The structural formulas for the compounds A and B and the ketone formed in the given sequence has to be proposed. Concept introduction: When two molecules of an ester undergo condensation is called claisen condensation. Like in aldol reaction, in claisen condensation one molecule is a nucleophile and the other molecule is an electrophile. A claisen condensation reaction is a reversible reaction and occurs in the presence of a strong base. The first step of claisen condensation is the removal of a proton from alpha carbon by a base and then the addition of enolate ion formed to the second ester molecule forming a β-ketoester. A crossed-claisen condensation is also a condensation reaction between a ketone and an ester. Primarily one product will form from crossed-claisen condensation when one of the ketone or easter do not have any alpha hydrogens.

Question

Each compound or set of compounds undergoes a Claisen or Dieckmann condensation followed by acidification, saponification, acidification, and thermal decarboxylation. Draw a structural formula of the product isolated after completion of this reaction sequence.

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 19, Problem 19.33P

Interpretation Introduction

Interpretation:

The structural formulas for the compounds A and B and the ketone formed in the given sequence has to be proposed.

Concept introduction: When two molecules of an ester undergo condensation is called claisen condensation. Like in aldol reaction, in claisen condensation one molecule is a nucleophile and the other molecule is an electrophile.

A claisen condensation reaction is a reversible reaction and occurs in the presence of a strong base.

The first step of claisen condensation is the removal of a proton from alpha carbon by a base and then the addition of enolate ion formed to the second ester molecule forming a β-ketoester.

A crossed-claisen condensation is also a condensation reaction between a ketone and an ester. Primarily one product will form from crossed-claisen condensation when one of the ketone or easter do not have any alpha hydrogens.

Expert Solution & Answer

Trending nowThis is a popular solution!

See solution

Check out sample textbook solution

Students have asked these similar questions

Each compound or set of compounds undergoes a Claisen or Dieckmann condensation followed by acidification, saponification, acidification, and thermal decarboxylation. Draw a structural formula of the product isolated after completion of this reaction sequence.

The reaction that occurs when the benzaldehyde you have is reacted in a basic environment is called the Cannizzaro reaction, and when it is reacted with cyanide, it is called benzoin. It Explain the reason by writing the reaction mechanisms of the reactions.

The following molecule can undergo keto–enol tautomerization upon addition of hydroxide. Draw the structure of the enol form and the mechanism by which it forms.

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 19, Problem 19.33P

Interpretation Introduction

Interpretation:

The structural formulas for the compounds A and B and the ketone formed in the given sequence has to be proposed.

Concept introduction: When two molecules of an ester undergo condensation is called claisen condensation. Like in aldol reaction, in claisen condensation one molecule is a nucleophile and the other molecule is an electrophile.

A claisen condensation reaction is a reversible reaction and occurs in the presence of a strong base.

The first step of claisen condensation is the removal of a proton from alpha carbon by a base and then the addition of enolate ion formed to the second ester molecule forming a β-ketoester.

A crossed-claisen condensation is also a condensation reaction between a ketone and an ester. Primarily one product will form from crossed-claisen condensation when one of the ketone or easter do not have any alpha hydrogens.

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 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 19, Problem 19.33P

Interpretation Introduction

Interpretation:

The structural formulas for the compounds A and B and the ketone formed in the given sequence has to be proposed.

Concept introduction: When two molecules of an ester undergo condensation is called claisen condensation. Like in aldol reaction, in claisen condensation one molecule is a nucleophile and the other molecule is an electrophile.

A claisen condensation reaction is a reversible reaction and occurs in the presence of a strong base.

The first step of claisen condensation is the removal of a proton from alpha carbon by a base and then the addition of enolate ion formed to the second ester molecule forming a β-ketoester.

A crossed-claisen condensation is also a condensation reaction between a ketone and an ester. Primarily one product will form from crossed-claisen condensation when one of the ketone or easter do not have any alpha hydrogens.

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 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 19, Problem 19.33P

Interpretation Introduction