Remove a proton from the alpha carbon of N,N-dimethylethanamide but not from the alpha carbon of either N-methylethanamide or ethanamide has to be explained. Concept introduction: The electrons left behind when a proton is removed from the alpha carbon of an amide are not readily delocalized. This is because the nitrogen of the − NR group of an amide also has a lone-pair that can be delocalized on to the carbonyl oxygen. Thus the lone pair on the alpha carbon and the lone pair on the nitrogen compete for the delocalization onto the same oxygen.

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Answer 1

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Chapter 13.1, Problem 4P

Interpretation Introduction

Interpretation: Remove a proton from the alpha carbon of N,N-dimethylethanamide but not from the alpha carbon of either N-methylethanamide or ethanamide has to be explained.

Concept introduction: The electrons left behind when a proton is removed from the alpha carbon of an amide are not readily delocalized. This is because the nitrogen of the −NR group of an amide also has a lone-pair that can be delocalized on to the carbonyl oxygen.

Thus the lone pair on the alpha carbon and the lone pair on the nitrogen compete for the delocalization onto the same oxygen.

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Answer 2

Question

Chapter 13.1, Problem 4P

Interpretation Introduction

Interpretation: Remove a proton from the alpha carbon of N,N-dimethylethanamide but not from the alpha carbon of either N-methylethanamide or ethanamide has to be explained.

Concept introduction: The electrons left behind when a proton is removed from the alpha carbon of an amide are not readily delocalized. This is because the nitrogen of the −NR group of an amide also has a lone-pair that can be delocalized on to the carbonyl oxygen.

Thus the lone pair on the alpha carbon and the lone pair on the nitrogen compete for the delocalization onto the same oxygen.

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Answer 3

Question

Chapter 13.1, Problem 4P

Interpretation Introduction

Interpretation: Remove a proton from the alpha carbon of N,N-dimethylethanamide but not from the alpha carbon of either N-methylethanamide or ethanamide has to be explained.

Concept introduction: The electrons left behind when a proton is removed from the alpha carbon of an amide are not readily delocalized. This is because the nitrogen of the −NR group of an amide also has a lone-pair that can be delocalized on to the carbonyl oxygen.

Thus the lone pair on the alpha carbon and the lone pair on the nitrogen compete for the delocalization onto the same oxygen.

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Answer 4

Question

Chapter 13.1, Problem 4P

Interpretation Introduction

Interpretation: Remove a proton from the alpha carbon of N,N-dimethylethanamide but not from the alpha carbon of either N-methylethanamide or ethanamide has to be explained.

Concept introduction: The electrons left behind when a proton is removed from the alpha carbon of an amide are not readily delocalized. This is because the nitrogen of the −NR group of an amide also has a lone-pair that can be delocalized on to the carbonyl oxygen.

Thus the lone pair on the alpha carbon and the lone pair on the nitrogen compete for the delocalization onto the same oxygen.

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Answer 5

Chapter 13.1, Problem 4P

Interpretation Introduction

Interpretation: Remove a proton from the alpha carbon of N,N-dimethylethanamide but not from the alpha carbon of either N-methylethanamide or ethanamide has to be explained.

Concept introduction: The electrons left behind when a proton is removed from the alpha carbon of an amide are not readily delocalized. This is because the nitrogen of the −NR group of an amide also has a lone-pair that can be delocalized on to the carbonyl oxygen.

Thus the lone pair on the alpha carbon and the lone pair on the nitrogen compete for the delocalization onto the same oxygen.

Answer 6

Chapter 13.1, Problem 4P

Interpretation Introduction

Interpretation: Remove a proton from the alpha carbon of N,N-dimethylethanamide but not from the alpha carbon of either N-methylethanamide or ethanamide has to be explained.

Concept introduction: The electrons left behind when a proton is removed from the alpha carbon of an amide are not readily delocalized. This is because the nitrogen of the −NR group of an amide also has a lone-pair that can be delocalized on to the carbonyl oxygen.

Thus the lone pair on the alpha carbon and the lone pair on the nitrogen compete for the delocalization onto the same oxygen.

Answer 7

Chapter 13.1, Problem 4P

Interpretation Introduction

Interpretation: Remove a proton from the alpha carbon of N,N-dimethylethanamide but not from the alpha carbon of either N-methylethanamide or ethanamide has to be explained.

Concept introduction: The electrons left behind when a proton is removed from the alpha carbon of an amide are not readily delocalized. This is because the nitrogen of the −NR group of an amide also has a lone-pair that can be delocalized on to the carbonyl oxygen.

Thus the lone pair on the alpha carbon and the lone pair on the nitrogen compete for the delocalization onto the same oxygen.

Answer 8

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Answer 10

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Answer 11

Ch. 13.1 - Identify the most acidic hydrogen in each...Ch. 13.1 - Prob. 2P Ch. 13.1 - Prob. 3P Ch. 13.1 - Prob. 4P Ch. 13.1 - Explain why HO cannot remove a proton from the...Ch. 13.2 - Prob. 6P Ch. 13.2 - Prob. 7P Ch. 13.3 - Prob. 8P Ch. 13.3 - Prob. 9P Ch. 13.3 - Prob. 10P

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