(a) Interpretation: The enol structure of the compound 2-methylcyclohexanone is to be drawn. The explanation as to why the compound does not form enol structure is to be stated. Concept introduction: Ketone also exists in two forms which are commonly known as keto-enol tautomerism. Tautomers are isomers which differ only in the position of the protons and electrons of the double bond of the electronegative atom in the compound. There is no change in the carbon skeleton of the compound. This phenomenon which involves simple proton transfer in an intramolecular fashion is known as tautomerism.

Question

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Answer 1

Question

Definition Definition Organic compounds that have a carbonyl group, C=O, as their functional group. The carbonyl group in aldehydes is placed at the end of the molecular structure, which means the C=O is attached to one hydrogen atom and an alkyl group or a benzene ring. Just like all the other homologous series in organic chemistry, the naming of aldehydes uses the suffix “-al”. The general molecular formula is C n H 2n O.

Chapter 22, Problem 22.7P

Interpretation Introduction

(a)

Interpretation:

The enol structure of the compound $2-methylcyclohexanone$ is to be drawn. The explanation as to why the compound does not form enol structure is to be stated.

Concept introduction:

Ketone also exists in two forms which are commonly known as keto-enol tautomerism. Tautomers are isomers which differ only in the position of the protons and electrons of the double bond of the electronegative atom in the compound. There is no change in the carbon skeleton of the compound. This phenomenon which involves simple proton transfer in an intramolecular fashion is known as tautomerism.

Expert Solution

Answer to Problem 22.7P

The enol structures of the compound $2-methylcyclohexanone$ are shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 22, Problem 22.7P , additional homework tip 1

Explanation of Solution

The structure of $2-methylcyclohexanone$ is shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 22, Problem 22.7P , additional homework tip 2

Figure 1

In the compound, $2-methylcyclohexanone$ , there are $α$ -hydrogens present on both sides of the carbonyl group. The compound $2-methylcyclohexanone$ can undergo keto-enoltautomerism by the transfer of $α−$ hydrogen. Therefore, the keto-enoltautomerism in $2-methylcyclohexanone$ is shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 22, Problem 22.7P , additional homework tip 3

Figure 2

The compound $2-methylcyclohexanone$ has two enol forms.

Conclusion

The enol structures of the compound $2-methylcyclohexanone$ are shown in Figure 2.

Interpretation Introduction

(b)

Interpretation:

The enol structure of the compound $2-methylpentanoic acid$ is to be drawn. The explanation as to why the compound does not form enol structure.

Concept introduction:

Ketone also exists in two forms which are commonly known as keto-enol tautomerism. Tautomers are isomers which differ only in the position of the protons and electrons of the double bond of the electronegative atom in the compound. There is no change in the carbon skeleton of the compound. This phenomenon which involves simple proton transfer in an intramolecular fashion is known as tautomerism.

Expert Solution

Answer to Problem 22.7P

The enol structure of the compound $2-methylpentanoic acid$ is shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 22, Problem 22.7P , additional homework tip 4

Explanation of Solution

The structure of given compound $2-methylpentanoic acid$ is shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 22, Problem 22.7P , additional homework tip 5

Figure 3

In the compound, $2-methylpentanoic acid$ , there is $α−$ hydrogen present on one side of the carbonyl group. The compound $2-methylpentanoic acid$ can undergo keto-enoltautomerism by the transfer of $α−$ hydrogen. Therefore, the keto-enoltautomerism of $2-methylpentanoic acid$ is shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 22, Problem 22.7P , additional homework tip 6

Figure 4

Conclusion

The enol structure of the compound $2-methylpentanoic acid$ is shown in Figure 4.

Interpretation Introduction

(c)

Interpretation:

The enol structure of the compound benzaldehyde is to be drawn. The explanation as to why the compound does not form enol structure.

Concept introduction:

The carbonyl compound contains a $>C=O$ group. They are of two types aldehyde and ketone. Ketone also exists in two forms which are commonly known as keto-enoltautomerism. Tautomers are isomers which differ only in the position of the protons and electrons of the double bond of the electronegative atom in the compound. There is no change in the carbon skeleton of the compound. This phenomenon which involves simple proton transfer in an intramolecular fashion is known as tautomerism.

Expert Solution

Answer to Problem 22.7P

There is no $α−$ hydrogen in benzaldehyde. Therefore, it does not have any enol structure.

Explanation of Solution

The given compound benzaldehydeis shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 22, Problem 22.7P , additional homework tip 7

Figure 5

In the compoundbenzaldehydethere is no $α−$ hydrogens present on either side of the carbonyl group. It is not possible that benzaldehyde will undergo keto-enoltautomerism. Therefore, no enol forms will be observed.

Conclusion

In benzaldehyde, due to the absence of $α−$ hydrogen no enol structures will be obtained.

Interpretation Introduction

(d)

Interpretation:

The enol structure of the compound $N,N-dimethylacetamide$ is to be drawn. The explanation as to why the compound does not form enol structure.

Concept introduction:

Ketone also exists in two forms which are commonly known as keto-enol tautomerism. Tautomers are isomers which differ only in the position of the protons and electrons of the double bond of the electronegative atom in the compound. There is no change in the carbon skeleton of the compound. This phenomenon which involves simple proton transfer in an intramolecular fashion is known as tautomerism.

Expert Solution

Answer to Problem 22.7P

The enol structure of the compound $N,N-dimethylacetamide$ is shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 22, Problem 22.7P , additional homework tip 8

Explanation of Solution

The structure of the given compound $N,N-dimethylacetamide$ is shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 22, Problem 22.7P , additional homework tip 9

Figure 6

In the compound, $N,N-dimethylacetamide$ there are $α−$ hydrogens present on one side of the carbonyl group. The compound $N,N-dimethylacetamide$ can undergo keto-enoltautomerism by the transfer of $α−$ hydrogen. Therefore, the keto-enoltautomerism in $N,N-dimethylacetamide$ is shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 22, Problem 22.7P , additional homework tip 10

Figure 7

Conclusion

The enol structure of the compound $N,N-dimethylacetamide$ is shown in Figure 7.

Interpretation Introduction

(e)

Interpretation:

The enol structure of the compound $N,N-dimethylformamide$ is to be drawn. The explanation as to why the compound does not form enol structure.

Concept introduction:

Ketone also exists in two forms which are commonly known as keto-enol tautomerism. Tautomers are isomers which differ only in the position of the protons and electrons of the double bond of the electronegative atom in the compound. There is no change in the carbon skeleton of the compound. This phenomenon which involves simple proton transfer in an intramolecular fashion is known as tautomerism.

Expert Solution

Answer to Problem 22.7P

There is no $α-$ hydrogen in $N,N-dimethylformamide$ . Therefore, it does not have any enol structure.

Explanation of Solution

The given compound $N,N-dimethylformamide$ is shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 22, Problem 22.7P , additional homework tip 11

Figure 8

In the compound $N,N-dimethylformamide$ , there are no $α-$ hydrogens present on either side of the carbonyl group. It is not possible that $N,N-dimethylformamide$ will undergo keto-enoltautomerism. Therefore, no enol forms will be observed.

Conclusion

In $N,N-dimethylformamide$ , due to the absence of $α-$ hydrogen, no enol structures will be obtained.

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Answer 2

Question

Definition Definition Organic compounds that have a carbonyl group, C=O, as their functional group. The carbonyl group in aldehydes is placed at the end of the molecular structure, which means the C=O is attached to one hydrogen atom and an alkyl group or a benzene ring. Just like all the other homologous series in organic chemistry, the naming of aldehydes uses the suffix “-al”. The general molecular formula is C n H 2n O.

Chapter 22, Problem 22.7P

Interpretation Introduction

(a)

Interpretation:

The enol structure of the compound $2-methylcyclohexanone$ is to be drawn. The explanation as to why the compound does not form enol structure is to be stated.

Concept introduction:

Ketone also exists in two forms which are commonly known as keto-enol tautomerism. Tautomers are isomers which differ only in the position of the protons and electrons of the double bond of the electronegative atom in the compound. There is no change in the carbon skeleton of the compound. This phenomenon which involves simple proton transfer in an intramolecular fashion is known as tautomerism.

Expert Solution

Answer to Problem 22.7P

The enol structures of the compound $2-methylcyclohexanone$ are shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 22, Problem 22.7P , additional homework tip 1

Explanation of Solution

The structure of $2-methylcyclohexanone$ is shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 22, Problem 22.7P , additional homework tip 2

Figure 1

In the compound, $2-methylcyclohexanone$ , there are $α$ -hydrogens present on both sides of the carbonyl group. The compound $2-methylcyclohexanone$ can undergo keto-enoltautomerism by the transfer of $α−$ hydrogen. Therefore, the keto-enoltautomerism in $2-methylcyclohexanone$ is shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 22, Problem 22.7P , additional homework tip 3

Figure 2

The compound $2-methylcyclohexanone$ has two enol forms.

Conclusion

The enol structures of the compound $2-methylcyclohexanone$ are shown in Figure 2.

Interpretation Introduction

(b)

Interpretation:

The enol structure of the compound $2-methylpentanoic acid$ is to be drawn. The explanation as to why the compound does not form enol structure.

Concept introduction:

Ketone also exists in two forms which are commonly known as keto-enol tautomerism. Tautomers are isomers which differ only in the position of the protons and electrons of the double bond of the electronegative atom in the compound. There is no change in the carbon skeleton of the compound. This phenomenon which involves simple proton transfer in an intramolecular fashion is known as tautomerism.

Expert Solution

Answer to Problem 22.7P

The enol structure of the compound $2-methylpentanoic acid$ is shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 22, Problem 22.7P , additional homework tip 4

Explanation of Solution

The structure of given compound $2-methylpentanoic acid$ is shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 22, Problem 22.7P , additional homework tip 5

Figure 3

In the compound, $2-methylpentanoic acid$ , there is $α−$ hydrogen present on one side of the carbonyl group. The compound $2-methylpentanoic acid$ can undergo keto-enoltautomerism by the transfer of $α−$ hydrogen. Therefore, the keto-enoltautomerism of $2-methylpentanoic acid$ is shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 22, Problem 22.7P , additional homework tip 6

Figure 4

Conclusion

The enol structure of the compound $2-methylpentanoic acid$ is shown in Figure 4.

Interpretation Introduction

(c)

Interpretation:

The enol structure of the compound benzaldehyde is to be drawn. The explanation as to why the compound does not form enol structure.

Concept introduction:

The carbonyl compound contains a $>C=O$ group. They are of two types aldehyde and ketone. Ketone also exists in two forms which are commonly known as keto-enoltautomerism. Tautomers are isomers which differ only in the position of the protons and electrons of the double bond of the electronegative atom in the compound. There is no change in the carbon skeleton of the compound. This phenomenon which involves simple proton transfer in an intramolecular fashion is known as tautomerism.

Expert Solution

Answer to Problem 22.7P

There is no $α−$ hydrogen in benzaldehyde. Therefore, it does not have any enol structure.

Explanation of Solution

The given compound benzaldehydeis shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 22, Problem 22.7P , additional homework tip 7

Figure 5

In the compoundbenzaldehydethere is no $α−$ hydrogens present on either side of the carbonyl group. It is not possible that benzaldehyde will undergo keto-enoltautomerism. Therefore, no enol forms will be observed.

Conclusion

In benzaldehyde, due to the absence of $α−$ hydrogen no enol structures will be obtained.

Interpretation Introduction

(d)

Interpretation:

The enol structure of the compound $N,N-dimethylacetamide$ is to be drawn. The explanation as to why the compound does not form enol structure.

Concept introduction:

Ketone also exists in two forms which are commonly known as keto-enol tautomerism. Tautomers are isomers which differ only in the position of the protons and electrons of the double bond of the electronegative atom in the compound. There is no change in the carbon skeleton of the compound. This phenomenon which involves simple proton transfer in an intramolecular fashion is known as tautomerism.

Expert Solution

Answer to Problem 22.7P

The enol structure of the compound $N,N-dimethylacetamide$ is shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 22, Problem 22.7P , additional homework tip 8

Explanation of Solution

The structure of the given compound $N,N-dimethylacetamide$ is shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 22, Problem 22.7P , additional homework tip 9

Figure 6

In the compound, $N,N-dimethylacetamide$ there are $α−$ hydrogens present on one side of the carbonyl group. The compound $N,N-dimethylacetamide$ can undergo keto-enoltautomerism by the transfer of $α−$ hydrogen. Therefore, the keto-enoltautomerism in $N,N-dimethylacetamide$ is shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 22, Problem 22.7P , additional homework tip 10

Figure 7

Conclusion

The enol structure of the compound $N,N-dimethylacetamide$ is shown in Figure 7.

Interpretation Introduction

(e)

Interpretation:

The enol structure of the compound $N,N-dimethylformamide$ is to be drawn. The explanation as to why the compound does not form enol structure.

Concept introduction:

Ketone also exists in two forms which are commonly known as keto-enol tautomerism. Tautomers are isomers which differ only in the position of the protons and electrons of the double bond of the electronegative atom in the compound. There is no change in the carbon skeleton of the compound. This phenomenon which involves simple proton transfer in an intramolecular fashion is known as tautomerism.

Expert Solution

Answer to Problem 22.7P

There is no $α-$ hydrogen in $N,N-dimethylformamide$ . Therefore, it does not have any enol structure.

Explanation of Solution

The given compound $N,N-dimethylformamide$ is shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 22, Problem 22.7P , additional homework tip 11

Figure 8

In the compound $N,N-dimethylformamide$ , there are no $α-$ hydrogens present on either side of the carbonyl group. It is not possible that $N,N-dimethylformamide$ will undergo keto-enoltautomerism. Therefore, no enol forms will be observed.

Conclusion

In $N,N-dimethylformamide$ , due to the absence of $α-$ hydrogen, no enol structures will be obtained.

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Answer 3

Question

Definition Definition Organic compounds that have a carbonyl group, C=O, as their functional group. The carbonyl group in aldehydes is placed at the end of the molecular structure, which means the C=O is attached to one hydrogen atom and an alkyl group or a benzene ring. Just like all the other homologous series in organic chemistry, the naming of aldehydes uses the suffix “-al”. The general molecular formula is C n H 2n O.

Chapter 22, Problem 22.7P

Interpretation Introduction

(a)

Interpretation:

The enol structure of the compound $2-methylcyclohexanone$ is to be drawn. The explanation as to why the compound does not form enol structure is to be stated.

Concept introduction:

Ketone also exists in two forms which are commonly known as keto-enol tautomerism. Tautomers are isomers which differ only in the position of the protons and electrons of the double bond of the electronegative atom in the compound. There is no change in the carbon skeleton of the compound. This phenomenon which involves simple proton transfer in an intramolecular fashion is known as tautomerism.

Expert Solution

Answer to Problem 22.7P

The enol structures of the compound $2-methylcyclohexanone$ are shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 22, Problem 22.7P , additional homework tip 1

Explanation of Solution

The structure of $2-methylcyclohexanone$ is shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 22, Problem 22.7P , additional homework tip 2

Figure 1

In the compound, $2-methylcyclohexanone$ , there are $α$ -hydrogens present on both sides of the carbonyl group. The compound $2-methylcyclohexanone$ can undergo keto-enoltautomerism by the transfer of $α−$ hydrogen. Therefore, the keto-enoltautomerism in $2-methylcyclohexanone$ is shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 22, Problem 22.7P , additional homework tip 3

Figure 2

The compound $2-methylcyclohexanone$ has two enol forms.

Conclusion

The enol structures of the compound $2-methylcyclohexanone$ are shown in Figure 2.

Interpretation Introduction

(b)

Interpretation:

The enol structure of the compound $2-methylpentanoic acid$ is to be drawn. The explanation as to why the compound does not form enol structure.

Concept introduction:

Ketone also exists in two forms which are commonly known as keto-enol tautomerism. Tautomers are isomers which differ only in the position of the protons and electrons of the double bond of the electronegative atom in the compound. There is no change in the carbon skeleton of the compound. This phenomenon which involves simple proton transfer in an intramolecular fashion is known as tautomerism.

Expert Solution

Answer to Problem 22.7P

The enol structure of the compound $2-methylpentanoic acid$ is shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 22, Problem 22.7P , additional homework tip 4

Explanation of Solution

The structure of given compound $2-methylpentanoic acid$ is shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 22, Problem 22.7P , additional homework tip 5

Figure 3

In the compound, $2-methylpentanoic acid$ , there is $α−$ hydrogen present on one side of the carbonyl group. The compound $2-methylpentanoic acid$ can undergo keto-enoltautomerism by the transfer of $α−$ hydrogen. Therefore, the keto-enoltautomerism of $2-methylpentanoic acid$ is shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 22, Problem 22.7P , additional homework tip 6

Figure 4

Conclusion

The enol structure of the compound $2-methylpentanoic acid$ is shown in Figure 4.

Interpretation Introduction

(c)

Interpretation:

The enol structure of the compound benzaldehyde is to be drawn. The explanation as to why the compound does not form enol structure.

Concept introduction:

The carbonyl compound contains a $>C=O$ group. They are of two types aldehyde and ketone. Ketone also exists in two forms which are commonly known as keto-enoltautomerism. Tautomers are isomers which differ only in the position of the protons and electrons of the double bond of the electronegative atom in the compound. There is no change in the carbon skeleton of the compound. This phenomenon which involves simple proton transfer in an intramolecular fashion is known as tautomerism.

Expert Solution

Answer to Problem 22.7P

There is no $α−$ hydrogen in benzaldehyde. Therefore, it does not have any enol structure.

Explanation of Solution

The given compound benzaldehydeis shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 22, Problem 22.7P , additional homework tip 7

Figure 5

In the compoundbenzaldehydethere is no $α−$ hydrogens present on either side of the carbonyl group. It is not possible that benzaldehyde will undergo keto-enoltautomerism. Therefore, no enol forms will be observed.

Conclusion

In benzaldehyde, due to the absence of $α−$ hydrogen no enol structures will be obtained.

Interpretation Introduction

(d)

Interpretation:

The enol structure of the compound $N,N-dimethylacetamide$ is to be drawn. The explanation as to why the compound does not form enol structure.

Concept introduction:

Ketone also exists in two forms which are commonly known as keto-enol tautomerism. Tautomers are isomers which differ only in the position of the protons and electrons of the double bond of the electronegative atom in the compound. There is no change in the carbon skeleton of the compound. This phenomenon which involves simple proton transfer in an intramolecular fashion is known as tautomerism.

Expert Solution

Answer to Problem 22.7P

The enol structure of the compound $N,N-dimethylacetamide$ is shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 22, Problem 22.7P , additional homework tip 8

Explanation of Solution

The structure of the given compound $N,N-dimethylacetamide$ is shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 22, Problem 22.7P , additional homework tip 9

Figure 6

In the compound, $N,N-dimethylacetamide$ there are $α−$ hydrogens present on one side of the carbonyl group. The compound $N,N-dimethylacetamide$ can undergo keto-enoltautomerism by the transfer of $α−$ hydrogen. Therefore, the keto-enoltautomerism in $N,N-dimethylacetamide$ is shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 22, Problem 22.7P , additional homework tip 10

Figure 7

Conclusion

The enol structure of the compound $N,N-dimethylacetamide$ is shown in Figure 7.

Interpretation Introduction

(e)

Interpretation:

The enol structure of the compound $N,N-dimethylformamide$ is to be drawn. The explanation as to why the compound does not form enol structure.

Concept introduction:

Ketone also exists in two forms which are commonly known as keto-enol tautomerism. Tautomers are isomers which differ only in the position of the protons and electrons of the double bond of the electronegative atom in the compound. There is no change in the carbon skeleton of the compound. This phenomenon which involves simple proton transfer in an intramolecular fashion is known as tautomerism.

Expert Solution

Answer to Problem 22.7P

There is no $α-$ hydrogen in $N,N-dimethylformamide$ . Therefore, it does not have any enol structure.

Explanation of Solution

The given compound $N,N-dimethylformamide$ is shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 22, Problem 22.7P , additional homework tip 11

Figure 8

In the compound $N,N-dimethylformamide$ , there are no $α-$ hydrogens present on either side of the carbonyl group. It is not possible that $N,N-dimethylformamide$ will undergo keto-enoltautomerism. Therefore, no enol forms will be observed.

Conclusion

In $N,N-dimethylformamide$ , due to the absence of $α-$ hydrogen, no enol structures will be obtained.

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Answer 4

Question

Definition Definition Organic compounds that have a carbonyl group, C=O, as their functional group. The carbonyl group in aldehydes is placed at the end of the molecular structure, which means the C=O is attached to one hydrogen atom and an alkyl group or a benzene ring. Just like all the other homologous series in organic chemistry, the naming of aldehydes uses the suffix “-al”. The general molecular formula is C n H 2n O.

Chapter 22, Problem 22.7P

Interpretation Introduction

(a)

Interpretation:

The enol structure of the compound $2-methylcyclohexanone$ is to be drawn. The explanation as to why the compound does not form enol structure is to be stated.

Concept introduction:

Ketone also exists in two forms which are commonly known as keto-enol tautomerism. Tautomers are isomers which differ only in the position of the protons and electrons of the double bond of the electronegative atom in the compound. There is no change in the carbon skeleton of the compound. This phenomenon which involves simple proton transfer in an intramolecular fashion is known as tautomerism.

Expert Solution

Answer to Problem 22.7P

The enol structures of the compound $2-methylcyclohexanone$ are shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 22, Problem 22.7P , additional homework tip 1

Explanation of Solution

The structure of $2-methylcyclohexanone$ is shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 22, Problem 22.7P , additional homework tip 2

Figure 1

In the compound, $2-methylcyclohexanone$ , there are $α$ -hydrogens present on both sides of the carbonyl group. The compound $2-methylcyclohexanone$ can undergo keto-enoltautomerism by the transfer of $α−$ hydrogen. Therefore, the keto-enoltautomerism in $2-methylcyclohexanone$ is shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 22, Problem 22.7P , additional homework tip 3

Figure 2

The compound $2-methylcyclohexanone$ has two enol forms.

Conclusion

The enol structures of the compound $2-methylcyclohexanone$ are shown in Figure 2.

Interpretation Introduction

(b)

Interpretation:

The enol structure of the compound $2-methylpentanoic acid$ is to be drawn. The explanation as to why the compound does not form enol structure.

Concept introduction:

Ketone also exists in two forms which are commonly known as keto-enol tautomerism. Tautomers are isomers which differ only in the position of the protons and electrons of the double bond of the electronegative atom in the compound. There is no change in the carbon skeleton of the compound. This phenomenon which involves simple proton transfer in an intramolecular fashion is known as tautomerism.

Expert Solution

Answer to Problem 22.7P

The enol structure of the compound $2-methylpentanoic acid$ is shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 22, Problem 22.7P , additional homework tip 4

Explanation of Solution

The structure of given compound $2-methylpentanoic acid$ is shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 22, Problem 22.7P , additional homework tip 5

Figure 3

In the compound, $2-methylpentanoic acid$ , there is $α−$ hydrogen present on one side of the carbonyl group. The compound $2-methylpentanoic acid$ can undergo keto-enoltautomerism by the transfer of $α−$ hydrogen. Therefore, the keto-enoltautomerism of $2-methylpentanoic acid$ is shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 22, Problem 22.7P , additional homework tip 6

Figure 4

Conclusion

The enol structure of the compound $2-methylpentanoic acid$ is shown in Figure 4.

Interpretation Introduction

(c)

Interpretation:

The enol structure of the compound benzaldehyde is to be drawn. The explanation as to why the compound does not form enol structure.

Concept introduction:

The carbonyl compound contains a $>C=O$ group. They are of two types aldehyde and ketone. Ketone also exists in two forms which are commonly known as keto-enoltautomerism. Tautomers are isomers which differ only in the position of the protons and electrons of the double bond of the electronegative atom in the compound. There is no change in the carbon skeleton of the compound. This phenomenon which involves simple proton transfer in an intramolecular fashion is known as tautomerism.

Expert Solution

Answer to Problem 22.7P

There is no $α−$ hydrogen in benzaldehyde. Therefore, it does not have any enol structure.

Explanation of Solution

The given compound benzaldehydeis shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 22, Problem 22.7P , additional homework tip 7

Figure 5

In the compoundbenzaldehydethere is no $α−$ hydrogens present on either side of the carbonyl group. It is not possible that benzaldehyde will undergo keto-enoltautomerism. Therefore, no enol forms will be observed.

Conclusion

In benzaldehyde, due to the absence of $α−$ hydrogen no enol structures will be obtained.

Interpretation Introduction

(d)

Interpretation:

The enol structure of the compound $N,N-dimethylacetamide$ is to be drawn. The explanation as to why the compound does not form enol structure.

Concept introduction:

Ketone also exists in two forms which are commonly known as keto-enol tautomerism. Tautomers are isomers which differ only in the position of the protons and electrons of the double bond of the electronegative atom in the compound. There is no change in the carbon skeleton of the compound. This phenomenon which involves simple proton transfer in an intramolecular fashion is known as tautomerism.

Expert Solution

Answer to Problem 22.7P

The enol structure of the compound $N,N-dimethylacetamide$ is shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 22, Problem 22.7P , additional homework tip 8

Explanation of Solution

The structure of the given compound $N,N-dimethylacetamide$ is shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 22, Problem 22.7P , additional homework tip 9

Figure 6

In the compound, $N,N-dimethylacetamide$ there are $α−$ hydrogens present on one side of the carbonyl group. The compound $N,N-dimethylacetamide$ can undergo keto-enoltautomerism by the transfer of $α−$ hydrogen. Therefore, the keto-enoltautomerism in $N,N-dimethylacetamide$ is shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 22, Problem 22.7P , additional homework tip 10

Figure 7

Conclusion

The enol structure of the compound $N,N-dimethylacetamide$ is shown in Figure 7.

Interpretation Introduction

(e)

Interpretation:

The enol structure of the compound $N,N-dimethylformamide$ is to be drawn. The explanation as to why the compound does not form enol structure.

Concept introduction:

Ketone also exists in two forms which are commonly known as keto-enol tautomerism. Tautomers are isomers which differ only in the position of the protons and electrons of the double bond of the electronegative atom in the compound. There is no change in the carbon skeleton of the compound. This phenomenon which involves simple proton transfer in an intramolecular fashion is known as tautomerism.

Expert Solution

Answer to Problem 22.7P

There is no $α-$ hydrogen in $N,N-dimethylformamide$ . Therefore, it does not have any enol structure.

Explanation of Solution

The given compound $N,N-dimethylformamide$ is shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 22, Problem 22.7P , additional homework tip 11

Figure 8

In the compound $N,N-dimethylformamide$ , there are no $α-$ hydrogens present on either side of the carbonyl group. It is not possible that $N,N-dimethylformamide$ will undergo keto-enoltautomerism. Therefore, no enol forms will be observed.

Conclusion

In $N,N-dimethylformamide$ , due to the absence of $α-$ hydrogen, no enol structures will be obtained.

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Answer 5

Chapter 22, Problem 22.7P

Interpretation Introduction

(a)

Interpretation:

The enol structure of the compound $2-methylcyclohexanone$ is to be drawn. The explanation as to why the compound does not form enol structure is to be stated.

Concept introduction:

Ketone also exists in two forms which are commonly known as keto-enol tautomerism. Tautomers are isomers which differ only in the position of the protons and electrons of the double bond of the electronegative atom in the compound. There is no change in the carbon skeleton of the compound. This phenomenon which involves simple proton transfer in an intramolecular fashion is known as tautomerism.

Expert Solution

Answer to Problem 22.7P

The enol structures of the compound $2-methylcyclohexanone$ are shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 22, Problem 22.7P , additional homework tip 1

Explanation of Solution

The structure of $2-methylcyclohexanone$ is shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 22, Problem 22.7P , additional homework tip 2

Figure 1

In the compound, $2-methylcyclohexanone$ , there are $α$ -hydrogens present on both sides of the carbonyl group. The compound $2-methylcyclohexanone$ can undergo keto-enoltautomerism by the transfer of $α−$ hydrogen. Therefore, the keto-enoltautomerism in $2-methylcyclohexanone$ is shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 22, Problem 22.7P , additional homework tip 3

Figure 2

The compound $2-methylcyclohexanone$ has two enol forms.

Conclusion

The enol structures of the compound $2-methylcyclohexanone$ are shown in Figure 2.

Interpretation Introduction

(b)

Interpretation:

The enol structure of the compound $2-methylpentanoic acid$ is to be drawn. The explanation as to why the compound does not form enol structure.

Concept introduction:

Ketone also exists in two forms which are commonly known as keto-enol tautomerism. Tautomers are isomers which differ only in the position of the protons and electrons of the double bond of the electronegative atom in the compound. There is no change in the carbon skeleton of the compound. This phenomenon which involves simple proton transfer in an intramolecular fashion is known as tautomerism.

Expert Solution

Answer to Problem 22.7P

The enol structure of the compound $2-methylpentanoic acid$ is shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 22, Problem 22.7P , additional homework tip 4

Explanation of Solution

The structure of given compound $2-methylpentanoic acid$ is shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 22, Problem 22.7P , additional homework tip 5

Figure 3

In the compound, $2-methylpentanoic acid$ , there is $α−$ hydrogen present on one side of the carbonyl group. The compound $2-methylpentanoic acid$ can undergo keto-enoltautomerism by the transfer of $α−$ hydrogen. Therefore, the keto-enoltautomerism of $2-methylpentanoic acid$ is shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 22, Problem 22.7P , additional homework tip 6

Figure 4

Conclusion

The enol structure of the compound $2-methylpentanoic acid$ is shown in Figure 4.

Interpretation Introduction

(c)

Interpretation:

The enol structure of the compound benzaldehyde is to be drawn. The explanation as to why the compound does not form enol structure.

Concept introduction:

The carbonyl compound contains a $>C=O$ group. They are of two types aldehyde and ketone. Ketone also exists in two forms which are commonly known as keto-enoltautomerism. Tautomers are isomers which differ only in the position of the protons and electrons of the double bond of the electronegative atom in the compound. There is no change in the carbon skeleton of the compound. This phenomenon which involves simple proton transfer in an intramolecular fashion is known as tautomerism.

Expert Solution

Answer to Problem 22.7P

There is no $α−$ hydrogen in benzaldehyde. Therefore, it does not have any enol structure.

Explanation of Solution

The given compound benzaldehydeis shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 22, Problem 22.7P , additional homework tip 7

Figure 5

In the compoundbenzaldehydethere is no $α−$ hydrogens present on either side of the carbonyl group. It is not possible that benzaldehyde will undergo keto-enoltautomerism. Therefore, no enol forms will be observed.

Conclusion

In benzaldehyde, due to the absence of $α−$ hydrogen no enol structures will be obtained.

Interpretation Introduction

(d)

Interpretation:

The enol structure of the compound $N,N-dimethylacetamide$ is to be drawn. The explanation as to why the compound does not form enol structure.

Concept introduction:

Ketone also exists in two forms which are commonly known as keto-enol tautomerism. Tautomers are isomers which differ only in the position of the protons and electrons of the double bond of the electronegative atom in the compound. There is no change in the carbon skeleton of the compound. This phenomenon which involves simple proton transfer in an intramolecular fashion is known as tautomerism.

Expert Solution

Answer to Problem 22.7P

The enol structure of the compound $N,N-dimethylacetamide$ is shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 22, Problem 22.7P , additional homework tip 8

Explanation of Solution

The structure of the given compound $N,N-dimethylacetamide$ is shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 22, Problem 22.7P , additional homework tip 9

Figure 6

In the compound, $N,N-dimethylacetamide$ there are $α−$ hydrogens present on one side of the carbonyl group. The compound $N,N-dimethylacetamide$ can undergo keto-enoltautomerism by the transfer of $α−$ hydrogen. Therefore, the keto-enoltautomerism in $N,N-dimethylacetamide$ is shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 22, Problem 22.7P , additional homework tip 10

Figure 7

Conclusion

The enol structure of the compound $N,N-dimethylacetamide$ is shown in Figure 7.

Interpretation Introduction

(e)

Interpretation:

The enol structure of the compound $N,N-dimethylformamide$ is to be drawn. The explanation as to why the compound does not form enol structure.

Concept introduction:

Ketone also exists in two forms which are commonly known as keto-enol tautomerism. Tautomers are isomers which differ only in the position of the protons and electrons of the double bond of the electronegative atom in the compound. There is no change in the carbon skeleton of the compound. This phenomenon which involves simple proton transfer in an intramolecular fashion is known as tautomerism.

Expert Solution

Answer to Problem 22.7P

There is no $α-$ hydrogen in $N,N-dimethylformamide$ . Therefore, it does not have any enol structure.

Explanation of Solution

The given compound $N,N-dimethylformamide$ is shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 22, Problem 22.7P , additional homework tip 11

Figure 8

In the compound $N,N-dimethylformamide$ , there are no $α-$ hydrogens present on either side of the carbonyl group. It is not possible that $N,N-dimethylformamide$ will undergo keto-enoltautomerism. Therefore, no enol forms will be observed.

Conclusion

In $N,N-dimethylformamide$ , due to the absence of $α-$ hydrogen, no enol structures will be obtained.

Answer 6

Chapter 22, Problem 22.7P

Interpretation Introduction

(a)

Interpretation:

The enol structure of the compound $2-methylcyclohexanone$ is to be drawn. The explanation as to why the compound does not form enol structure is to be stated.

Concept introduction:

Ketone also exists in two forms which are commonly known as keto-enol tautomerism. Tautomers are isomers which differ only in the position of the protons and electrons of the double bond of the electronegative atom in the compound. There is no change in the carbon skeleton of the compound. This phenomenon which involves simple proton transfer in an intramolecular fashion is known as tautomerism.

Expert Solution

Answer to Problem 22.7P

The enol structures of the compound $2-methylcyclohexanone$ are shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 22, Problem 22.7P , additional homework tip 1

Explanation of Solution

The structure of $2-methylcyclohexanone$ is shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 22, Problem 22.7P , additional homework tip 2

Figure 1

In the compound, $2-methylcyclohexanone$ , there are $α$ -hydrogens present on both sides of the carbonyl group. The compound $2-methylcyclohexanone$ can undergo keto-enoltautomerism by the transfer of $α−$ hydrogen. Therefore, the keto-enoltautomerism in $2-methylcyclohexanone$ is shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 22, Problem 22.7P , additional homework tip 3

Figure 2

The compound $2-methylcyclohexanone$ has two enol forms.

Conclusion

The enol structures of the compound $2-methylcyclohexanone$ are shown in Figure 2.

Answer 7

Chapter 22, Problem 22.7P

Interpretation Introduction

(a)

Interpretation:

The enol structure of the compound $2-methylcyclohexanone$ is to be drawn. The explanation as to why the compound does not form enol structure is to be stated.

Concept introduction:

Ketone also exists in two forms which are commonly known as keto-enol tautomerism. Tautomers are isomers which differ only in the position of the protons and electrons of the double bond of the electronegative atom in the compound. There is no change in the carbon skeleton of the compound. This phenomenon which involves simple proton transfer in an intramolecular fashion is known as tautomerism.

Answer 8

Expert Solution

Answer to Problem 22.7P

The enol structures of the compound $2-methylcyclohexanone$ are shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 22, Problem 22.7P , additional homework tip 1

Answer 9

Expert Solution

Answer 10

Expert Solution

Answer 11

Expert Solution

Answer 12

Explanation of Solution

The structure of $2-methylcyclohexanone$ is shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 22, Problem 22.7P , additional homework tip 2

Figure 1

In the compound, $2-methylcyclohexanone$ , there are $α$ -hydrogens present on both sides of the carbonyl group. The compound $2-methylcyclohexanone$ can undergo keto-enoltautomerism by the transfer of $α−$ hydrogen. Therefore, the keto-enoltautomerism in $2-methylcyclohexanone$ is shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 22, Problem 22.7P , additional homework tip 3

Figure 2

The compound $2-methylcyclohexanone$ has two enol forms.

Answer 13

Conclusion

The enol structures of the compound $2-methylcyclohexanone$ are shown in Figure 2.

Answer 14

Interpretation Introduction

(b)

Interpretation:

The enol structure of the compound $2-methylpentanoic acid$ is to be drawn. The explanation as to why the compound does not form enol structure.

Concept introduction:

Ketone also exists in two forms which are commonly known as keto-enol tautomerism. Tautomers are isomers which differ only in the position of the protons and electrons of the double bond of the electronegative atom in the compound. There is no change in the carbon skeleton of the compound. This phenomenon which involves simple proton transfer in an intramolecular fashion is known as tautomerism.

Expert Solution

Answer to Problem 22.7P

The enol structure of the compound $2-methylpentanoic acid$ is shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 22, Problem 22.7P , additional homework tip 4

Explanation of Solution

The structure of given compound $2-methylpentanoic acid$ is shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 22, Problem 22.7P , additional homework tip 5

Figure 3

In the compound, $2-methylpentanoic acid$ , there is $α−$ hydrogen present on one side of the carbonyl group. The compound $2-methylpentanoic acid$ can undergo keto-enoltautomerism by the transfer of $α−$ hydrogen. Therefore, the keto-enoltautomerism of $2-methylpentanoic acid$ is shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 22, Problem 22.7P , additional homework tip 6

Figure 4

Conclusion

The enol structure of the compound $2-methylpentanoic acid$ is shown in Figure 4.

Answer 15

Interpretation Introduction

(b)

Interpretation:

The enol structure of the compound $2-methylpentanoic acid$ is to be drawn. The explanation as to why the compound does not form enol structure.

Concept introduction:

Ketone also exists in two forms which are commonly known as keto-enol tautomerism. Tautomers are isomers which differ only in the position of the protons and electrons of the double bond of the electronegative atom in the compound. There is no change in the carbon skeleton of the compound. This phenomenon which involves simple proton transfer in an intramolecular fashion is known as tautomerism.

Answer 16

Expert Solution

Answer to Problem 22.7P

The enol structure of the compound $2-methylpentanoic acid$ is shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 22, Problem 22.7P , additional homework tip 4

Answer 17

Expert Solution

Answer 18

Expert Solution

Answer 19

Expert Solution

Answer 20

Explanation of Solution

The structure of given compound $2-methylpentanoic acid$ is shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 22, Problem 22.7P , additional homework tip 5

Figure 3

In the compound, $2-methylpentanoic acid$ , there is $α−$ hydrogen present on one side of the carbonyl group. The compound $2-methylpentanoic acid$ can undergo keto-enoltautomerism by the transfer of $α−$ hydrogen. Therefore, the keto-enoltautomerism of $2-methylpentanoic acid$ is shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 22, Problem 22.7P , additional homework tip 6

Figure 4

Answer 21

Conclusion

The enol structure of the compound $2-methylpentanoic acid$ is shown in Figure 4.

Answer 22

Interpretation Introduction

(c)

Interpretation:

The enol structure of the compound benzaldehyde is to be drawn. The explanation as to why the compound does not form enol structure.

Concept introduction:

The carbonyl compound contains a $>C=O$ group. They are of two types aldehyde and ketone. Ketone also exists in two forms which are commonly known as keto-enoltautomerism. Tautomers are isomers which differ only in the position of the protons and electrons of the double bond of the electronegative atom in the compound. There is no change in the carbon skeleton of the compound. This phenomenon which involves simple proton transfer in an intramolecular fashion is known as tautomerism.

Expert Solution

Answer to Problem 22.7P

There is no $α−$ hydrogen in benzaldehyde. Therefore, it does not have any enol structure.

Explanation of Solution

The given compound benzaldehydeis shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 22, Problem 22.7P , additional homework tip 7

Figure 5

In the compoundbenzaldehydethere is no $α−$ hydrogens present on either side of the carbonyl group. It is not possible that benzaldehyde will undergo keto-enoltautomerism. Therefore, no enol forms will be observed.

Conclusion

In benzaldehyde, due to the absence of $α−$ hydrogen no enol structures will be obtained.

Answer 23

Interpretation Introduction

(c)

Interpretation:

The enol structure of the compound benzaldehyde is to be drawn. The explanation as to why the compound does not form enol structure.

Concept introduction:

The carbonyl compound contains a $>C=O$ group. They are of two types aldehyde and ketone. Ketone also exists in two forms which are commonly known as keto-enoltautomerism. Tautomers are isomers which differ only in the position of the protons and electrons of the double bond of the electronegative atom in the compound. There is no change in the carbon skeleton of the compound. This phenomenon which involves simple proton transfer in an intramolecular fashion is known as tautomerism.

Answer 24

Expert Solution

Answer to Problem 22.7P

There is no $α−$ hydrogen in benzaldehyde. Therefore, it does not have any enol structure.

Answer 25

Expert Solution

Answer 26

Expert Solution

Answer 27

Expert Solution

Answer 28

Explanation of Solution

The given compound benzaldehydeis shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 22, Problem 22.7P , additional homework tip 7

Figure 5

In the compoundbenzaldehydethere is no $α−$ hydrogens present on either side of the carbonyl group. It is not possible that benzaldehyde will undergo keto-enoltautomerism. Therefore, no enol forms will be observed.

Answer 29

Conclusion

In benzaldehyde, due to the absence of $α−$ hydrogen no enol structures will be obtained.

Answer 30

Interpretation Introduction

(d)

Interpretation:

The enol structure of the compound $N,N-dimethylacetamide$ is to be drawn. The explanation as to why the compound does not form enol structure.

Concept introduction:

Ketone also exists in two forms which are commonly known as keto-enol tautomerism. Tautomers are isomers which differ only in the position of the protons and electrons of the double bond of the electronegative atom in the compound. There is no change in the carbon skeleton of the compound. This phenomenon which involves simple proton transfer in an intramolecular fashion is known as tautomerism.

Expert Solution

Answer to Problem 22.7P

The enol structure of the compound $N,N-dimethylacetamide$ is shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 22, Problem 22.7P , additional homework tip 8

Explanation of Solution

The structure of the given compound $N,N-dimethylacetamide$ is shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 22, Problem 22.7P , additional homework tip 9

Figure 6

In the compound, $N,N-dimethylacetamide$ there are $α−$ hydrogens present on one side of the carbonyl group. The compound $N,N-dimethylacetamide$ can undergo keto-enoltautomerism by the transfer of $α−$ hydrogen. Therefore, the keto-enoltautomerism in $N,N-dimethylacetamide$ is shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 22, Problem 22.7P , additional homework tip 10

Figure 7

Conclusion

The enol structure of the compound $N,N-dimethylacetamide$ is shown in Figure 7.

Answer 31

Interpretation Introduction

(d)

Interpretation:

The enol structure of the compound $N,N-dimethylacetamide$ is to be drawn. The explanation as to why the compound does not form enol structure.

Concept introduction:

Ketone also exists in two forms which are commonly known as keto-enol tautomerism. Tautomers are isomers which differ only in the position of the protons and electrons of the double bond of the electronegative atom in the compound. There is no change in the carbon skeleton of the compound. This phenomenon which involves simple proton transfer in an intramolecular fashion is known as tautomerism.

Answer 32

Expert Solution

Answer to Problem 22.7P

The enol structure of the compound $N,N-dimethylacetamide$ is shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 22, Problem 22.7P , additional homework tip 8

Answer 33

Expert Solution

Answer 34

Expert Solution

Answer 35

Expert Solution

Answer 36

Explanation of Solution

The structure of the given compound $N,N-dimethylacetamide$ is shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 22, Problem 22.7P , additional homework tip 9

Figure 6

In the compound, $N,N-dimethylacetamide$ there are $α−$ hydrogens present on one side of the carbonyl group. The compound $N,N-dimethylacetamide$ can undergo keto-enoltautomerism by the transfer of $α−$ hydrogen. Therefore, the keto-enoltautomerism in $N,N-dimethylacetamide$ is shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 22, Problem 22.7P , additional homework tip 10

Figure 7

Answer 37

Conclusion

The enol structure of the compound $N,N-dimethylacetamide$ is shown in Figure 7.

Answer 38

Interpretation Introduction

(e)

Interpretation:

The enol structure of the compound $N,N-dimethylformamide$ is to be drawn. The explanation as to why the compound does not form enol structure.

Concept introduction:

Ketone also exists in two forms which are commonly known as keto-enol tautomerism. Tautomers are isomers which differ only in the position of the protons and electrons of the double bond of the electronegative atom in the compound. There is no change in the carbon skeleton of the compound. This phenomenon which involves simple proton transfer in an intramolecular fashion is known as tautomerism.

Expert Solution

Answer to Problem 22.7P

There is no $α-$ hydrogen in $N,N-dimethylformamide$ . Therefore, it does not have any enol structure.

Explanation of Solution

The given compound $N,N-dimethylformamide$ is shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 22, Problem 22.7P , additional homework tip 11

Figure 8

In the compound $N,N-dimethylformamide$ , there are no $α-$ hydrogens present on either side of the carbonyl group. It is not possible that $N,N-dimethylformamide$ will undergo keto-enoltautomerism. Therefore, no enol forms will be observed.

Conclusion

In $N,N-dimethylformamide$ , due to the absence of $α-$ hydrogen, no enol structures will be obtained.

Answer 39

Interpretation Introduction

(e)

Interpretation:

The enol structure of the compound $N,N-dimethylformamide$ is to be drawn. The explanation as to why the compound does not form enol structure.

Concept introduction:

Ketone also exists in two forms which are commonly known as keto-enol tautomerism. Tautomers are isomers which differ only in the position of the protons and electrons of the double bond of the electronegative atom in the compound. There is no change in the carbon skeleton of the compound. This phenomenon which involves simple proton transfer in an intramolecular fashion is known as tautomerism.

Answer 40

Expert Solution

Answer to Problem 22.7P

There is no $α-$ hydrogen in $N,N-dimethylformamide$ . Therefore, it does not have any enol structure.

Answer 41

Expert Solution

Answer 42

Expert Solution

Answer 43

Expert Solution

Answer 44

Explanation of Solution

The given compound $N,N-dimethylformamide$ is shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 22, Problem 22.7P , additional homework tip 11

Figure 8

In the compound $N,N-dimethylformamide$ , there are no $α-$ hydrogens present on either side of the carbonyl group. It is not possible that $N,N-dimethylformamide$ will undergo keto-enoltautomerism. Therefore, no enol forms will be observed.