The effect on the Grignard reagent in the reaction of one equivalent of methylmagnesium iodide with ethyl acetoacetate is to be explained and the location of deuterium in the recovered ethyl acetoacetate is to be identified. Concept introduction: Grignard reagents react with ketones and aldehydes to form alcohols. These reactions are nucleophilic addition reactions. The Grignard reagent adds to the carbonyl group of aldehydes and ketones due to electronegativity difference between carbon and oxygen. A molecule that consists of a ketone group on the β- carbon atom of an ester is generally known as β- keto ester. It contains an active methylene group between two carbonyl groups in its structure. Diethyl malonate and ethyl acetoacetate are some examples of β- keto ester.

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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 21, Problem 34P

Interpretation Introduction

Interpretation:

The effect on the Grignard reagent in the reaction of one equivalent of methylmagnesium iodide with ethyl acetoacetate is to be explained and the location of deuterium in the recovered ethyl acetoacetate is to be identified.

Concept introduction:

Grignard reagents react with ketones and aldehydes to form alcohols. These reactions are nucleophilic addition reactions.

The Grignard reagent adds to the carbonyl group of aldehydes and ketones due to electronegativity difference between carbon and oxygen.

A molecule that consists of a ketone group on the β- carbon atom of an ester is generally known as β- keto ester. It contains an active methylene group between two carbonyl groups in its structure.

Diethyl malonate and ethyl acetoacetate are some examples of β- keto ester.

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In the Grignard reaction. The benzoic acid product (abbreviate PHCO2H) was separated from the impurity biphenyl (abbreviated Ph-Ph) through an extraction with aqueous NAOH which deprotonated benzoic acid and converted it into sodium benzoate (abbreviated PHCO2NA). After the Grignard reagent, phenylmagnesium bromide was mixed with CO2, it was mixed with additional ether and 6M H,SO4. This gave a two phase liquid mixture. What was dissolved in the top layer? Select all answers that are appropriate. There may be one or more. PHCO,H NaCI PHCO Na Ph-Ph PHCO,MgBr 00000

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Explain the mechanism of the following reactions :(i) Addition of Grignard’s reagent to the carbonyl group of a compound forming an adduct followed by hydrolysis.(ii) Acid catalysed dehydration of an alcohol forming an alkene.(iii) Acid catalysed hydration of an alkene forming an alcohol.

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 21, Problem 34P

Interpretation Introduction

Interpretation:

The effect on the Grignard reagent in the reaction of one equivalent of methylmagnesium iodide with ethyl acetoacetate is to be explained and the location of deuterium in the recovered ethyl acetoacetate is to be identified.

Concept introduction:

Grignard reagents react with ketones and aldehydes to form alcohols. These reactions are nucleophilic addition reactions.

The Grignard reagent adds to the carbonyl group of aldehydes and ketones due to electronegativity difference between carbon and oxygen.

A molecule that consists of a ketone group on the β- carbon atom of an ester is generally known as β- keto ester. It contains an active methylene group between two carbonyl groups in its structure.

Diethyl malonate and ethyl acetoacetate are some examples of β- keto ester.

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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 21, Problem 34P

Interpretation Introduction

Interpretation:

The effect on the Grignard reagent in the reaction of one equivalent of methylmagnesium iodide with ethyl acetoacetate is to be explained and the location of deuterium in the recovered ethyl acetoacetate is to be identified.

Concept introduction:

Grignard reagents react with ketones and aldehydes to form alcohols. These reactions are nucleophilic addition reactions.

The Grignard reagent adds to the carbonyl group of aldehydes and ketones due to electronegativity difference between carbon and oxygen.

A molecule that consists of a ketone group on the β- carbon atom of an ester is generally known as β- keto ester. It contains an active methylene group between two carbonyl groups in its structure.

Diethyl malonate and ethyl acetoacetate are some examples of β- keto ester.

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 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 21, Problem 34P

Interpretation Introduction