(a) Interpretation: The curved-arrow mechanism for the reaction of 2-oxocyclohexanal with but-3-en-2-one is to be stated. The intermediate A has to be identified. Concept introduction: Michael addition reactions are those reactions in which an enolate ion undergoes cyclo-addition reactions with α,β- unsaturated carbonyl compounds. This reaction occurs in the presence of a catalytic base. Aldol condensation reactions are those reactions in which enolate ions reacts with carbonyl compounds to produce β- hydroxyl aldehydes or β- hydroxyl ketones.

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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 22, Problem 22.49P

Interpretation Introduction

(a)

Interpretation:

The curved-arrow mechanism for the reaction of 2-oxocyclohexanal with but-3-en-2-one is to be stated. The intermediate A has to be identified.

Concept introduction:

Michael addition reactions are those reactions in which an enolate ion undergoes cyclo-addition reactions with α,β- unsaturated carbonyl compounds. This reaction occurs in the presence of a catalytic base. Aldol condensation reactions are those reactions in which enolate ions reacts with carbonyl compounds to produce β- hydroxyl aldehydes or β- hydroxyl ketones.

Interpretation Introduction

(b)

Interpretation:

The curved-arrow mechanism for the reaction of diethyl malonate with but-3-en-2-one is to be stated. The intermediate has to be identified.

Concept introduction:

Michael addition reactions are those reactions in which an enolate ion undergoes cyclo-addition reactions with α,β− unsaturated carbonyl compounds. This reaction occurs in the presence of a catalytic base. Aldol condensation reactions are those reactions in which enolate ions reacts with carbonyl compounds to produce β− hydroxyl aldehydes or β− hydroxyl ketones.

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6. Consider the following exothermic reaction below. 2Cu2+(aq) +41 (aq)2Cul(s) + 12(aq) a. If Cul is added, there will be a shift left/shift right/no shift (circle one). b. If Cu2+ is added, there will be a shift left/shift right/no shift (circle one). c. If a solution of AgNO3 is added, there will be a shift left/shift right/no shift (circle one). d. If the solvent hexane (C6H14) is added, there will be a shift left/shift right/no shift (circle one). Hint: one of the reaction species is more soluble in hexane than in water. e. If the reaction is cooled, there will be a shift left/shift right/no shift (circle one). f. Which of the changes above will change the equilibrium constant, K?

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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 22, Problem 22.49P

Interpretation Introduction

(a)

Interpretation:

The curved-arrow mechanism for the reaction of 2-oxocyclohexanal with but-3-en-2-one is to be stated. The intermediate A has to be identified.

Concept introduction:

Michael addition reactions are those reactions in which an enolate ion undergoes cyclo-addition reactions with α,β- unsaturated carbonyl compounds. This reaction occurs in the presence of a catalytic base. Aldol condensation reactions are those reactions in which enolate ions reacts with carbonyl compounds to produce β- hydroxyl aldehydes or β- hydroxyl ketones.

Interpretation Introduction

(b)

Interpretation:

The curved-arrow mechanism for the reaction of diethyl malonate with but-3-en-2-one is to be stated. The intermediate has to be identified.

Concept introduction:

Michael addition reactions are those reactions in which an enolate ion undergoes cyclo-addition reactions with α,β− unsaturated carbonyl compounds. This reaction occurs in the presence of a catalytic base. Aldol condensation reactions are those reactions in which enolate ions reacts with carbonyl compounds to produce β− hydroxyl aldehydes or β− hydroxyl ketones.

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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 22.49P

Interpretation Introduction

(a)

Interpretation:

The curved-arrow mechanism for the reaction of 2-oxocyclohexanal with but-3-en-2-one is to be stated. The intermediate A has to be identified.

Concept introduction:

Michael addition reactions are those reactions in which an enolate ion undergoes cyclo-addition reactions with α,β- unsaturated carbonyl compounds. This reaction occurs in the presence of a catalytic base. Aldol condensation reactions are those reactions in which enolate ions reacts with carbonyl compounds to produce β- hydroxyl aldehydes or β- hydroxyl ketones.

Interpretation Introduction

(b)

Interpretation:

The curved-arrow mechanism for the reaction of diethyl malonate with but-3-en-2-one is to be stated. The intermediate has to be identified.

Concept introduction:

Michael addition reactions are those reactions in which an enolate ion undergoes cyclo-addition reactions with α,β− unsaturated carbonyl compounds. This reaction occurs in the presence of a catalytic base. Aldol condensation reactions are those reactions in which enolate ions reacts with carbonyl compounds to produce β− hydroxyl aldehydes or β− hydroxyl ketones.

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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 22.49P

Interpretation Introduction

(a)

Interpretation:

The curved-arrow mechanism for the reaction of 2-oxocyclohexanal with but-3-en-2-one is to be stated. The intermediate A has to be identified.

Concept introduction:

Michael addition reactions are those reactions in which an enolate ion undergoes cyclo-addition reactions with α,β- unsaturated carbonyl compounds. This reaction occurs in the presence of a catalytic base. Aldol condensation reactions are those reactions in which enolate ions reacts with carbonyl compounds to produce β- hydroxyl aldehydes or β- hydroxyl ketones.

Interpretation Introduction

(b)

Interpretation:

The curved-arrow mechanism for the reaction of diethyl malonate with but-3-en-2-one is to be stated. The intermediate has to be identified.

Concept introduction:

Michael addition reactions are those reactions in which an enolate ion undergoes cyclo-addition reactions with α,β− unsaturated carbonyl compounds. This reaction occurs in the presence of a catalytic base. Aldol condensation reactions are those reactions in which enolate ions reacts with carbonyl compounds to produce β− hydroxyl aldehydes or β− hydroxyl ketones.

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Answer 5

Chapter 22, Problem 22.49P

Interpretation Introduction

(a)

Interpretation:

The curved-arrow mechanism for the reaction of 2-oxocyclohexanal with but-3-en-2-one is to be stated. The intermediate A has to be identified.

Concept introduction:

Michael addition reactions are those reactions in which an enolate ion undergoes cyclo-addition reactions with α,β- unsaturated carbonyl compounds. This reaction occurs in the presence of a catalytic base. Aldol condensation reactions are those reactions in which enolate ions reacts with carbonyl compounds to produce β- hydroxyl aldehydes or β- hydroxyl ketones.

Interpretation Introduction

(b)

Interpretation:

The curved-arrow mechanism for the reaction of diethyl malonate with but-3-en-2-one is to be stated. The intermediate has to be identified.

Concept introduction:

Michael addition reactions are those reactions in which an enolate ion undergoes cyclo-addition reactions with α,β− unsaturated carbonyl compounds. This reaction occurs in the presence of a catalytic base. Aldol condensation reactions are those reactions in which enolate ions reacts with carbonyl compounds to produce β− hydroxyl aldehydes or β− hydroxyl ketones.

Answer 6

Chapter 22, Problem 22.49P

Interpretation Introduction

(a)

Interpretation:

The curved-arrow mechanism for the reaction of 2-oxocyclohexanal with but-3-en-2-one is to be stated. The intermediate A has to be identified.

Concept introduction:

Michael addition reactions are those reactions in which an enolate ion undergoes cyclo-addition reactions with α,β- unsaturated carbonyl compounds. This reaction occurs in the presence of a catalytic base. Aldol condensation reactions are those reactions in which enolate ions reacts with carbonyl compounds to produce β- hydroxyl aldehydes or β- hydroxyl ketones.

Answer 7

Chapter 22, Problem 22.49P

Interpretation Introduction

(a)

Interpretation:

The curved-arrow mechanism for the reaction of 2-oxocyclohexanal with but-3-en-2-one is to be stated. The intermediate A has to be identified.

Concept introduction:

Michael addition reactions are those reactions in which an enolate ion undergoes cyclo-addition reactions with α,β- unsaturated carbonyl compounds. This reaction occurs in the presence of a catalytic base. Aldol condensation reactions are those reactions in which enolate ions reacts with carbonyl compounds to produce β- hydroxyl aldehydes or β- hydroxyl ketones.

Answer 8

Interpretation Introduction

(b)

Interpretation:

The curved-arrow mechanism for the reaction of diethyl malonate with but-3-en-2-one is to be stated. The intermediate has to be identified.

Concept introduction:

Michael addition reactions are those reactions in which an enolate ion undergoes cyclo-addition reactions with α,β− unsaturated carbonyl compounds. This reaction occurs in the presence of a catalytic base. Aldol condensation reactions are those reactions in which enolate ions reacts with carbonyl compounds to produce β− hydroxyl aldehydes or β− hydroxyl ketones.

Answer 9

Interpretation Introduction

(b)

Interpretation:

The curved-arrow mechanism for the reaction of diethyl malonate with but-3-en-2-one is to be stated. The intermediate has to be identified.

Concept introduction:

Michael addition reactions are those reactions in which an enolate ion undergoes cyclo-addition reactions with α,β− unsaturated carbonyl compounds. This reaction occurs in the presence of a catalytic base. Aldol condensation reactions are those reactions in which enolate ions reacts with carbonyl compounds to produce β− hydroxyl aldehydes or β− hydroxyl ketones.

Answer 10

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Answer 11

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Answer 12

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Answer 13

Ch. 22 - Prob. 22.1P Ch. 22 - Prob. 22.2P Ch. 22 - Prob. 22.3P Ch. 22 - Prob. 22.4P Ch. 22 - Prob. 22.5P Ch. 22 - Prob. 22.6P Ch. 22 - Prob. 22.7P Ch. 22 - Prob. 22.8P Ch. 22 - Prob. 22.9P Ch. 22 - Prob. 22.10P

Solution Summary: The author explains the curved-arrow mechanism for the reaction of 2-oxocyclohexanal and the intermediate A.

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