Why an aldol condensation product is not formed when a 1,3-diketone such as 2,4-pentanedione is treated with a base is to be explained. 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 explain: Why treatment of a 1,3-diketone such as 2,4-pentanedione does not give an aldol condensation product.

Question

Illustrate the steps of a directed aldol reaction between a ketoneand an aldehyde, both of which have α hydrogens ?

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 23.6, Problem 9P

Interpretation Introduction

Interpretation:

Why an aldol condensation product is not formed when a 1,3-diketone such as 2,4-pentanedione is treated with a base is to be explained.

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 explain:

Why treatment of a 1,3-diketone such as 2,4-pentanedione does not give an aldol condensation product.

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Illustrate the steps of a directed aldol reaction between a ketoneand an aldehyde, both of which have α hydrogens ?

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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 23.6, Problem 9P

Interpretation Introduction

Interpretation:

Why an aldol condensation product is not formed when a 1,3-diketone such as 2,4-pentanedione is treated with a base is to be explained.

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 explain:

Why treatment of a 1,3-diketone such as 2,4-pentanedione does not give an aldol condensation product.

Expert Solution & Answer

Trending nowThis is a popular solution!

See solution

Check out sample textbook solution

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 23.6, Problem 9P

Interpretation Introduction

Interpretation:

Why an aldol condensation product is not formed when a 1,3-diketone such as 2,4-pentanedione is treated with a base is to be explained.

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 explain:

Why treatment of a 1,3-diketone such as 2,4-pentanedione does not give an aldol condensation product.

Expert Solution & Answer

Trending nowThis is a popular solution!

See solution

Check out sample textbook solution

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 23.6, Problem 9P

Interpretation Introduction