Compound is synthesized using acetophenone as the only carbon source. Concept introduction: The addition of an enamine to α , β -unsaturated carbonyl acceptor (Michael acceptor) to form dicarbonyl compound is known as Stork enamine synthesis. The difference between Michael addition and stork enamine is that for Michael addition to take place the enolate formed should be doubly stabilized. The product is then hydrolyzed by an aqueous acid to produce 1,5-dicarbonyl caompound. Steps involved in Stork enamine synthesis are, Formation of an enamine Michael addition Hydrolysis Aldol condensation reaction is where the aldol addition product undergoes dehydration to give a conjugated enone. In organic chemistry condensation reaction means loss of small molecules. For aldol condensation reaction to take place the starting material should have two α hydrogens in the same carbon atom. The driving force for aldol condensation reaction is the formation of conjugated system. The steps involved in aldol condensation reaction are, Deprotonation of α carbon Attach of enolate ion with the aldehyde ( nucleophilic attack ) Protonation of the alkoxide ion to give aldol product Dehydration of the aldol addition product to form conjugated enone (aldol condensation product) Please note that aldol condensation product is formed at higher temperature .

Question

Want to see the full answer?

Answer 1

Question

Chapter 22.6, Problem 48ATS

Interpretation Introduction

Interpretation:

Compound is synthesized using acetophenone as the only carbon source.

Concept introduction:

The addition of an enamine to α,β -unsaturated carbonyl acceptor (Michael acceptor) to form dicarbonyl compound is known as Stork enamine synthesis. The difference between Michael addition and stork enamine is that for Michael addition to take place the enolate formed should be doubly stabilized. The product is then hydrolyzed by an aqueous acid to produce 1,5-dicarbonyl caompound. Steps involved in Stork enamine synthesis are,

Formation of an enamine

Michael addition

Hydrolysis

Aldol condensation reaction is where the aldol addition product undergoes dehydration to give a conjugated enone. In organic chemistry condensation reaction means loss of small molecules. For aldol condensation reaction to take place the starting material should have two α hydrogens in the same carbon atom. The driving force for aldol condensation reaction is the formation of conjugated system. The steps involved in aldol condensation reaction are,

Deprotonation of α carbon

Attach of enolate ion with the aldehyde (nucleophilic attack)

Protonation of the alkoxide ion to give aldol product

Dehydration of the aldol addition product to form conjugated enone (aldol condensation product)

Please note that aldol condensation product is formed at higher temperature.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 2

Question

Chapter 22.6, Problem 48ATS

Interpretation Introduction

Interpretation:

Compound is synthesized using acetophenone as the only carbon source.

Concept introduction:

The addition of an enamine to α,β -unsaturated carbonyl acceptor (Michael acceptor) to form dicarbonyl compound is known as Stork enamine synthesis. The difference between Michael addition and stork enamine is that for Michael addition to take place the enolate formed should be doubly stabilized. The product is then hydrolyzed by an aqueous acid to produce 1,5-dicarbonyl caompound. Steps involved in Stork enamine synthesis are,

Formation of an enamine

Michael addition

Hydrolysis

Aldol condensation reaction is where the aldol addition product undergoes dehydration to give a conjugated enone. In organic chemistry condensation reaction means loss of small molecules. For aldol condensation reaction to take place the starting material should have two α hydrogens in the same carbon atom. The driving force for aldol condensation reaction is the formation of conjugated system. The steps involved in aldol condensation reaction are,

Deprotonation of α carbon

Attach of enolate ion with the aldehyde (nucleophilic attack)

Protonation of the alkoxide ion to give aldol product

Dehydration of the aldol addition product to form conjugated enone (aldol condensation product)

Please note that aldol condensation product is formed at higher temperature.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 3

Question

Chapter 22.6, Problem 48ATS

Interpretation Introduction

Interpretation:

Compound is synthesized using acetophenone as the only carbon source.

Concept introduction:

The addition of an enamine to α,β -unsaturated carbonyl acceptor (Michael acceptor) to form dicarbonyl compound is known as Stork enamine synthesis. The difference between Michael addition and stork enamine is that for Michael addition to take place the enolate formed should be doubly stabilized. The product is then hydrolyzed by an aqueous acid to produce 1,5-dicarbonyl caompound. Steps involved in Stork enamine synthesis are,

Formation of an enamine

Michael addition

Hydrolysis

Aldol condensation reaction is where the aldol addition product undergoes dehydration to give a conjugated enone. In organic chemistry condensation reaction means loss of small molecules. For aldol condensation reaction to take place the starting material should have two α hydrogens in the same carbon atom. The driving force for aldol condensation reaction is the formation of conjugated system. The steps involved in aldol condensation reaction are,

Deprotonation of α carbon

Attach of enolate ion with the aldehyde (nucleophilic attack)

Protonation of the alkoxide ion to give aldol product

Dehydration of the aldol addition product to form conjugated enone (aldol condensation product)

Please note that aldol condensation product is formed at higher temperature.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 4

Question

Chapter 22.6, Problem 48ATS

Interpretation Introduction

Interpretation:

Compound is synthesized using acetophenone as the only carbon source.

Concept introduction:

The addition of an enamine to α,β -unsaturated carbonyl acceptor (Michael acceptor) to form dicarbonyl compound is known as Stork enamine synthesis. The difference between Michael addition and stork enamine is that for Michael addition to take place the enolate formed should be doubly stabilized. The product is then hydrolyzed by an aqueous acid to produce 1,5-dicarbonyl caompound. Steps involved in Stork enamine synthesis are,

Formation of an enamine

Michael addition

Hydrolysis

Aldol condensation reaction is where the aldol addition product undergoes dehydration to give a conjugated enone. In organic chemistry condensation reaction means loss of small molecules. For aldol condensation reaction to take place the starting material should have two α hydrogens in the same carbon atom. The driving force for aldol condensation reaction is the formation of conjugated system. The steps involved in aldol condensation reaction are,

Deprotonation of α carbon

Attach of enolate ion with the aldehyde (nucleophilic attack)

Protonation of the alkoxide ion to give aldol product

Dehydration of the aldol addition product to form conjugated enone (aldol condensation product)

Please note that aldol condensation product is formed at higher temperature.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 5

Chapter 22.6, Problem 48ATS

Interpretation Introduction

Interpretation:

Compound is synthesized using acetophenone as the only carbon source.

Concept introduction:

The addition of an enamine to α,β -unsaturated carbonyl acceptor (Michael acceptor) to form dicarbonyl compound is known as Stork enamine synthesis. The difference between Michael addition and stork enamine is that for Michael addition to take place the enolate formed should be doubly stabilized. The product is then hydrolyzed by an aqueous acid to produce 1,5-dicarbonyl caompound. Steps involved in Stork enamine synthesis are,

Formation of an enamine

Michael addition

Hydrolysis

Aldol condensation reaction is where the aldol addition product undergoes dehydration to give a conjugated enone. In organic chemistry condensation reaction means loss of small molecules. For aldol condensation reaction to take place the starting material should have two α hydrogens in the same carbon atom. The driving force for aldol condensation reaction is the formation of conjugated system. The steps involved in aldol condensation reaction are,

Deprotonation of α carbon

Attach of enolate ion with the aldehyde (nucleophilic attack)

Protonation of the alkoxide ion to give aldol product

Dehydration of the aldol addition product to form conjugated enone (aldol condensation product)

Please note that aldol condensation product is formed at higher temperature.

Answer 6

Chapter 22.6, Problem 48ATS

Interpretation Introduction

Interpretation:

Compound is synthesized using acetophenone as the only carbon source.

Concept introduction:

The addition of an enamine to α,β -unsaturated carbonyl acceptor (Michael acceptor) to form dicarbonyl compound is known as Stork enamine synthesis. The difference between Michael addition and stork enamine is that for Michael addition to take place the enolate formed should be doubly stabilized. The product is then hydrolyzed by an aqueous acid to produce 1,5-dicarbonyl caompound. Steps involved in Stork enamine synthesis are,

Formation of an enamine

Michael addition

Hydrolysis

Aldol condensation reaction is where the aldol addition product undergoes dehydration to give a conjugated enone. In organic chemistry condensation reaction means loss of small molecules. For aldol condensation reaction to take place the starting material should have two α hydrogens in the same carbon atom. The driving force for aldol condensation reaction is the formation of conjugated system. The steps involved in aldol condensation reaction are,

Deprotonation of α carbon

Attach of enolate ion with the aldehyde (nucleophilic attack)

Protonation of the alkoxide ion to give aldol product

Dehydration of the aldol addition product to form conjugated enone (aldol condensation product)

Please note that aldol condensation product is formed at higher temperature.

Answer 7

Chapter 22.6, Problem 48ATS

Interpretation Introduction

Interpretation:

Compound is synthesized using acetophenone as the only carbon source.

Concept introduction:

The addition of an enamine to α,β -unsaturated carbonyl acceptor (Michael acceptor) to form dicarbonyl compound is known as Stork enamine synthesis. The difference between Michael addition and stork enamine is that for Michael addition to take place the enolate formed should be doubly stabilized. The product is then hydrolyzed by an aqueous acid to produce 1,5-dicarbonyl caompound. Steps involved in Stork enamine synthesis are,

Formation of an enamine

Michael addition

Hydrolysis

Aldol condensation reaction is where the aldol addition product undergoes dehydration to give a conjugated enone. In organic chemistry condensation reaction means loss of small molecules. For aldol condensation reaction to take place the starting material should have two α hydrogens in the same carbon atom. The driving force for aldol condensation reaction is the formation of conjugated system. The steps involved in aldol condensation reaction are,

Deprotonation of α carbon

Attach of enolate ion with the aldehyde (nucleophilic attack)

Protonation of the alkoxide ion to give aldol product

Dehydration of the aldol addition product to form conjugated enone (aldol condensation product)

Please note that aldol condensation product is formed at higher temperature.

Answer 8

Expert Solution & Answer

Answer 9

Expert Solution & Answer

Answer 10

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 11

Ch. 22.1 - Prob. 1CC Ch. 22.1 - Prob. 2CC Ch. 22.1 - Prob. 3CC Ch. 22.1 - Prob. 1LTS Ch. 22.1 - Prob. 4PTS Ch. 22.1 - Prob. 5ATS Ch. 22.1 - Prob. 6CC Ch. 22.1 - Prob. 7CC Ch. 22.1 - Prob. 8CC Ch. 22.2 - Prob. 9CC

Want to see the full answer?

Chapter 22 Solutions