a) Interpretation: How to prepare the cyclohexanone shown by combining a Stork enamine reaction with an intramolecular aldol condensation is to be shown. Concept introduction: The steps involved in the reaction are i) Reaction of the cyclic ketone with pyrrolidine ii) Michael addition of enamine to cyclohexanone iii) A proton transfer iv) Hydrolysis of the enamine to eliminate the amine v) Abstraction of a proton from the diketone vi) Internal aldol reaction to form the second ring vii) Protonation and dehydration. To give: How to prepare the cyclohexanone shown by combining a Stork enamine reaction with an intramolecular aldol condensation.

Question

Is nucleophilic acyl substitution an SN1 or SN2 reaction?

Answer 1

Question

Definition Definition Organic compounds that have a carbonyl group, C = O, as their functional group. The carbonyl group in ketones is placed somewhere in the middle of the molecular structure, which means, the C=O is attached to two alkyl groups or benzene rings. Just like all other homologous series, the naming of ketones is done using a common suffix “-one”. The general molecular formula is C n H 2n O. Functional group of a ketone

Chapter 23.SE, Problem 65AP

Interpretation Introduction

a)

Interpretation:

How to prepare the cyclohexanone shown by combining a Stork enamine reaction with an intramolecular aldol condensation is to be shown.

Concept introduction:

The steps involved in the reaction are i) Reaction of the cyclic ketone with pyrrolidine ii) Michael addition of enamine to cyclohexanone iii) A proton transfer iv) Hydrolysis of the enamine to eliminate the amine v) Abstraction of a proton from the diketone vi) Internal aldol reaction to form the second ring vii) Protonation and dehydration.

To give:

How to prepare the cyclohexanone shown by combining a Stork enamine reaction with an intramolecular aldol condensation.

Interpretation Introduction

b)

Interpretation:

How to prepare the cyclohexanone shown by combining a Stork enamine reaction with an intramolecular aldol condensation is to be shown.

Concept introduction:

The steps involved in the reaction are i) Reaction of the cyclic ketone with pyrrolidine ii) Michael addition of enamine to cyclohexanone iii) A proton transfer iv) Hydrolysis of the enamine to eliminate the amine v) Abstraction of a proton from the diketone vi) Internal aldol reaction to form the second ring vii) Protonation and dehydration.

To give:

How to prepare the cyclohexanone shown by combining a Stork enamine reaction with an intramolecular aldol condensation.

Interpretation Introduction

c)

Interpretation:

How to prepare the cyclohexanone shown by combining a Stork enamine reaction with an intramolecular aldol condensation is to be shown.

Concept introduction:

The steps involved in the reaction are i) Reaction of the cyclic ketone with pyrrolidine ii) Michael addition of enamine to cyclohexanone iii) A proton transfer iv) Hydrolysis of the enamine to eliminate the amine v) Abstraction of a proton from the diketone vi) Internal aldol reaction to form the second ring vii) Protonation and dehydration.

To give:

How to prepare the cyclohexanone shown by combining a Stork enamine reaction with an intramolecular aldol condensation.

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Is nucleophilic acyl substitution an SN1 or SN2 reaction?

Draw product A, indicating what type of reaction occurs. NH2 F3C CF3 NH OMe NH2-NH2, ACOH A

Photochemical smog is formed in part by the action of light on nitrogen dioxide. The wavelength of radiation absorbed by NO2 in this reaction is 197 nm.(a) Draw the Lewis structure of NO2 and sketch its π molecular orbitals.(b) When 1.56 mJ of energy is absorbed by 3.0 L of air at 20 °C and 0.91 atm, all the NO2 molecules in this sample dissociate by the reaction shown. Assume that each absorbed photon leads to the dissociation (into NO and O) of one NO2 molecule. What is the proportion, in parts per million, of NO2 molecules in this sample? Assume that the sample behaves ideally.

Answer 2

Question

Definition Definition Organic compounds that have a carbonyl group, C = O, as their functional group. The carbonyl group in ketones is placed somewhere in the middle of the molecular structure, which means, the C=O is attached to two alkyl groups or benzene rings. Just like all other homologous series, the naming of ketones is done using a common suffix “-one”. The general molecular formula is C n H 2n O. Functional group of a ketone

Chapter 23.SE, Problem 65AP

Interpretation Introduction

a)

Interpretation:

How to prepare the cyclohexanone shown by combining a Stork enamine reaction with an intramolecular aldol condensation is to be shown.

Concept introduction:

The steps involved in the reaction are i) Reaction of the cyclic ketone with pyrrolidine ii) Michael addition of enamine to cyclohexanone iii) A proton transfer iv) Hydrolysis of the enamine to eliminate the amine v) Abstraction of a proton from the diketone vi) Internal aldol reaction to form the second ring vii) Protonation and dehydration.

To give:

How to prepare the cyclohexanone shown by combining a Stork enamine reaction with an intramolecular aldol condensation.

Interpretation Introduction

b)

Interpretation:

How to prepare the cyclohexanone shown by combining a Stork enamine reaction with an intramolecular aldol condensation is to be shown.

Concept introduction:

The steps involved in the reaction are i) Reaction of the cyclic ketone with pyrrolidine ii) Michael addition of enamine to cyclohexanone iii) A proton transfer iv) Hydrolysis of the enamine to eliminate the amine v) Abstraction of a proton from the diketone vi) Internal aldol reaction to form the second ring vii) Protonation and dehydration.

To give:

How to prepare the cyclohexanone shown by combining a Stork enamine reaction with an intramolecular aldol condensation.

Interpretation Introduction

c)

Interpretation:

How to prepare the cyclohexanone shown by combining a Stork enamine reaction with an intramolecular aldol condensation is to be shown.

Concept introduction:

The steps involved in the reaction are i) Reaction of the cyclic ketone with pyrrolidine ii) Michael addition of enamine to cyclohexanone iii) A proton transfer iv) Hydrolysis of the enamine to eliminate the amine v) Abstraction of a proton from the diketone vi) Internal aldol reaction to form the second ring vii) Protonation and dehydration.

To give:

How to prepare the cyclohexanone shown by combining a Stork enamine reaction with an intramolecular aldol condensation.

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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 ketones is placed somewhere in the middle of the molecular structure, which means, the C=O is attached to two alkyl groups or benzene rings. Just like all other homologous series, the naming of ketones is done using a common suffix “-one”. The general molecular formula is C n H 2n O. Functional group of a ketone

Chapter 23.SE, Problem 65AP

Interpretation Introduction

a)

Interpretation:

How to prepare the cyclohexanone shown by combining a Stork enamine reaction with an intramolecular aldol condensation is to be shown.

Concept introduction:

The steps involved in the reaction are i) Reaction of the cyclic ketone with pyrrolidine ii) Michael addition of enamine to cyclohexanone iii) A proton transfer iv) Hydrolysis of the enamine to eliminate the amine v) Abstraction of a proton from the diketone vi) Internal aldol reaction to form the second ring vii) Protonation and dehydration.

To give:

How to prepare the cyclohexanone shown by combining a Stork enamine reaction with an intramolecular aldol condensation.

Interpretation Introduction

b)

Interpretation:

How to prepare the cyclohexanone shown by combining a Stork enamine reaction with an intramolecular aldol condensation is to be shown.

Concept introduction:

The steps involved in the reaction are i) Reaction of the cyclic ketone with pyrrolidine ii) Michael addition of enamine to cyclohexanone iii) A proton transfer iv) Hydrolysis of the enamine to eliminate the amine v) Abstraction of a proton from the diketone vi) Internal aldol reaction to form the second ring vii) Protonation and dehydration.

To give:

How to prepare the cyclohexanone shown by combining a Stork enamine reaction with an intramolecular aldol condensation.

Interpretation Introduction

c)

Interpretation:

How to prepare the cyclohexanone shown by combining a Stork enamine reaction with an intramolecular aldol condensation is to be shown.

Concept introduction:

The steps involved in the reaction are i) Reaction of the cyclic ketone with pyrrolidine ii) Michael addition of enamine to cyclohexanone iii) A proton transfer iv) Hydrolysis of the enamine to eliminate the amine v) Abstraction of a proton from the diketone vi) Internal aldol reaction to form the second ring vii) Protonation and dehydration.

To give:

How to prepare the cyclohexanone shown by combining a Stork enamine reaction with an intramolecular aldol condensation.

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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 ketones is placed somewhere in the middle of the molecular structure, which means, the C=O is attached to two alkyl groups or benzene rings. Just like all other homologous series, the naming of ketones is done using a common suffix “-one”. The general molecular formula is C n H 2n O. Functional group of a ketone

Chapter 23.SE, Problem 65AP

Interpretation Introduction

a)

Interpretation:

How to prepare the cyclohexanone shown by combining a Stork enamine reaction with an intramolecular aldol condensation is to be shown.

Concept introduction:

The steps involved in the reaction are i) Reaction of the cyclic ketone with pyrrolidine ii) Michael addition of enamine to cyclohexanone iii) A proton transfer iv) Hydrolysis of the enamine to eliminate the amine v) Abstraction of a proton from the diketone vi) Internal aldol reaction to form the second ring vii) Protonation and dehydration.

To give:

How to prepare the cyclohexanone shown by combining a Stork enamine reaction with an intramolecular aldol condensation.

Interpretation Introduction

b)

Interpretation:

How to prepare the cyclohexanone shown by combining a Stork enamine reaction with an intramolecular aldol condensation is to be shown.

Concept introduction:

The steps involved in the reaction are i) Reaction of the cyclic ketone with pyrrolidine ii) Michael addition of enamine to cyclohexanone iii) A proton transfer iv) Hydrolysis of the enamine to eliminate the amine v) Abstraction of a proton from the diketone vi) Internal aldol reaction to form the second ring vii) Protonation and dehydration.

To give:

How to prepare the cyclohexanone shown by combining a Stork enamine reaction with an intramolecular aldol condensation.

Interpretation Introduction

c)

Interpretation:

How to prepare the cyclohexanone shown by combining a Stork enamine reaction with an intramolecular aldol condensation is to be shown.

Concept introduction:

The steps involved in the reaction are i) Reaction of the cyclic ketone with pyrrolidine ii) Michael addition of enamine to cyclohexanone iii) A proton transfer iv) Hydrolysis of the enamine to eliminate the amine v) Abstraction of a proton from the diketone vi) Internal aldol reaction to form the second ring vii) Protonation and dehydration.

To give:

How to prepare the cyclohexanone shown by combining a Stork enamine reaction with an intramolecular aldol condensation.

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Answer 5

Chapter 23.SE, Problem 65AP

Interpretation Introduction

a)

Interpretation:

How to prepare the cyclohexanone shown by combining a Stork enamine reaction with an intramolecular aldol condensation is to be shown.

Concept introduction:

The steps involved in the reaction are i) Reaction of the cyclic ketone with pyrrolidine ii) Michael addition of enamine to cyclohexanone iii) A proton transfer iv) Hydrolysis of the enamine to eliminate the amine v) Abstraction of a proton from the diketone vi) Internal aldol reaction to form the second ring vii) Protonation and dehydration.

To give:

How to prepare the cyclohexanone shown by combining a Stork enamine reaction with an intramolecular aldol condensation.

Interpretation Introduction

b)

Interpretation:

How to prepare the cyclohexanone shown by combining a Stork enamine reaction with an intramolecular aldol condensation is to be shown.

Concept introduction:

The steps involved in the reaction are i) Reaction of the cyclic ketone with pyrrolidine ii) Michael addition of enamine to cyclohexanone iii) A proton transfer iv) Hydrolysis of the enamine to eliminate the amine v) Abstraction of a proton from the diketone vi) Internal aldol reaction to form the second ring vii) Protonation and dehydration.

To give:

How to prepare the cyclohexanone shown by combining a Stork enamine reaction with an intramolecular aldol condensation.

Interpretation Introduction

c)

Interpretation:

How to prepare the cyclohexanone shown by combining a Stork enamine reaction with an intramolecular aldol condensation is to be shown.

Concept introduction:

The steps involved in the reaction are i) Reaction of the cyclic ketone with pyrrolidine ii) Michael addition of enamine to cyclohexanone iii) A proton transfer iv) Hydrolysis of the enamine to eliminate the amine v) Abstraction of a proton from the diketone vi) Internal aldol reaction to form the second ring vii) Protonation and dehydration.

To give:

How to prepare the cyclohexanone shown by combining a Stork enamine reaction with an intramolecular aldol condensation.

Answer 6

Chapter 23.SE, Problem 65AP

Interpretation Introduction

a)

Interpretation:

How to prepare the cyclohexanone shown by combining a Stork enamine reaction with an intramolecular aldol condensation is to be shown.

Concept introduction:

The steps involved in the reaction are i) Reaction of the cyclic ketone with pyrrolidine ii) Michael addition of enamine to cyclohexanone iii) A proton transfer iv) Hydrolysis of the enamine to eliminate the amine v) Abstraction of a proton from the diketone vi) Internal aldol reaction to form the second ring vii) Protonation and dehydration.

To give:

How to prepare the cyclohexanone shown by combining a Stork enamine reaction with an intramolecular aldol condensation.

Answer 7

Chapter 23.SE, Problem 65AP

Interpretation Introduction

a)

Interpretation:

How to prepare the cyclohexanone shown by combining a Stork enamine reaction with an intramolecular aldol condensation is to be shown.

Concept introduction:

The steps involved in the reaction are i) Reaction of the cyclic ketone with pyrrolidine ii) Michael addition of enamine to cyclohexanone iii) A proton transfer iv) Hydrolysis of the enamine to eliminate the amine v) Abstraction of a proton from the diketone vi) Internal aldol reaction to form the second ring vii) Protonation and dehydration.

To give:

How to prepare the cyclohexanone shown by combining a Stork enamine reaction with an intramolecular aldol condensation.

Answer 8

Interpretation Introduction

b)

Interpretation:

How to prepare the cyclohexanone shown by combining a Stork enamine reaction with an intramolecular aldol condensation is to be shown.

Concept introduction:

The steps involved in the reaction are i) Reaction of the cyclic ketone with pyrrolidine ii) Michael addition of enamine to cyclohexanone iii) A proton transfer iv) Hydrolysis of the enamine to eliminate the amine v) Abstraction of a proton from the diketone vi) Internal aldol reaction to form the second ring vii) Protonation and dehydration.

To give:

How to prepare the cyclohexanone shown by combining a Stork enamine reaction with an intramolecular aldol condensation.

Answer 9

Interpretation Introduction

b)

Interpretation:

How to prepare the cyclohexanone shown by combining a Stork enamine reaction with an intramolecular aldol condensation is to be shown.

Concept introduction:

The steps involved in the reaction are i) Reaction of the cyclic ketone with pyrrolidine ii) Michael addition of enamine to cyclohexanone iii) A proton transfer iv) Hydrolysis of the enamine to eliminate the amine v) Abstraction of a proton from the diketone vi) Internal aldol reaction to form the second ring vii) Protonation and dehydration.

To give:

How to prepare the cyclohexanone shown by combining a Stork enamine reaction with an intramolecular aldol condensation.

Answer 10

Interpretation Introduction

c)

Interpretation:

How to prepare the cyclohexanone shown by combining a Stork enamine reaction with an intramolecular aldol condensation is to be shown.

Concept introduction:

The steps involved in the reaction are i) Reaction of the cyclic ketone with pyrrolidine ii) Michael addition of enamine to cyclohexanone iii) A proton transfer iv) Hydrolysis of the enamine to eliminate the amine v) Abstraction of a proton from the diketone vi) Internal aldol reaction to form the second ring vii) Protonation and dehydration.

To give:

How to prepare the cyclohexanone shown by combining a Stork enamine reaction with an intramolecular aldol condensation.

Answer 11

Interpretation Introduction

c)

Interpretation:

How to prepare the cyclohexanone shown by combining a Stork enamine reaction with an intramolecular aldol condensation is to be shown.

Concept introduction:

The steps involved in the reaction are i) Reaction of the cyclic ketone with pyrrolidine ii) Michael addition of enamine to cyclohexanone iii) A proton transfer iv) Hydrolysis of the enamine to eliminate the amine v) Abstraction of a proton from the diketone vi) Internal aldol reaction to form the second ring vii) Protonation and dehydration.

To give:

How to prepare the cyclohexanone shown by combining a Stork enamine reaction with an intramolecular aldol condensation.

Answer 12

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Answer 23

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...

Solution Summary: The author explains how to prepare the cyclohexanone by combining a Stork enamine reaction with an intramolecular aldol condensation.

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