The mechanism for the given reaction in which deprotonation at methyl substituted carbon atom occurs is to be proposed and the validation of the fact that generally this regiochemistry is not observed is to be explained. Concept introduction: Aldol condensation is defined as a condensation reaction that involves the nucleophilic addition of an enolate ion to another carbonyl group to form a β − hydroxy ketone or aldehyde . The final product is commonly known as aldol because it contains both an aldehyde group and the hydroxy group of an alcohol.

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Answer 1

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Definition Definition Organic compounds that have a carbonyl group, C=O, as their functional group. The carbonyl group in aldehydes is placed at the end of the molecular structure, which means the C=O is attached to one hydrogen atom and an alkyl group or a benzene ring. Just like all the other homologous series in organic chemistry, the naming of aldehydes uses the suffix “-al”. The general molecular formula is C n H 2n O.

Chapter 22.9, Problem 22.27P

Interpretation Introduction

Interpretation:

The mechanism for the given reaction in which deprotonation at methyl substituted carbon atom occurs is to be proposed and the validation of the fact that generally this regiochemistry is not observed is to be explained.

Concept introduction:

Aldol condensation is defined as a condensation reaction that involves the nucleophilic addition of an enolate ion to another carbonyl group to form a β− hydroxy ketone or aldehyde. The final product is commonly known as aldol because it contains both an aldehyde group and the hydroxy group of an alcohol.

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I am confused if this is an epoxide mechanism question or not because the nucleophile is ethanol. I can't figure out which mechanisms take place to get those products.

If possible please answer all questions. Provide a complete, detailed curved-arrow mechanism for the following reaction. Include all lone pairs and formal charges. Using the mechanism and a few words,explain the why the NaOH deprotonates at the a-position and not the b-position or the aldehyde hydrogen. Also explain why the indicated alkene is formed in the 2nd second rather than the other possible alkene product.

Propose and demonstrate a mechanism for the following reaction given in the image.

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 aldehydes is placed at the end of the molecular structure, which means the C=O is attached to one hydrogen atom and an alkyl group or a benzene ring. Just like all the other homologous series in organic chemistry, the naming of aldehydes uses the suffix “-al”. The general molecular formula is C n H 2n O.

Chapter 22.9, Problem 22.27P

Interpretation Introduction

Interpretation:

The mechanism for the given reaction in which deprotonation at methyl substituted carbon atom occurs is to be proposed and the validation of the fact that generally this regiochemistry is not observed is to be explained.

Concept introduction:

Aldol condensation is defined as a condensation reaction that involves the nucleophilic addition of an enolate ion to another carbonyl group to form a β− hydroxy ketone or aldehyde. The final product is commonly known as aldol because it contains both an aldehyde group and the hydroxy group of an alcohol.

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Check out a sample textbook solution

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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 aldehydes is placed at the end of the molecular structure, which means the C=O is attached to one hydrogen atom and an alkyl group or a benzene ring. Just like all the other homologous series in organic chemistry, the naming of aldehydes uses the suffix “-al”. The general molecular formula is C n H 2n O.

Chapter 22.9, Problem 22.27P

Interpretation Introduction

Interpretation:

The mechanism for the given reaction in which deprotonation at methyl substituted carbon atom occurs is to be proposed and the validation of the fact that generally this regiochemistry is not observed is to be explained.

Concept introduction:

Aldol condensation is defined as a condensation reaction that involves the nucleophilic addition of an enolate ion to another carbonyl group to form a β− hydroxy ketone or aldehyde. The final product is commonly known as aldol because it contains both an aldehyde group and the hydroxy group of an alcohol.

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 aldehydes is placed at the end of the molecular structure, which means the C=O is attached to one hydrogen atom and an alkyl group or a benzene ring. Just like all the other homologous series in organic chemistry, the naming of aldehydes uses the suffix “-al”. The general molecular formula is C n H 2n O.

Chapter 22.9, Problem 22.27P

Interpretation Introduction