Mechanism for the reactions should be identified. Concept introduction: Carbonyl compound when treated with LDA (Lithium diisopropylamide) undergoes deprotonation at the α carbon to form enolate. The enolate formed is resonance stabilized as the negative charge will be spread over other atoms too. The resonance stabilized intermediate undergoes reaction with other molecule of carbonyl (same or different) to form the respective products. If LDA is used as a base the less substituted α carbon is deprotonated due to steric hindrance. Deprotonation of α carbon to form enolate Nucleophilic attach of enolate Protonation of α carbon to final product

Question

Want to see the full answer?

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 22, Problem 91PP

Interpretation Introduction

Interpretation:

Mechanism for the reactions should be identified.

Concept introduction:

Carbonyl compound when treated with LDA (Lithium diisopropylamide) undergoes deprotonation at the α carbon to form enolate. The enolate formed is resonance stabilized as the negative charge will be spread over other atoms too. The resonance stabilized intermediate undergoes reaction with other molecule of carbonyl (same or different) to form the respective products. If LDA is used as a base the less substituted α carbon is deprotonated due to steric hindrance.

Deprotonation of α carbon to form enolate

Nucleophilic attach of enolate

Protonation of α carbon to final product

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Students have asked these similar questions

Identify and provide a brief explanation of Gas Chromatography (GC) within the context of chemical analysis of food. Incorporate the specific application name, provide a concise overview of sample preparation methods, outline instrumental parameters and conditions ultilized, and summarise the outcomes and findings achieved through this analytical approach.

Identify and provide a concise explanation of the concept of signal-to-noise ratio (SNR) in the context of chemical analysis. Provide specific examples.

Identify and provide a concise explanation of a specific analytical instrument capable of detecting and quantifying trace compounds in food samples. Emphasise the instrumental capabilities relevant to trace compound analysis in the nominated food. Include the specific application name (eg: identification and quantification of mercury in salmon), outline a brief description of sample preparation procedures, and provide a summary of the obtained results from the analytical process.

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 22, Problem 91PP

Interpretation Introduction

Interpretation:

Mechanism for the reactions should be identified.

Concept introduction:

Carbonyl compound when treated with LDA (Lithium diisopropylamide) undergoes deprotonation at the α carbon to form enolate. The enolate formed is resonance stabilized as the negative charge will be spread over other atoms too. The resonance stabilized intermediate undergoes reaction with other molecule of carbonyl (same or different) to form the respective products. If LDA is used as a base the less substituted α carbon is deprotonated due to steric hindrance.

Deprotonation of α carbon to form enolate

Nucleophilic attach of enolate

Protonation of α carbon to final product

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See 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 22, Problem 91PP

Interpretation Introduction

Interpretation:

Mechanism for the reactions should be identified.

Concept introduction:

Carbonyl compound when treated with LDA (Lithium diisopropylamide) undergoes deprotonation at the α carbon to form enolate. The enolate formed is resonance stabilized as the negative charge will be spread over other atoms too. The resonance stabilized intermediate undergoes reaction with other molecule of carbonyl (same or different) to form the respective products. If LDA is used as a base the less substituted α carbon is deprotonated due to steric hindrance.

Deprotonation of α carbon to form enolate

Nucleophilic attach of enolate

Protonation of α carbon to final product

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See 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 22, Problem 91PP

Interpretation Introduction