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

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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

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Curved arrows are used to illustrate the flow of electrons. Using the provided starting and product structures, draw the curved electrons-pushing arrows for the following reaction or mechanistic step(s).

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 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

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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 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

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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