a) Interpretation: The product obtained in the base catalyzed Michael reaction of 3-buten-2-one with malonic ester, a nucleophilic donor is to be given. Concept introduction: Michael reaction involves the conjugate addition of a stable enolate ion derived from a β-ketoesters or β- diketones or β- ketonitriles or malonic esters (donors) to an unhindered Î±,β- unsaturated ketones or aldehydes or esters or thioesters or nitriles or amides or nitro compounds (acceptors). The enolate ion from the donor attacks the double bond in acceptor. A new bond is formed between the Î±-carbon of the donor and the β- carbon of the unsaturated acceptor. To give: The product obtained in the base catalyzed Michael reaction of 3-buten-2-one with malonic ester, a nucleophilic donor.

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Answer 1

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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 23.10, Problem 17P

Interpretation Introduction

a)

Interpretation:

The product obtained in the base catalyzed Michael reaction of 3-buten-2-one with malonic ester, a nucleophilic donor is to be given.

Concept introduction:

Michael reaction involves the conjugate addition of a stable enolate ion derived from a β-ketoesters or β- diketones or β- ketonitriles or malonic esters (donors) to an unhindered Î±,β- unsaturated ketones or aldehydes or esters or thioesters or nitriles or amides or nitro compounds (acceptors). The enolate ion from the donor attacks the double bond in acceptor. A new bond is formed between the Î±-carbon of the donor and the β- carbon of the unsaturated acceptor.

To give:

The product obtained in the base catalyzed Michael reaction of 3-buten-2-one with malonic ester, a nucleophilic donor.

Interpretation Introduction

b)

Interpretation:

The product obtained in the base catalyzed Michael reaction of 3-buten-2-one with the β- keto ester, a nucleophilic donor shown is to be given.

Concept introduction:

Michael reaction involves the conjugate addition of a stable enolate ion derived from a β-ketoesters or β- diketones or β- ketonitriles or malonic esters (donors) to an unhindered Î±,β- unsaturated ketones or aldehydes or esters or thioesters or nitriles or amides or nitro compounds (acceptors). The enolate ion from the donor attacks the double bond in acceptor. A new bond is formed between the Î±-carbon of the donor and the β- carbon of the unsaturated ester.

To give:

The product obtained in the base catalyzed Michael reaction of 3-buten-2-one with the β- keto ester, a nucleophilic donor shown.

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For each reaction below, decide if the first stable organic product that forms in solution will create a new CC bond, and check the appropriate box. Next, for each reaction to which you answered "Yes" to in the table, draw this product in the drawing area below. Note for advanced students: for this problem, don't worry if you think this product will continue to react under the current conditions - just focus on the first stable product you expect to form in solution. ? NH2 MgBr Will the first product that forms in this reaction create a new CC bond? ○ Yes ○ No MgBr ? Will the first product that forms in this reaction create a new CC bond? O Yes O No Click and drag to start drawing a structure. :☐ G x c olo Ar HE

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Answer 2

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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 23.10, Problem 17P

Interpretation Introduction

a)

Interpretation:

The product obtained in the base catalyzed Michael reaction of 3-buten-2-one with malonic ester, a nucleophilic donor is to be given.

Concept introduction:

Michael reaction involves the conjugate addition of a stable enolate ion derived from a β-ketoesters or β- diketones or β- ketonitriles or malonic esters (donors) to an unhindered Î±,β- unsaturated ketones or aldehydes or esters or thioesters or nitriles or amides or nitro compounds (acceptors). The enolate ion from the donor attacks the double bond in acceptor. A new bond is formed between the Î±-carbon of the donor and the β- carbon of the unsaturated acceptor.

To give:

The product obtained in the base catalyzed Michael reaction of 3-buten-2-one with malonic ester, a nucleophilic donor.

Interpretation Introduction

b)

Interpretation:

The product obtained in the base catalyzed Michael reaction of 3-buten-2-one with the β- keto ester, a nucleophilic donor shown is to be given.

Concept introduction:

Michael reaction involves the conjugate addition of a stable enolate ion derived from a β-ketoesters or β- diketones or β- ketonitriles or malonic esters (donors) to an unhindered Î±,β- unsaturated ketones or aldehydes or esters or thioesters or nitriles or amides or nitro compounds (acceptors). The enolate ion from the donor attacks the double bond in acceptor. A new bond is formed between the Î±-carbon of the donor and the β- carbon of the unsaturated ester.

To give:

The product obtained in the base catalyzed Michael reaction of 3-buten-2-one with the β- keto ester, a nucleophilic donor shown.

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Answer 3

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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 23.10, Problem 17P

Interpretation Introduction

a)

Interpretation:

The product obtained in the base catalyzed Michael reaction of 3-buten-2-one with malonic ester, a nucleophilic donor is to be given.

Concept introduction:

Michael reaction involves the conjugate addition of a stable enolate ion derived from a β-ketoesters or β- diketones or β- ketonitriles or malonic esters (donors) to an unhindered Î±,β- unsaturated ketones or aldehydes or esters or thioesters or nitriles or amides or nitro compounds (acceptors). The enolate ion from the donor attacks the double bond in acceptor. A new bond is formed between the Î±-carbon of the donor and the β- carbon of the unsaturated acceptor.

To give:

The product obtained in the base catalyzed Michael reaction of 3-buten-2-one with malonic ester, a nucleophilic donor.

Interpretation Introduction

b)

Interpretation:

The product obtained in the base catalyzed Michael reaction of 3-buten-2-one with the β- keto ester, a nucleophilic donor shown is to be given.

Concept introduction:

Michael reaction involves the conjugate addition of a stable enolate ion derived from a β-ketoesters or β- diketones or β- ketonitriles or malonic esters (donors) to an unhindered Î±,β- unsaturated ketones or aldehydes or esters or thioesters or nitriles or amides or nitro compounds (acceptors). The enolate ion from the donor attacks the double bond in acceptor. A new bond is formed between the Î±-carbon of the donor and the β- carbon of the unsaturated ester.

To give:

The product obtained in the base catalyzed Michael reaction of 3-buten-2-one with the β- keto ester, a nucleophilic donor shown.

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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 23.10, Problem 17P

Interpretation Introduction

a)

Interpretation:

The product obtained in the base catalyzed Michael reaction of 3-buten-2-one with malonic ester, a nucleophilic donor is to be given.

Concept introduction:

Michael reaction involves the conjugate addition of a stable enolate ion derived from a β-ketoesters or β- diketones or β- ketonitriles or malonic esters (donors) to an unhindered Î±,β- unsaturated ketones or aldehydes or esters or thioesters or nitriles or amides or nitro compounds (acceptors). The enolate ion from the donor attacks the double bond in acceptor. A new bond is formed between the Î±-carbon of the donor and the β- carbon of the unsaturated acceptor.

To give:

The product obtained in the base catalyzed Michael reaction of 3-buten-2-one with malonic ester, a nucleophilic donor.

Interpretation Introduction

b)

Interpretation:

The product obtained in the base catalyzed Michael reaction of 3-buten-2-one with the β- keto ester, a nucleophilic donor shown is to be given.

Concept introduction:

Michael reaction involves the conjugate addition of a stable enolate ion derived from a β-ketoesters or β- diketones or β- ketonitriles or malonic esters (donors) to an unhindered Î±,β- unsaturated ketones or aldehydes or esters or thioesters or nitriles or amides or nitro compounds (acceptors). The enolate ion from the donor attacks the double bond in acceptor. A new bond is formed between the Î±-carbon of the donor and the β- carbon of the unsaturated ester.

To give:

The product obtained in the base catalyzed Michael reaction of 3-buten-2-one with the β- keto ester, a nucleophilic donor shown.

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Answer 5

Chapter 23.10, Problem 17P

Interpretation Introduction

a)

Interpretation:

The product obtained in the base catalyzed Michael reaction of 3-buten-2-one with malonic ester, a nucleophilic donor is to be given.

Concept introduction:

Michael reaction involves the conjugate addition of a stable enolate ion derived from a β-ketoesters or β- diketones or β- ketonitriles or malonic esters (donors) to an unhindered Î±,β- unsaturated ketones or aldehydes or esters or thioesters or nitriles or amides or nitro compounds (acceptors). The enolate ion from the donor attacks the double bond in acceptor. A new bond is formed between the Î±-carbon of the donor and the β- carbon of the unsaturated acceptor.

To give:

The product obtained in the base catalyzed Michael reaction of 3-buten-2-one with malonic ester, a nucleophilic donor.

Interpretation Introduction

b)

Interpretation:

The product obtained in the base catalyzed Michael reaction of 3-buten-2-one with the β- keto ester, a nucleophilic donor shown is to be given.

Concept introduction:

Michael reaction involves the conjugate addition of a stable enolate ion derived from a β-ketoesters or β- diketones or β- ketonitriles or malonic esters (donors) to an unhindered Î±,β- unsaturated ketones or aldehydes or esters or thioesters or nitriles or amides or nitro compounds (acceptors). The enolate ion from the donor attacks the double bond in acceptor. A new bond is formed between the Î±-carbon of the donor and the β- carbon of the unsaturated ester.

To give:

The product obtained in the base catalyzed Michael reaction of 3-buten-2-one with the β- keto ester, a nucleophilic donor shown.

Answer 6

Chapter 23.10, Problem 17P

Interpretation Introduction

a)

Interpretation:

The product obtained in the base catalyzed Michael reaction of 3-buten-2-one with malonic ester, a nucleophilic donor is to be given.

Concept introduction:

Michael reaction involves the conjugate addition of a stable enolate ion derived from a β-ketoesters or β- diketones or β- ketonitriles or malonic esters (donors) to an unhindered Î±,β- unsaturated ketones or aldehydes or esters or thioesters or nitriles or amides or nitro compounds (acceptors). The enolate ion from the donor attacks the double bond in acceptor. A new bond is formed between the Î±-carbon of the donor and the β- carbon of the unsaturated acceptor.

To give:

The product obtained in the base catalyzed Michael reaction of 3-buten-2-one with malonic ester, a nucleophilic donor.

Answer 7

Chapter 23.10, Problem 17P

Interpretation Introduction

a)

Interpretation:

The product obtained in the base catalyzed Michael reaction of 3-buten-2-one with malonic ester, a nucleophilic donor is to be given.

Concept introduction:

Michael reaction involves the conjugate addition of a stable enolate ion derived from a β-ketoesters or β- diketones or β- ketonitriles or malonic esters (donors) to an unhindered Î±,β- unsaturated ketones or aldehydes or esters or thioesters or nitriles or amides or nitro compounds (acceptors). The enolate ion from the donor attacks the double bond in acceptor. A new bond is formed between the Î±-carbon of the donor and the β- carbon of the unsaturated acceptor.

To give:

The product obtained in the base catalyzed Michael reaction of 3-buten-2-one with malonic ester, a nucleophilic donor.

Answer 8

Interpretation Introduction

b)

Interpretation:

The product obtained in the base catalyzed Michael reaction of 3-buten-2-one with the β- keto ester, a nucleophilic donor shown is to be given.

Concept introduction:

Michael reaction involves the conjugate addition of a stable enolate ion derived from a β-ketoesters or β- diketones or β- ketonitriles or malonic esters (donors) to an unhindered Î±,β- unsaturated ketones or aldehydes or esters or thioesters or nitriles or amides or nitro compounds (acceptors). The enolate ion from the donor attacks the double bond in acceptor. A new bond is formed between the Î±-carbon of the donor and the β- carbon of the unsaturated ester.

To give:

The product obtained in the base catalyzed Michael reaction of 3-buten-2-one with the β- keto ester, a nucleophilic donor shown.

Answer 9

Interpretation Introduction

b)

Interpretation:

The product obtained in the base catalyzed Michael reaction of 3-buten-2-one with the β- keto ester, a nucleophilic donor shown is to be given.

Concept introduction:

Michael reaction involves the conjugate addition of a stable enolate ion derived from a β-ketoesters or β- diketones or β- ketonitriles or malonic esters (donors) to an unhindered Î±,β- unsaturated ketones or aldehydes or esters or thioesters or nitriles or amides or nitro compounds (acceptors). The enolate ion from the donor attacks the double bond in acceptor. A new bond is formed between the Î±-carbon of the donor and the β- carbon of the unsaturated ester.

To give:

The product obtained in the base catalyzed Michael reaction of 3-buten-2-one with the β- keto ester, a nucleophilic donor shown.

Answer 10

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Answer 13

Ch. 23.1 - Prob. 1P Ch. 23.1 - Prob. 2P Ch. 23.3 - Prob. 3P Ch. 23.3 - Prob. 4P Ch. 23.4 - Prob. 5P Ch. 23.4 - 1-Butanol is prepared commercially by a route that...Ch. 23.4 - Prob. 7P Ch. 23.5 - Prob. 8P Ch. 23.6 - Prob. 9P Ch. 23.6 - What product would you Expect to obtain from base...

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