The increasing order of acidity for the labeled CH 2 protons is to be shown. Concept Introduction: The most acidic hydrogen ( H ) atom or proton is the one which can be easily eliminated from the molecule. In case of carbonyl group, the C − H bond that is present on the α − carbon atom of carbonyl group is highly acidic as compared to s p 3 hybridized carbon-hydrogen bonds due to the formation of resonance stabilized enolate.

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Answer 1

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Chapter 23, Problem 23.6P

Interpretation Introduction

Interpretation: The increasing order of acidity for the labeled CH2 protons is to be shown.

Concept Introduction: The most acidic hydrogen (H) atom or proton is the one which can be easily eliminated from the molecule. In case of carbonyl group, the C−H bond that is present on the α−carbon atom of carbonyl group is highly acidic as compared to sp3 hybridized carbon-hydrogen bonds due to the formation of resonance stabilized enolate.

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Rank the following compounds in order of increasing acidity (1 = least acidic, 3 = most acidic) and in the space provided use resonance (of the conjugate base) to explain why the compound you have labelled “3” is the most acidic.

a.) Rank the attached compounds in order of increasing acidity. (b)Which compound forms the strongest conjugate base?

Indicate which is the weaker base and explain why. Be specific! NH3 or NF3

Answer 2

Question

Chapter 23, Problem 23.6P

Interpretation Introduction

Interpretation: The increasing order of acidity for the labeled CH2 protons is to be shown.

Concept Introduction: The most acidic hydrogen (H) atom or proton is the one which can be easily eliminated from the molecule. In case of carbonyl group, the C−H bond that is present on the α−carbon atom of carbonyl group is highly acidic as compared to sp3 hybridized carbon-hydrogen bonds due to the formation of resonance stabilized enolate.

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Answer 3

Question

Chapter 23, Problem 23.6P

Interpretation Introduction

Interpretation: The increasing order of acidity for the labeled CH2 protons is to be shown.

Concept Introduction: The most acidic hydrogen (H) atom or proton is the one which can be easily eliminated from the molecule. In case of carbonyl group, the C−H bond that is present on the α−carbon atom of carbonyl group is highly acidic as compared to sp3 hybridized carbon-hydrogen bonds due to the formation of resonance stabilized enolate.

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Answer 4

Question

Chapter 23, Problem 23.6P

Interpretation Introduction

Interpretation: The increasing order of acidity for the labeled CH2 protons is to be shown.

Concept Introduction: The most acidic hydrogen (H) atom or proton is the one which can be easily eliminated from the molecule. In case of carbonyl group, the C−H bond that is present on the α−carbon atom of carbonyl group is highly acidic as compared to sp3 hybridized carbon-hydrogen bonds due to the formation of resonance stabilized enolate.

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Answer 5

Chapter 23, Problem 23.6P

Interpretation Introduction

Interpretation: The increasing order of acidity for the labeled CH2 protons is to be shown.

Concept Introduction: The most acidic hydrogen (H) atom or proton is the one which can be easily eliminated from the molecule. In case of carbonyl group, the C−H bond that is present on the α−carbon atom of carbonyl group is highly acidic as compared to sp3 hybridized carbon-hydrogen bonds due to the formation of resonance stabilized enolate.

Answer 6

Chapter 23, Problem 23.6P

Interpretation Introduction

Interpretation: The increasing order of acidity for the labeled CH2 protons is to be shown.

Concept Introduction: The most acidic hydrogen (H) atom or proton is the one which can be easily eliminated from the molecule. In case of carbonyl group, the C−H bond that is present on the α−carbon atom of carbonyl group is highly acidic as compared to sp3 hybridized carbon-hydrogen bonds due to the formation of resonance stabilized enolate.

Answer 7

Chapter 23, Problem 23.6P

Interpretation Introduction

Interpretation: The increasing order of acidity for the labeled CH2 protons is to be shown.

Concept Introduction: The most acidic hydrogen (H) atom or proton is the one which can be easily eliminated from the molecule. In case of carbonyl group, the C−H bond that is present on the α−carbon atom of carbonyl group is highly acidic as compared to sp3 hybridized carbon-hydrogen bonds due to the formation of resonance stabilized enolate.

Answer 8

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Answer 9

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Answer 10

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Answer 11

Ch. 23 - Problem 23.1 Draw the enol or keto tautomer(s) of...Ch. 23 - Prob. 23.2P Ch. 23 - Problem 23.3 When phenylacetaldehyde is dissolved...Ch. 23 - Prob. 23.4P Ch. 23 - Problem 23.5 Which bonds in the following...Ch. 23 - Prob. 23.6P Ch. 23 - Prob. 23.7P Ch. 23 - Prob. 23.8P Ch. 23 - Prob. 23.9P Ch. 23 - Prob. 23.10P

Solution Summary: The author explains the increasing order of acidity for the labeled CH_ 2 protons.

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Chapter 23 Solutions