(a) Interpretation: The stepwise mechanism for the reaction of ethyl hexa-2, 4-dienoate with diethyl oxalate in the presence of base is to be drawn. Concept introduction: Claisen condensation takes place between two esters or between an ester and a ketone . In crossed Claisen condensation reaction, a base abstracts an acidic proton from an α carbon atom of carbonyl compound to form an enolate. This enolate reacts with carbonyl group of other carbonyl compounds that lead to the formation of β -ketoester.

Question

(a) Draw the products (including stereoisomers) formed when 2methylhex-2-ene is treated with HBr in the presence of peroxides. (b) Draw the products (including stereoisomers) formed when (S)-2,4dimethylhex-2-ene is treated with HBr and peroxides under similar conditions.

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 24, Problem 24.60P

Interpretation Introduction

(a)

Interpretation: The stepwise mechanism for the reaction of ethyl hexa-2, 4-dienoate with diethyl oxalate in the presence of base is to be drawn.

Concept introduction: Claisen condensation takes place between two esters or between an ester and a ketone. In crossed Claisen condensation reaction, a base abstracts an acidic proton from an α carbon atom of carbonyl compound to form an enolate. This enolate reacts with carbonyl group of other carbonyl compounds that lead to the formation of β-ketoester.

Interpretation Introduction

(b)

Interpretation: An explanation regarding the formation of a new carbon-carbon bond on C6 with the help of mechanism is to be stated.

Concept introduction: Claisen condensation takes place between two esters or between an ester and a ketone. In crossed Claisen condensation reaction, a base abstracts an acidic proton from an α carbon atom of carbonyl compound to form an enolate. This enolate reacts with carbonyl group of other carbonyl compounds that lead to the formation of β-ketoester.

Interpretation Introduction

(c)

Interpretation: The reason as to why the given reaction is an example of a crossed Claisen reaction is to be stated.

Concept introduction: Claisen condensation takes place between two esters or between an ester and a ketone. In crossed Claisen condensation reaction, a base abstracts an acidic proton from an α carbon atom of carbonyl compound to form an enolate. This enolate reacts with carbonyl group of other carbonyl compounds that lead to the formation of β-ketoester.

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(a) Draw the products (including stereoisomers) formed when 2methylhex-2-ene is treated with HBr in the presence of peroxides. (b) Draw the products (including stereoisomers) formed when (S)-2,4dimethylhex-2-ene is treated with HBr and peroxides under similar conditions.

Draw the major organic product obtained by reaction of benzoyl chloride with dimethylamine, (CH3)2NH.

A synthetic organic molecule, G, which contains both aldehyde and ether functional groups, is subjected to a series of reactions in a multi-step synthesis pathway. In the first step, G undergoes a Wittig reaction, leading to the formation of an alkene, H. Subsequently, H is treated with an ozone (O3) reagent followed by a reducing agent in an ozonolysis reaction, resulting in the formation of two different products, I and J. Considering the functional groups present in G and the nature of the reactions involved, what are the most probable structures or functional groups present in products I and J? A. I contains a carboxylic acid group, and J contains an aldehyde group. B. I contains a ketone group, and J contains an alcohol group. C. I and J both contain aldehyde groups. D. I contains an ester group, and J contains a ketone group. Don't use chat gpt.

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 24, Problem 24.60P

Interpretation Introduction

(a)

Interpretation: The stepwise mechanism for the reaction of ethyl hexa-2, 4-dienoate with diethyl oxalate in the presence of base is to be drawn.

Concept introduction: Claisen condensation takes place between two esters or between an ester and a ketone. In crossed Claisen condensation reaction, a base abstracts an acidic proton from an α carbon atom of carbonyl compound to form an enolate. This enolate reacts with carbonyl group of other carbonyl compounds that lead to the formation of β-ketoester.

Interpretation Introduction

(b)

Interpretation: An explanation regarding the formation of a new carbon-carbon bond on C6 with the help of mechanism is to be stated.

Concept introduction: Claisen condensation takes place between two esters or between an ester and a ketone. In crossed Claisen condensation reaction, a base abstracts an acidic proton from an α carbon atom of carbonyl compound to form an enolate. This enolate reacts with carbonyl group of other carbonyl compounds that lead to the formation of β-ketoester.

Interpretation Introduction

(c)

Interpretation: The reason as to why the given reaction is an example of a crossed Claisen reaction is to be stated.

Concept introduction: Claisen condensation takes place between two esters or between an ester and a ketone. In crossed Claisen condensation reaction, a base abstracts an acidic proton from an α carbon atom of carbonyl compound to form an enolate. This enolate reacts with carbonyl group of other carbonyl compounds that lead to the formation of β-ketoester.

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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 24, Problem 24.60P

Interpretation Introduction

(a)

Interpretation: The stepwise mechanism for the reaction of ethyl hexa-2, 4-dienoate with diethyl oxalate in the presence of base is to be drawn.

Concept introduction: Claisen condensation takes place between two esters or between an ester and a ketone. In crossed Claisen condensation reaction, a base abstracts an acidic proton from an α carbon atom of carbonyl compound to form an enolate. This enolate reacts with carbonyl group of other carbonyl compounds that lead to the formation of β-ketoester.

Interpretation Introduction

(b)

Interpretation: An explanation regarding the formation of a new carbon-carbon bond on C6 with the help of mechanism is to be stated.

Concept introduction: Claisen condensation takes place between two esters or between an ester and a ketone. In crossed Claisen condensation reaction, a base abstracts an acidic proton from an α carbon atom of carbonyl compound to form an enolate. This enolate reacts with carbonyl group of other carbonyl compounds that lead to the formation of β-ketoester.

Interpretation Introduction

(c)

Interpretation: The reason as to why the given reaction is an example of a crossed Claisen reaction is to be stated.

Concept introduction: Claisen condensation takes place between two esters or between an ester and a ketone. In crossed Claisen condensation reaction, a base abstracts an acidic proton from an α carbon atom of carbonyl compound to form an enolate. This enolate reacts with carbonyl group of other carbonyl compounds that lead to the formation of β-ketoester.

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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 24, Problem 24.60P

Interpretation Introduction