a) Interpretation: Whether trimethylacetaldehyde undergoes aldol self-condensation reaction or not is to be stated. The product formed, if the reaction is successful, is also to be shown. Concept introduction: Aldehydes and ketones with α-hydrogen undergo a base catalyzed carbonyl condensation reaction in aldol condensation. In this reaction two molecules of the reactant combine by forming a bond between α-carbon of one molecule and the carbonyl carbon within the same molecule or of the second molecule. To state: Whether trimethylacetaldehyde undergoes aldol self-condensation reaction or not. To show: The product formed, if the reaction is successful.

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 23.SE, Problem 48AP

Interpretation Introduction

a)

Interpretation:

Whether trimethylacetaldehyde undergoes aldol self-condensation reaction or not is to be stated. The product formed, if the reaction is successful, is also to be shown.

Concept introduction:

Aldehydes and ketones with α-hydrogen undergo a base catalyzed carbonyl condensation reaction in aldol condensation. In this reaction two molecules of the reactant combine by forming a bond between α-carbon of one molecule and the carbonyl carbon within the same molecule or of the second molecule.

To state:

Whether trimethylacetaldehyde undergoes aldol self-condensation reaction or not.

To show:

The product formed, if the reaction is successful.

Expert Solution

Answer to Problem 48AP

Trimethylacetaldehyde does not undergo aldol self-condensation reaction. The reaction is not successful.

Explanation of Solution

The requirement of aldol reaction is the aldehyde or ketone should have α-hydrogen atom. Trimethylacetaldehyde does not possess α-hydrogen atom. Hence the reaction is not successful.

Conclusion

Trimethylacetaldehyde does not undergo aldol self-condensation reaction. The reaction is not successful.

Interpretation Introduction

b)

Interpretation:

Whether cyclobutanone undergoes aldol self-condensation reaction or not is to be stated. The product formed, if the reaction is successful, is also to be shown.

Concept introduction:

Aldehydes and ketones with α-hydrogen undergo a base catalyzed carbonyl condensation reaction in aldol condensation. In this reaction two molecules of the reactant combine by forming a bond between α-carbon of one molecule and the carbonyl carbon within the same molecule or of the second molecule.

To state:

Whether cyclobutanone undergoes aldol self-condensation reaction or not.

To show:

The product formed, if the reaction is successful.

Expert Solution

Answer to Problem 48AP

Cyclobutanone undergoes aldol self-condensation reaction. The product formed is

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th, Chapter 23.SE, Problem 48AP , additional homework tip 3

Explanation of Solution

The requirement of aldol reaction is the aldehyde or ketone should have α-hydrogen atom. Cyclobutanone has α-hydrogen atoms. Hence the reaction is successful. Two molecules of cyclobutanone condense in the presence of a base to yield an aldol which dehydrates to give α, β-unsaturated ketone.

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th, Chapter 23.SE, Problem 48AP , additional homework tip 4

Conclusion

Cyclobutanone undergoes aldol self-condensation reaction. The product formed is

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th, Chapter 23.SE, Problem 48AP , additional homework tip 5

Interpretation Introduction

c)

Interpretation:

Whether benzophenone undergoes aldol self-condensation reaction or not is to be stated. The product formed, if the reaction is successful, is also to be shown.

Concept introduction:

Aldehydes and ketones with α-hydrogen undergo a base catalyzed carbonyl condensation reaction in aldol condensation. In this reaction two molecules of the reactant combine by forming a bond between α-carbon of one molecule and the carbonyl carbon within the same molecule or of the second molecule.

To state:

Whether benzophenone undergoes aldol self-condensation reaction or not.

To show:

The product formed, if the reaction is successful.

Expert Solution

Answer to Problem 48AP

Benzophenone does not undergo self aldol condensation reaction. The reaction is not successful.

Explanation of Solution

The requirement of aldol reaction is the aldehyde or ketone should have α-hydrogen atom. Benzophenone does not possess α-hydrogen atom. Hence the reaction is not successful.

Conclusion

Benzophenone does not undergo self aldol condensation reaction. Theb reaction is not successful.

Interpretation Introduction

d)

Interpretation:

Whether 3-pentanone undergoes aldol self-condensation reaction or not is to be stated. The product formed, if the reaction is successful, is also to be shown.

Concept introduction:

Aldehydes and ketones with α-hydrogen undergo a base catalyzed carbonyl condensation reaction in aldol condensation. In this reaction two molecules of the reactant combine by forming a bond between α-carbon of one molecule and the carbonyl carbon within the same molecule or of the second molecule.

To state:

Whether 3-pentanone undergoes aldol self-condensation reaction or not.

To show:

The product formed, if the reaction is successful.

Expert Solution

Answer to Problem 48AP

3-pentanone undergoes aldol self-condensation reaction. The product formed is

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th, Chapter 23.SE, Problem 48AP , additional homework tip 8

Explanation of Solution

The requirement of aldol reaction is the aldehyde or ketone should have α-hydrogen atom. 3-Pentanone has α-hydrogen atom. Hence the reaction is successful. Two molecules of 3-pentanone condense in the presence of a base to yield an aldol which dehydrates to give the α, β-unsaturated ketone.

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th, Chapter 23.SE, Problem 48AP , additional homework tip 9

Conclusion

3-pentanone undergoes aldol self-condensation reaction. The product formed is

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th, Chapter 23.SE, Problem 48AP , additional homework tip 10

Interpretation Introduction

e)

Interpretation:

Whether decanal undergoes aldol self-condensation reaction or not is to be stated. The product formed, if the reaction is successful, is also to be shown.

Concept introduction:

Aldehydes and ketones with α-hydrogen undergo a base catalyzed carbonyl condensation reaction in aldol condensation. In this reaction two molecules of the reactant combine by forming a bond between α-carbon of one molecule and the carbonyl carbon within the same molecule or of the second molecule.

To state:

Whether decanal undergoes aldol self-condensation reaction or not.

To show:

The product formed, if the reaction is successful.

Expert Solution

Answer to Problem 48AP

Decanal undergoes aldol self-condensation reaction. The product formed is

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th, Chapter 23.SE, Problem 48AP , additional homework tip 12

Explanation of Solution

The requirement of aldol reaction is the aldehyde or ketone should have α-hydrogen atom. Decanal has α-hydrogen atom. Hence the reaction is successful. Two molecules of decanal condense in the presence of a base to yield an aldol which dehydrates to give an α, β-unsaturated aldehyde.

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th, Chapter 23.SE, Problem 48AP , additional homework tip 13

Conclusion

Decanal undergoes aldol self-condensation reaction. The product formed is

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th, Chapter 23.SE, Problem 48AP , additional homework tip 14

Interpretation Introduction

f)

Interpretation:

Whether 3-phenyl-2-propenal undergoes aldol self-condensation reaction or not is to be stated. The product formed, if the reaction is successful, is also to be shown.

Concept introduction:

Aldehydes and ketones with α-hydrogen undergo a base catalyzed carbonyl condensation reaction in aldol condensation. In this reaction two molecules of the reactant combine by forming a bond between α-carbon of one molecule and the carbonyl carbon within the same molecule or of the second molecule.

To state:

Whether 3-phenyl-2-propenal undergoes aldol self-condensation reaction or not.

To show:

The product formed, if the reaction is successful.

Expert Solution

Answer to Problem 48AP

3-Phenyl-2-propenal does not undergo aldol self-condensation reaction. The reaction is not successful.

Explanation of Solution

The requirement of aldol reaction is the aldehyde or ketone should have α-hydrogen atom. 3-Phenyl-2-propenal does not possess α-hydrogen atom. Hence the reaction is not successful.

Conclusion

3-Phenyl-2-propenal does not undergo aldol self-condensation reaction. The reaction is not successful.

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Which of the following species is a valid resonance structure of A? Use curved arrows to show how A is converted to any valid resonance structure. When a compound is not a valid resonance structurc of A, explain why not. Provide steps and tips on what to look for to understand how to solve and apply to other problems.

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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 23.SE, Problem 48AP

Interpretation Introduction

a)

Interpretation:

Whether trimethylacetaldehyde undergoes aldol self-condensation reaction or not is to be stated. The product formed, if the reaction is successful, is also to be shown.

Concept introduction:

Aldehydes and ketones with α-hydrogen undergo a base catalyzed carbonyl condensation reaction in aldol condensation. In this reaction two molecules of the reactant combine by forming a bond between α-carbon of one molecule and the carbonyl carbon within the same molecule or of the second molecule.

To state:

Whether trimethylacetaldehyde undergoes aldol self-condensation reaction or not.

To show:

The product formed, if the reaction is successful.

Expert Solution

Answer to Problem 48AP

Trimethylacetaldehyde does not undergo aldol self-condensation reaction. The reaction is not successful.

Explanation of Solution

The requirement of aldol reaction is the aldehyde or ketone should have α-hydrogen atom. Trimethylacetaldehyde does not possess α-hydrogen atom. Hence the reaction is not successful.

Conclusion

Trimethylacetaldehyde does not undergo aldol self-condensation reaction. The reaction is not successful.

Interpretation Introduction

b)

Interpretation:

Whether cyclobutanone undergoes aldol self-condensation reaction or not is to be stated. The product formed, if the reaction is successful, is also to be shown.

Concept introduction:

Aldehydes and ketones with α-hydrogen undergo a base catalyzed carbonyl condensation reaction in aldol condensation. In this reaction two molecules of the reactant combine by forming a bond between α-carbon of one molecule and the carbonyl carbon within the same molecule or of the second molecule.

To state:

Whether cyclobutanone undergoes aldol self-condensation reaction or not.

To show:

The product formed, if the reaction is successful.

Expert Solution

Answer to Problem 48AP

Cyclobutanone undergoes aldol self-condensation reaction. The product formed is

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th, Chapter 23.SE, Problem 48AP , additional homework tip 3

Explanation of Solution

The requirement of aldol reaction is the aldehyde or ketone should have α-hydrogen atom. Cyclobutanone has α-hydrogen atoms. Hence the reaction is successful. Two molecules of cyclobutanone condense in the presence of a base to yield an aldol which dehydrates to give α, β-unsaturated ketone.

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th, Chapter 23.SE, Problem 48AP , additional homework tip 4

Conclusion

Cyclobutanone undergoes aldol self-condensation reaction. The product formed is

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th, Chapter 23.SE, Problem 48AP , additional homework tip 5

Interpretation Introduction

c)

Interpretation:

Whether benzophenone undergoes aldol self-condensation reaction or not is to be stated. The product formed, if the reaction is successful, is also to be shown.

Concept introduction:

Aldehydes and ketones with α-hydrogen undergo a base catalyzed carbonyl condensation reaction in aldol condensation. In this reaction two molecules of the reactant combine by forming a bond between α-carbon of one molecule and the carbonyl carbon within the same molecule or of the second molecule.

To state:

Whether benzophenone undergoes aldol self-condensation reaction or not.

To show:

The product formed, if the reaction is successful.

Expert Solution

Answer to Problem 48AP

Benzophenone does not undergo self aldol condensation reaction. The reaction is not successful.

Explanation of Solution

The requirement of aldol reaction is the aldehyde or ketone should have α-hydrogen atom. Benzophenone does not possess α-hydrogen atom. Hence the reaction is not successful.

Conclusion

Benzophenone does not undergo self aldol condensation reaction. Theb reaction is not successful.

Interpretation Introduction

d)

Interpretation:

Whether 3-pentanone undergoes aldol self-condensation reaction or not is to be stated. The product formed, if the reaction is successful, is also to be shown.

Concept introduction:

Aldehydes and ketones with α-hydrogen undergo a base catalyzed carbonyl condensation reaction in aldol condensation. In this reaction two molecules of the reactant combine by forming a bond between α-carbon of one molecule and the carbonyl carbon within the same molecule or of the second molecule.

To state:

Whether 3-pentanone undergoes aldol self-condensation reaction or not.

To show:

The product formed, if the reaction is successful.

Expert Solution

Answer to Problem 48AP

3-pentanone undergoes aldol self-condensation reaction. The product formed is

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th, Chapter 23.SE, Problem 48AP , additional homework tip 8

Explanation of Solution

The requirement of aldol reaction is the aldehyde or ketone should have α-hydrogen atom. 3-Pentanone has α-hydrogen atom. Hence the reaction is successful. Two molecules of 3-pentanone condense in the presence of a base to yield an aldol which dehydrates to give the α, β-unsaturated ketone.

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th, Chapter 23.SE, Problem 48AP , additional homework tip 9

Conclusion

3-pentanone undergoes aldol self-condensation reaction. The product formed is

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th, Chapter 23.SE, Problem 48AP , additional homework tip 10

Interpretation Introduction

e)

Interpretation:

Whether decanal undergoes aldol self-condensation reaction or not is to be stated. The product formed, if the reaction is successful, is also to be shown.

Concept introduction:

Aldehydes and ketones with α-hydrogen undergo a base catalyzed carbonyl condensation reaction in aldol condensation. In this reaction two molecules of the reactant combine by forming a bond between α-carbon of one molecule and the carbonyl carbon within the same molecule or of the second molecule.

To state:

Whether decanal undergoes aldol self-condensation reaction or not.

To show:

The product formed, if the reaction is successful.

Expert Solution

Answer to Problem 48AP

Decanal undergoes aldol self-condensation reaction. The product formed is

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th, Chapter 23.SE, Problem 48AP , additional homework tip 12

Explanation of Solution

The requirement of aldol reaction is the aldehyde or ketone should have α-hydrogen atom. Decanal has α-hydrogen atom. Hence the reaction is successful. Two molecules of decanal condense in the presence of a base to yield an aldol which dehydrates to give an α, β-unsaturated aldehyde.

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th, Chapter 23.SE, Problem 48AP , additional homework tip 13

Conclusion

Decanal undergoes aldol self-condensation reaction. The product formed is

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th, Chapter 23.SE, Problem 48AP , additional homework tip 14

Interpretation Introduction

f)

Interpretation:

Whether 3-phenyl-2-propenal undergoes aldol self-condensation reaction or not is to be stated. The product formed, if the reaction is successful, is also to be shown.

Concept introduction:

Aldehydes and ketones with α-hydrogen undergo a base catalyzed carbonyl condensation reaction in aldol condensation. In this reaction two molecules of the reactant combine by forming a bond between α-carbon of one molecule and the carbonyl carbon within the same molecule or of the second molecule.

To state:

Whether 3-phenyl-2-propenal undergoes aldol self-condensation reaction or not.

To show:

The product formed, if the reaction is successful.

Expert Solution

Answer to Problem 48AP

3-Phenyl-2-propenal does not undergo aldol self-condensation reaction. The reaction is not successful.

Explanation of Solution

The requirement of aldol reaction is the aldehyde or ketone should have α-hydrogen atom. 3-Phenyl-2-propenal does not possess α-hydrogen atom. Hence the reaction is not successful.

Conclusion

3-Phenyl-2-propenal does not undergo aldol self-condensation reaction. The reaction is not successful.

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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 23.SE, Problem 48AP

Interpretation Introduction

a)

Interpretation:

Whether trimethylacetaldehyde undergoes aldol self-condensation reaction or not is to be stated. The product formed, if the reaction is successful, is also to be shown.

Concept introduction:

Aldehydes and ketones with α-hydrogen undergo a base catalyzed carbonyl condensation reaction in aldol condensation. In this reaction two molecules of the reactant combine by forming a bond between α-carbon of one molecule and the carbonyl carbon within the same molecule or of the second molecule.

To state:

Whether trimethylacetaldehyde undergoes aldol self-condensation reaction or not.

To show:

The product formed, if the reaction is successful.

Expert Solution

Answer to Problem 48AP

Trimethylacetaldehyde does not undergo aldol self-condensation reaction. The reaction is not successful.

Explanation of Solution

The requirement of aldol reaction is the aldehyde or ketone should have α-hydrogen atom. Trimethylacetaldehyde does not possess α-hydrogen atom. Hence the reaction is not successful.

Conclusion

Trimethylacetaldehyde does not undergo aldol self-condensation reaction. The reaction is not successful.

Interpretation Introduction

b)

Interpretation:

Whether cyclobutanone undergoes aldol self-condensation reaction or not is to be stated. The product formed, if the reaction is successful, is also to be shown.

Concept introduction:

Aldehydes and ketones with α-hydrogen undergo a base catalyzed carbonyl condensation reaction in aldol condensation. In this reaction two molecules of the reactant combine by forming a bond between α-carbon of one molecule and the carbonyl carbon within the same molecule or of the second molecule.

To state:

Whether cyclobutanone undergoes aldol self-condensation reaction or not.

To show:

The product formed, if the reaction is successful.

Expert Solution

Answer to Problem 48AP

Cyclobutanone undergoes aldol self-condensation reaction. The product formed is

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th, Chapter 23.SE, Problem 48AP , additional homework tip 3

Explanation of Solution

The requirement of aldol reaction is the aldehyde or ketone should have α-hydrogen atom. Cyclobutanone has α-hydrogen atoms. Hence the reaction is successful. Two molecules of cyclobutanone condense in the presence of a base to yield an aldol which dehydrates to give α, β-unsaturated ketone.

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th, Chapter 23.SE, Problem 48AP , additional homework tip 4

Conclusion

Cyclobutanone undergoes aldol self-condensation reaction. The product formed is

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th, Chapter 23.SE, Problem 48AP , additional homework tip 5

Interpretation Introduction

c)

Interpretation:

Whether benzophenone undergoes aldol self-condensation reaction or not is to be stated. The product formed, if the reaction is successful, is also to be shown.

Concept introduction:

Aldehydes and ketones with α-hydrogen undergo a base catalyzed carbonyl condensation reaction in aldol condensation. In this reaction two molecules of the reactant combine by forming a bond between α-carbon of one molecule and the carbonyl carbon within the same molecule or of the second molecule.

To state:

Whether benzophenone undergoes aldol self-condensation reaction or not.

To show:

The product formed, if the reaction is successful.

Expert Solution

Answer to Problem 48AP

Benzophenone does not undergo self aldol condensation reaction. The reaction is not successful.

Explanation of Solution

The requirement of aldol reaction is the aldehyde or ketone should have α-hydrogen atom. Benzophenone does not possess α-hydrogen atom. Hence the reaction is not successful.

Conclusion

Benzophenone does not undergo self aldol condensation reaction. Theb reaction is not successful.

Interpretation Introduction

d)

Interpretation:

Whether 3-pentanone undergoes aldol self-condensation reaction or not is to be stated. The product formed, if the reaction is successful, is also to be shown.

Concept introduction:

Aldehydes and ketones with α-hydrogen undergo a base catalyzed carbonyl condensation reaction in aldol condensation. In this reaction two molecules of the reactant combine by forming a bond between α-carbon of one molecule and the carbonyl carbon within the same molecule or of the second molecule.

To state:

Whether 3-pentanone undergoes aldol self-condensation reaction or not.

To show:

The product formed, if the reaction is successful.

Expert Solution

Answer to Problem 48AP

3-pentanone undergoes aldol self-condensation reaction. The product formed is

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th, Chapter 23.SE, Problem 48AP , additional homework tip 8

Explanation of Solution

The requirement of aldol reaction is the aldehyde or ketone should have α-hydrogen atom. 3-Pentanone has α-hydrogen atom. Hence the reaction is successful. Two molecules of 3-pentanone condense in the presence of a base to yield an aldol which dehydrates to give the α, β-unsaturated ketone.

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th, Chapter 23.SE, Problem 48AP , additional homework tip 9

Conclusion

3-pentanone undergoes aldol self-condensation reaction. The product formed is

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th, Chapter 23.SE, Problem 48AP , additional homework tip 10

Interpretation Introduction

e)

Interpretation:

Whether decanal undergoes aldol self-condensation reaction or not is to be stated. The product formed, if the reaction is successful, is also to be shown.

Concept introduction:

Aldehydes and ketones with α-hydrogen undergo a base catalyzed carbonyl condensation reaction in aldol condensation. In this reaction two molecules of the reactant combine by forming a bond between α-carbon of one molecule and the carbonyl carbon within the same molecule or of the second molecule.

To state:

Whether decanal undergoes aldol self-condensation reaction or not.

To show:

The product formed, if the reaction is successful.

Expert Solution

Answer to Problem 48AP

Decanal undergoes aldol self-condensation reaction. The product formed is

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th, Chapter 23.SE, Problem 48AP , additional homework tip 12

Explanation of Solution

The requirement of aldol reaction is the aldehyde or ketone should have α-hydrogen atom. Decanal has α-hydrogen atom. Hence the reaction is successful. Two molecules of decanal condense in the presence of a base to yield an aldol which dehydrates to give an α, β-unsaturated aldehyde.

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th, Chapter 23.SE, Problem 48AP , additional homework tip 13

Conclusion

Decanal undergoes aldol self-condensation reaction. The product formed is

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th, Chapter 23.SE, Problem 48AP , additional homework tip 14

Interpretation Introduction

f)

Interpretation:

Whether 3-phenyl-2-propenal undergoes aldol self-condensation reaction or not is to be stated. The product formed, if the reaction is successful, is also to be shown.

Concept introduction:

Aldehydes and ketones with α-hydrogen undergo a base catalyzed carbonyl condensation reaction in aldol condensation. In this reaction two molecules of the reactant combine by forming a bond between α-carbon of one molecule and the carbonyl carbon within the same molecule or of the second molecule.

To state:

Whether 3-phenyl-2-propenal undergoes aldol self-condensation reaction or not.

To show:

The product formed, if the reaction is successful.

Expert Solution

Answer to Problem 48AP

3-Phenyl-2-propenal does not undergo aldol self-condensation reaction. The reaction is not successful.

Explanation of Solution

The requirement of aldol reaction is the aldehyde or ketone should have α-hydrogen atom. 3-Phenyl-2-propenal does not possess α-hydrogen atom. Hence the reaction is not successful.

Conclusion

3-Phenyl-2-propenal does not undergo aldol self-condensation reaction. The reaction is not successful.

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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 23.SE, Problem 48AP

Interpretation Introduction

a)

Interpretation:

Whether trimethylacetaldehyde undergoes aldol self-condensation reaction or not is to be stated. The product formed, if the reaction is successful, is also to be shown.

Concept introduction:

Aldehydes and ketones with α-hydrogen undergo a base catalyzed carbonyl condensation reaction in aldol condensation. In this reaction two molecules of the reactant combine by forming a bond between α-carbon of one molecule and the carbonyl carbon within the same molecule or of the second molecule.

To state:

Whether trimethylacetaldehyde undergoes aldol self-condensation reaction or not.

To show:

The product formed, if the reaction is successful.

Expert Solution

Answer to Problem 48AP

Trimethylacetaldehyde does not undergo aldol self-condensation reaction. The reaction is not successful.

Explanation of Solution

The requirement of aldol reaction is the aldehyde or ketone should have α-hydrogen atom. Trimethylacetaldehyde does not possess α-hydrogen atom. Hence the reaction is not successful.

Conclusion

Trimethylacetaldehyde does not undergo aldol self-condensation reaction. The reaction is not successful.

Interpretation Introduction

b)

Interpretation:

Whether cyclobutanone undergoes aldol self-condensation reaction or not is to be stated. The product formed, if the reaction is successful, is also to be shown.

Concept introduction:

Aldehydes and ketones with α-hydrogen undergo a base catalyzed carbonyl condensation reaction in aldol condensation. In this reaction two molecules of the reactant combine by forming a bond between α-carbon of one molecule and the carbonyl carbon within the same molecule or of the second molecule.

To state:

Whether cyclobutanone undergoes aldol self-condensation reaction or not.

To show:

The product formed, if the reaction is successful.

Expert Solution

Answer to Problem 48AP

Cyclobutanone undergoes aldol self-condensation reaction. The product formed is

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th, Chapter 23.SE, Problem 48AP , additional homework tip 3

Explanation of Solution

The requirement of aldol reaction is the aldehyde or ketone should have α-hydrogen atom. Cyclobutanone has α-hydrogen atoms. Hence the reaction is successful. Two molecules of cyclobutanone condense in the presence of a base to yield an aldol which dehydrates to give α, β-unsaturated ketone.

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th, Chapter 23.SE, Problem 48AP , additional homework tip 4

Conclusion

Cyclobutanone undergoes aldol self-condensation reaction. The product formed is

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th, Chapter 23.SE, Problem 48AP , additional homework tip 5

Interpretation Introduction

c)

Interpretation:

Whether benzophenone undergoes aldol self-condensation reaction or not is to be stated. The product formed, if the reaction is successful, is also to be shown.

Concept introduction:

Aldehydes and ketones with α-hydrogen undergo a base catalyzed carbonyl condensation reaction in aldol condensation. In this reaction two molecules of the reactant combine by forming a bond between α-carbon of one molecule and the carbonyl carbon within the same molecule or of the second molecule.

To state:

Whether benzophenone undergoes aldol self-condensation reaction or not.

To show:

The product formed, if the reaction is successful.

Expert Solution

Answer to Problem 48AP

Benzophenone does not undergo self aldol condensation reaction. The reaction is not successful.

Explanation of Solution

The requirement of aldol reaction is the aldehyde or ketone should have α-hydrogen atom. Benzophenone does not possess α-hydrogen atom. Hence the reaction is not successful.

Conclusion

Benzophenone does not undergo self aldol condensation reaction. Theb reaction is not successful.

Interpretation Introduction

d)

Interpretation:

Whether 3-pentanone undergoes aldol self-condensation reaction or not is to be stated. The product formed, if the reaction is successful, is also to be shown.

Concept introduction:

Aldehydes and ketones with α-hydrogen undergo a base catalyzed carbonyl condensation reaction in aldol condensation. In this reaction two molecules of the reactant combine by forming a bond between α-carbon of one molecule and the carbonyl carbon within the same molecule or of the second molecule.

To state:

Whether 3-pentanone undergoes aldol self-condensation reaction or not.

To show:

The product formed, if the reaction is successful.

Expert Solution

Answer to Problem 48AP

3-pentanone undergoes aldol self-condensation reaction. The product formed is

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th, Chapter 23.SE, Problem 48AP , additional homework tip 8

Explanation of Solution

The requirement of aldol reaction is the aldehyde or ketone should have α-hydrogen atom. 3-Pentanone has α-hydrogen atom. Hence the reaction is successful. Two molecules of 3-pentanone condense in the presence of a base to yield an aldol which dehydrates to give the α, β-unsaturated ketone.

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th, Chapter 23.SE, Problem 48AP , additional homework tip 9

Conclusion

3-pentanone undergoes aldol self-condensation reaction. The product formed is

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th, Chapter 23.SE, Problem 48AP , additional homework tip 10

Interpretation Introduction

e)

Interpretation:

Whether decanal undergoes aldol self-condensation reaction or not is to be stated. The product formed, if the reaction is successful, is also to be shown.

Concept introduction:

Aldehydes and ketones with α-hydrogen undergo a base catalyzed carbonyl condensation reaction in aldol condensation. In this reaction two molecules of the reactant combine by forming a bond between α-carbon of one molecule and the carbonyl carbon within the same molecule or of the second molecule.

To state:

Whether decanal undergoes aldol self-condensation reaction or not.

To show:

The product formed, if the reaction is successful.

Expert Solution

Answer to Problem 48AP

Decanal undergoes aldol self-condensation reaction. The product formed is

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th, Chapter 23.SE, Problem 48AP , additional homework tip 12

Explanation of Solution

The requirement of aldol reaction is the aldehyde or ketone should have α-hydrogen atom. Decanal has α-hydrogen atom. Hence the reaction is successful. Two molecules of decanal condense in the presence of a base to yield an aldol which dehydrates to give an α, β-unsaturated aldehyde.

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th, Chapter 23.SE, Problem 48AP , additional homework tip 13

Conclusion

Decanal undergoes aldol self-condensation reaction. The product formed is

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th, Chapter 23.SE, Problem 48AP , additional homework tip 14

Interpretation Introduction

f)

Interpretation:

Whether 3-phenyl-2-propenal undergoes aldol self-condensation reaction or not is to be stated. The product formed, if the reaction is successful, is also to be shown.

Concept introduction:

Aldehydes and ketones with α-hydrogen undergo a base catalyzed carbonyl condensation reaction in aldol condensation. In this reaction two molecules of the reactant combine by forming a bond between α-carbon of one molecule and the carbonyl carbon within the same molecule or of the second molecule.

To state:

Whether 3-phenyl-2-propenal undergoes aldol self-condensation reaction or not.

To show:

The product formed, if the reaction is successful.

Expert Solution

Answer to Problem 48AP

3-Phenyl-2-propenal does not undergo aldol self-condensation reaction. The reaction is not successful.

Explanation of Solution

The requirement of aldol reaction is the aldehyde or ketone should have α-hydrogen atom. 3-Phenyl-2-propenal does not possess α-hydrogen atom. Hence the reaction is not successful.

Conclusion

3-Phenyl-2-propenal does not undergo aldol self-condensation reaction. The reaction is not successful.

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Answer 5

Chapter 23.SE, Problem 48AP

Interpretation Introduction

a)

Interpretation:

Whether trimethylacetaldehyde undergoes aldol self-condensation reaction or not is to be stated. The product formed, if the reaction is successful, is also to be shown.

Concept introduction:

Aldehydes and ketones with α-hydrogen undergo a base catalyzed carbonyl condensation reaction in aldol condensation. In this reaction two molecules of the reactant combine by forming a bond between α-carbon of one molecule and the carbonyl carbon within the same molecule or of the second molecule.

To state:

Whether trimethylacetaldehyde undergoes aldol self-condensation reaction or not.

To show:

The product formed, if the reaction is successful.

Expert Solution

Answer to Problem 48AP

Trimethylacetaldehyde does not undergo aldol self-condensation reaction. The reaction is not successful.

Explanation of Solution

The requirement of aldol reaction is the aldehyde or ketone should have α-hydrogen atom. Trimethylacetaldehyde does not possess α-hydrogen atom. Hence the reaction is not successful.

Conclusion

Trimethylacetaldehyde does not undergo aldol self-condensation reaction. The reaction is not successful.

Interpretation Introduction

b)

Interpretation:

Whether cyclobutanone undergoes aldol self-condensation reaction or not is to be stated. The product formed, if the reaction is successful, is also to be shown.

Concept introduction:

Aldehydes and ketones with α-hydrogen undergo a base catalyzed carbonyl condensation reaction in aldol condensation. In this reaction two molecules of the reactant combine by forming a bond between α-carbon of one molecule and the carbonyl carbon within the same molecule or of the second molecule.

To state:

Whether cyclobutanone undergoes aldol self-condensation reaction or not.

To show:

The product formed, if the reaction is successful.

Expert Solution

Answer to Problem 48AP

Cyclobutanone undergoes aldol self-condensation reaction. The product formed is

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th, Chapter 23.SE, Problem 48AP , additional homework tip 3

Explanation of Solution

The requirement of aldol reaction is the aldehyde or ketone should have α-hydrogen atom. Cyclobutanone has α-hydrogen atoms. Hence the reaction is successful. Two molecules of cyclobutanone condense in the presence of a base to yield an aldol which dehydrates to give α, β-unsaturated ketone.

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th, Chapter 23.SE, Problem 48AP , additional homework tip 4

Conclusion

Cyclobutanone undergoes aldol self-condensation reaction. The product formed is

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th, Chapter 23.SE, Problem 48AP , additional homework tip 5

Interpretation Introduction

c)

Interpretation:

Whether benzophenone undergoes aldol self-condensation reaction or not is to be stated. The product formed, if the reaction is successful, is also to be shown.

Concept introduction:

Aldehydes and ketones with α-hydrogen undergo a base catalyzed carbonyl condensation reaction in aldol condensation. In this reaction two molecules of the reactant combine by forming a bond between α-carbon of one molecule and the carbonyl carbon within the same molecule or of the second molecule.

To state:

Whether benzophenone undergoes aldol self-condensation reaction or not.

To show:

The product formed, if the reaction is successful.

Expert Solution

Answer to Problem 48AP

Benzophenone does not undergo self aldol condensation reaction. The reaction is not successful.

Explanation of Solution

The requirement of aldol reaction is the aldehyde or ketone should have α-hydrogen atom. Benzophenone does not possess α-hydrogen atom. Hence the reaction is not successful.

Conclusion

Benzophenone does not undergo self aldol condensation reaction. Theb reaction is not successful.

Interpretation Introduction

d)

Interpretation:

Whether 3-pentanone undergoes aldol self-condensation reaction or not is to be stated. The product formed, if the reaction is successful, is also to be shown.

Concept introduction:

Aldehydes and ketones with α-hydrogen undergo a base catalyzed carbonyl condensation reaction in aldol condensation. In this reaction two molecules of the reactant combine by forming a bond between α-carbon of one molecule and the carbonyl carbon within the same molecule or of the second molecule.

To state:

Whether 3-pentanone undergoes aldol self-condensation reaction or not.

To show:

The product formed, if the reaction is successful.

Expert Solution

Answer to Problem 48AP

3-pentanone undergoes aldol self-condensation reaction. The product formed is

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th, Chapter 23.SE, Problem 48AP , additional homework tip 8

Explanation of Solution

The requirement of aldol reaction is the aldehyde or ketone should have α-hydrogen atom. 3-Pentanone has α-hydrogen atom. Hence the reaction is successful. Two molecules of 3-pentanone condense in the presence of a base to yield an aldol which dehydrates to give the α, β-unsaturated ketone.

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th, Chapter 23.SE, Problem 48AP , additional homework tip 9

Conclusion

3-pentanone undergoes aldol self-condensation reaction. The product formed is

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th, Chapter 23.SE, Problem 48AP , additional homework tip 10

Interpretation Introduction

e)

Interpretation:

Whether decanal undergoes aldol self-condensation reaction or not is to be stated. The product formed, if the reaction is successful, is also to be shown.

Concept introduction:

Aldehydes and ketones with α-hydrogen undergo a base catalyzed carbonyl condensation reaction in aldol condensation. In this reaction two molecules of the reactant combine by forming a bond between α-carbon of one molecule and the carbonyl carbon within the same molecule or of the second molecule.

To state:

Whether decanal undergoes aldol self-condensation reaction or not.

To show:

The product formed, if the reaction is successful.

Expert Solution

Answer to Problem 48AP

Decanal undergoes aldol self-condensation reaction. The product formed is

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th, Chapter 23.SE, Problem 48AP , additional homework tip 12

Explanation of Solution

The requirement of aldol reaction is the aldehyde or ketone should have α-hydrogen atom. Decanal has α-hydrogen atom. Hence the reaction is successful. Two molecules of decanal condense in the presence of a base to yield an aldol which dehydrates to give an α, β-unsaturated aldehyde.

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th, Chapter 23.SE, Problem 48AP , additional homework tip 13

Conclusion

Decanal undergoes aldol self-condensation reaction. The product formed is

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th, Chapter 23.SE, Problem 48AP , additional homework tip 14

Interpretation Introduction

f)

Interpretation:

Whether 3-phenyl-2-propenal undergoes aldol self-condensation reaction or not is to be stated. The product formed, if the reaction is successful, is also to be shown.

Concept introduction:

Aldehydes and ketones with α-hydrogen undergo a base catalyzed carbonyl condensation reaction in aldol condensation. In this reaction two molecules of the reactant combine by forming a bond between α-carbon of one molecule and the carbonyl carbon within the same molecule or of the second molecule.

To state:

Whether 3-phenyl-2-propenal undergoes aldol self-condensation reaction or not.

To show:

The product formed, if the reaction is successful.

Expert Solution

Answer to Problem 48AP

3-Phenyl-2-propenal does not undergo aldol self-condensation reaction. The reaction is not successful.

Explanation of Solution

The requirement of aldol reaction is the aldehyde or ketone should have α-hydrogen atom. 3-Phenyl-2-propenal does not possess α-hydrogen atom. Hence the reaction is not successful.

Conclusion

3-Phenyl-2-propenal does not undergo aldol self-condensation reaction. The reaction is not successful.

Answer 6

Chapter 23.SE, Problem 48AP

Interpretation Introduction

a)

Interpretation:

Whether trimethylacetaldehyde undergoes aldol self-condensation reaction or not is to be stated. The product formed, if the reaction is successful, is also to be shown.

Concept introduction:

Aldehydes and ketones with α-hydrogen undergo a base catalyzed carbonyl condensation reaction in aldol condensation. In this reaction two molecules of the reactant combine by forming a bond between α-carbon of one molecule and the carbonyl carbon within the same molecule or of the second molecule.

To state:

Whether trimethylacetaldehyde undergoes aldol self-condensation reaction or not.

To show:

The product formed, if the reaction is successful.

Expert Solution

Answer to Problem 48AP

Trimethylacetaldehyde does not undergo aldol self-condensation reaction. The reaction is not successful.

Explanation of Solution

The requirement of aldol reaction is the aldehyde or ketone should have α-hydrogen atom. Trimethylacetaldehyde does not possess α-hydrogen atom. Hence the reaction is not successful.

Conclusion

Trimethylacetaldehyde does not undergo aldol self-condensation reaction. The reaction is not successful.

Answer 7

Chapter 23.SE, Problem 48AP

Interpretation Introduction

a)

Interpretation:

Whether trimethylacetaldehyde undergoes aldol self-condensation reaction or not is to be stated. The product formed, if the reaction is successful, is also to be shown.

Concept introduction:

Aldehydes and ketones with α-hydrogen undergo a base catalyzed carbonyl condensation reaction in aldol condensation. In this reaction two molecules of the reactant combine by forming a bond between α-carbon of one molecule and the carbonyl carbon within the same molecule or of the second molecule.

To state:

Whether trimethylacetaldehyde undergoes aldol self-condensation reaction or not.

To show:

The product formed, if the reaction is successful.

Answer 8

Expert Solution

Answer to Problem 48AP

Trimethylacetaldehyde does not undergo aldol self-condensation reaction. The reaction is not successful.

Answer 9

Expert Solution

Answer 10

Expert Solution

Answer 11

Expert Solution

Answer 12

Explanation of Solution

The requirement of aldol reaction is the aldehyde or ketone should have α-hydrogen atom. Trimethylacetaldehyde does not possess α-hydrogen atom. Hence the reaction is not successful.

Answer 13

Conclusion

Trimethylacetaldehyde does not undergo aldol self-condensation reaction. The reaction is not successful.

Answer 14

Interpretation Introduction

b)

Interpretation:

Whether cyclobutanone undergoes aldol self-condensation reaction or not is to be stated. The product formed, if the reaction is successful, is also to be shown.

Concept introduction:

Aldehydes and ketones with α-hydrogen undergo a base catalyzed carbonyl condensation reaction in aldol condensation. In this reaction two molecules of the reactant combine by forming a bond between α-carbon of one molecule and the carbonyl carbon within the same molecule or of the second molecule.

To state:

Whether cyclobutanone undergoes aldol self-condensation reaction or not.

To show:

The product formed, if the reaction is successful.

Expert Solution

Answer to Problem 48AP

Cyclobutanone undergoes aldol self-condensation reaction. The product formed is

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th, Chapter 23.SE, Problem 48AP , additional homework tip 3

Explanation of Solution

The requirement of aldol reaction is the aldehyde or ketone should have α-hydrogen atom. Cyclobutanone has α-hydrogen atoms. Hence the reaction is successful. Two molecules of cyclobutanone condense in the presence of a base to yield an aldol which dehydrates to give α, β-unsaturated ketone.

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th, Chapter 23.SE, Problem 48AP , additional homework tip 4

Conclusion

Cyclobutanone undergoes aldol self-condensation reaction. The product formed is

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th, Chapter 23.SE, Problem 48AP , additional homework tip 5

Answer 15

Interpretation Introduction

b)

Interpretation:

Whether cyclobutanone undergoes aldol self-condensation reaction or not is to be stated. The product formed, if the reaction is successful, is also to be shown.

Concept introduction:

Aldehydes and ketones with α-hydrogen undergo a base catalyzed carbonyl condensation reaction in aldol condensation. In this reaction two molecules of the reactant combine by forming a bond between α-carbon of one molecule and the carbonyl carbon within the same molecule or of the second molecule.

To state:

Whether cyclobutanone undergoes aldol self-condensation reaction or not.

To show:

The product formed, if the reaction is successful.

Answer 16

Expert Solution

Answer to Problem 48AP

Cyclobutanone undergoes aldol self-condensation reaction. The product formed is

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th, Chapter 23.SE, Problem 48AP , additional homework tip 3

Answer 17

Expert Solution

Answer 18

Expert Solution

Answer 19

Expert Solution

Answer 20

Explanation of Solution

The requirement of aldol reaction is the aldehyde or ketone should have α-hydrogen atom. Cyclobutanone has α-hydrogen atoms. Hence the reaction is successful. Two molecules of cyclobutanone condense in the presence of a base to yield an aldol which dehydrates to give α, β-unsaturated ketone.

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th, Chapter 23.SE, Problem 48AP , additional homework tip 4

Answer 21

Conclusion

Cyclobutanone undergoes aldol self-condensation reaction. The product formed is

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th, Chapter 23.SE, Problem 48AP , additional homework tip 5

Answer 22

Interpretation Introduction

c)

Interpretation:

Whether benzophenone undergoes aldol self-condensation reaction or not is to be stated. The product formed, if the reaction is successful, is also to be shown.

Concept introduction:

Aldehydes and ketones with α-hydrogen undergo a base catalyzed carbonyl condensation reaction in aldol condensation. In this reaction two molecules of the reactant combine by forming a bond between α-carbon of one molecule and the carbonyl carbon within the same molecule or of the second molecule.

To state:

Whether benzophenone undergoes aldol self-condensation reaction or not.

To show:

The product formed, if the reaction is successful.

Expert Solution

Answer to Problem 48AP

Benzophenone does not undergo self aldol condensation reaction. The reaction is not successful.

Explanation of Solution

The requirement of aldol reaction is the aldehyde or ketone should have α-hydrogen atom. Benzophenone does not possess α-hydrogen atom. Hence the reaction is not successful.

Conclusion

Benzophenone does not undergo self aldol condensation reaction. Theb reaction is not successful.

Answer 23

Interpretation Introduction

c)

Interpretation:

Whether benzophenone undergoes aldol self-condensation reaction or not is to be stated. The product formed, if the reaction is successful, is also to be shown.

Concept introduction:

Aldehydes and ketones with α-hydrogen undergo a base catalyzed carbonyl condensation reaction in aldol condensation. In this reaction two molecules of the reactant combine by forming a bond between α-carbon of one molecule and the carbonyl carbon within the same molecule or of the second molecule.

To state:

Whether benzophenone undergoes aldol self-condensation reaction or not.

To show:

The product formed, if the reaction is successful.

Answer 24

Expert Solution

Answer to Problem 48AP

Benzophenone does not undergo self aldol condensation reaction. The reaction is not successful.

Answer 25

Expert Solution

Answer 26

Expert Solution

Answer 27

Expert Solution

Answer 28

Explanation of Solution

The requirement of aldol reaction is the aldehyde or ketone should have α-hydrogen atom. Benzophenone does not possess α-hydrogen atom. Hence the reaction is not successful.

Answer 29

Conclusion

Benzophenone does not undergo self aldol condensation reaction. Theb reaction is not successful.

Answer 30

Interpretation Introduction

d)

Interpretation:

Whether 3-pentanone undergoes aldol self-condensation reaction or not is to be stated. The product formed, if the reaction is successful, is also to be shown.

Concept introduction:

Aldehydes and ketones with α-hydrogen undergo a base catalyzed carbonyl condensation reaction in aldol condensation. In this reaction two molecules of the reactant combine by forming a bond between α-carbon of one molecule and the carbonyl carbon within the same molecule or of the second molecule.

To state:

Whether 3-pentanone undergoes aldol self-condensation reaction or not.

To show:

The product formed, if the reaction is successful.

Expert Solution

Answer to Problem 48AP

3-pentanone undergoes aldol self-condensation reaction. The product formed is

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th, Chapter 23.SE, Problem 48AP , additional homework tip 8

Explanation of Solution

The requirement of aldol reaction is the aldehyde or ketone should have α-hydrogen atom. 3-Pentanone has α-hydrogen atom. Hence the reaction is successful. Two molecules of 3-pentanone condense in the presence of a base to yield an aldol which dehydrates to give the α, β-unsaturated ketone.

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th, Chapter 23.SE, Problem 48AP , additional homework tip 9

Conclusion

3-pentanone undergoes aldol self-condensation reaction. The product formed is

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th, Chapter 23.SE, Problem 48AP , additional homework tip 10

Answer 31

Interpretation Introduction

d)

Interpretation:

Whether 3-pentanone undergoes aldol self-condensation reaction or not is to be stated. The product formed, if the reaction is successful, is also to be shown.

Concept introduction:

Aldehydes and ketones with α-hydrogen undergo a base catalyzed carbonyl condensation reaction in aldol condensation. In this reaction two molecules of the reactant combine by forming a bond between α-carbon of one molecule and the carbonyl carbon within the same molecule or of the second molecule.

To state:

Whether 3-pentanone undergoes aldol self-condensation reaction or not.

To show:

The product formed, if the reaction is successful.

Answer 32

Expert Solution

Answer to Problem 48AP

3-pentanone undergoes aldol self-condensation reaction. The product formed is

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th, Chapter 23.SE, Problem 48AP , additional homework tip 8

Answer 33

Expert Solution

Answer 34

Expert Solution

Answer 35

Expert Solution

Answer 36

Explanation of Solution

The requirement of aldol reaction is the aldehyde or ketone should have α-hydrogen atom. 3-Pentanone has α-hydrogen atom. Hence the reaction is successful. Two molecules of 3-pentanone condense in the presence of a base to yield an aldol which dehydrates to give the α, β-unsaturated ketone.

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th, Chapter 23.SE, Problem 48AP , additional homework tip 9

Answer 37

Conclusion

3-pentanone undergoes aldol self-condensation reaction. The product formed is

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th, Chapter 23.SE, Problem 48AP , additional homework tip 10

Answer 38

Interpretation Introduction

e)

Interpretation:

Whether decanal undergoes aldol self-condensation reaction or not is to be stated. The product formed, if the reaction is successful, is also to be shown.

Concept introduction:

Aldehydes and ketones with α-hydrogen undergo a base catalyzed carbonyl condensation reaction in aldol condensation. In this reaction two molecules of the reactant combine by forming a bond between α-carbon of one molecule and the carbonyl carbon within the same molecule or of the second molecule.

To state:

Whether decanal undergoes aldol self-condensation reaction or not.

To show:

The product formed, if the reaction is successful.

Expert Solution

Answer to Problem 48AP

Decanal undergoes aldol self-condensation reaction. The product formed is

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th, Chapter 23.SE, Problem 48AP , additional homework tip 12

Explanation of Solution

The requirement of aldol reaction is the aldehyde or ketone should have α-hydrogen atom. Decanal has α-hydrogen atom. Hence the reaction is successful. Two molecules of decanal condense in the presence of a base to yield an aldol which dehydrates to give an α, β-unsaturated aldehyde.

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th, Chapter 23.SE, Problem 48AP , additional homework tip 13

Conclusion

Decanal undergoes aldol self-condensation reaction. The product formed is

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th, Chapter 23.SE, Problem 48AP , additional homework tip 14

Answer 39

Interpretation Introduction

e)

Interpretation:

Whether decanal undergoes aldol self-condensation reaction or not is to be stated. The product formed, if the reaction is successful, is also to be shown.

Concept introduction:

Aldehydes and ketones with α-hydrogen undergo a base catalyzed carbonyl condensation reaction in aldol condensation. In this reaction two molecules of the reactant combine by forming a bond between α-carbon of one molecule and the carbonyl carbon within the same molecule or of the second molecule.

To state:

Whether decanal undergoes aldol self-condensation reaction or not.

To show:

The product formed, if the reaction is successful.

Answer 40

Expert Solution

Answer to Problem 48AP

Decanal undergoes aldol self-condensation reaction. The product formed is

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th, Chapter 23.SE, Problem 48AP , additional homework tip 12

Answer 41

Expert Solution

Answer 42

Expert Solution

Answer 43

Expert Solution

Answer 44

Explanation of Solution

The requirement of aldol reaction is the aldehyde or ketone should have α-hydrogen atom. Decanal has α-hydrogen atom. Hence the reaction is successful. Two molecules of decanal condense in the presence of a base to yield an aldol which dehydrates to give an α, β-unsaturated aldehyde.

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th, Chapter 23.SE, Problem 48AP , additional homework tip 13

Answer 45

Conclusion

Decanal undergoes aldol self-condensation reaction. The product formed is

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th, Chapter 23.SE, Problem 48AP , additional homework tip 14

Answer 46

Interpretation Introduction

f)

Interpretation:

Whether 3-phenyl-2-propenal undergoes aldol self-condensation reaction or not is to be stated. The product formed, if the reaction is successful, is also to be shown.

Concept introduction:

Aldehydes and ketones with α-hydrogen undergo a base catalyzed carbonyl condensation reaction in aldol condensation. In this reaction two molecules of the reactant combine by forming a bond between α-carbon of one molecule and the carbonyl carbon within the same molecule or of the second molecule.

To state:

Whether 3-phenyl-2-propenal undergoes aldol self-condensation reaction or not.

To show:

The product formed, if the reaction is successful.

Expert Solution

Answer to Problem 48AP

3-Phenyl-2-propenal does not undergo aldol self-condensation reaction. The reaction is not successful.

Explanation of Solution

The requirement of aldol reaction is the aldehyde or ketone should have α-hydrogen atom. 3-Phenyl-2-propenal does not possess α-hydrogen atom. Hence the reaction is not successful.

Conclusion

3-Phenyl-2-propenal does not undergo aldol self-condensation reaction. The reaction is not successful.

Answer 47

Interpretation Introduction

f)

Interpretation:

Whether 3-phenyl-2-propenal undergoes aldol self-condensation reaction or not is to be stated. The product formed, if the reaction is successful, is also to be shown.

Concept introduction:

Aldehydes and ketones with α-hydrogen undergo a base catalyzed carbonyl condensation reaction in aldol condensation. In this reaction two molecules of the reactant combine by forming a bond between α-carbon of one molecule and the carbonyl carbon within the same molecule or of the second molecule.

To state:

Whether 3-phenyl-2-propenal undergoes aldol self-condensation reaction or not.

To show:

The product formed, if the reaction is successful.

Answer 48

Expert Solution

Answer to Problem 48AP

3-Phenyl-2-propenal does not undergo aldol self-condensation reaction. The reaction is not successful.

Answer 49

Expert Solution

Answer 50

Expert Solution

Answer 51

Expert Solution

Answer 52

Explanation of Solution

The requirement of aldol reaction is the aldehyde or ketone should have α-hydrogen atom. 3-Phenyl-2-propenal does not possess α-hydrogen atom. Hence the reaction is not successful.