abstracted by a base depends on the stability of the conjugate base. If the negative charge on conjugate base is stabilized by resonance or delocalization of electrons, then the loss of α hydrogen becomes favorable. More stable the conjugate base, more acidic is the α hydrogen atom.

Answer 7

Chapter 18.1, Problem 4P

Interpretation Introduction

Interpretation: The α hydrogen of an N,N-disubstituted amide is less acidic than α hydrogen of an ester is to be explained.

Concept introduction: Acidity of α hydrogen that is abstracted by a base depends on the stability of the conjugate base. If the negative charge on conjugate base is stabilized by resonance or delocalization of electrons, then the loss of α hydrogen becomes favorable. More stable the conjugate base, more acidic is the α hydrogen atom.

Answer 8

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Answer 10

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Answer 11

Ch. 18.1 - Prob. 1P Ch. 18.1 - Prob. 2P Ch. 18.1 - Prob. 3P Ch. 18.1 - Prob. 4P Ch. 18.1 - PROBLEM 5♦ List the compounds in each of the...Ch. 18.2 - Explain why 92% of 2,4-pemtanedione exists as the...Ch. 18.3 - Draw the enol tautomers for each of the following...Ch. 18.3 - Prob. 8P Ch. 18.4 - Prob. 9P Ch. 18.4 - Prob. 10P

Solution Summary: The author explains that the acidity of alpha hydrogen that is abstracted by a base depends on the stability of the conjugate base.

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