The major product of the given reaction is to be stated. Concept introduction: The reaction of an ester with excess Grignard reagent followed by hydrolysis converts an ester into tertiary alcohol through tetrahedral intermediate. The Grignard reaction takes place in three steps. The first step is addition of Grignard reagent. The second is elimination of alkoxide followed by formation of ketone . The third step is addition of another Grignard reagent followed by formation of an alkoxide. The fourth step is hydrolysis of an alkoxide to yield tertiary alcohols.

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 21, Problem 21.55SP

(a)

Interpretation Introduction

Interpretation:

The major product of the given reaction is to be stated.

Concept introduction:

The reaction of an ester with excess Grignard reagent followed by hydrolysis converts an ester into tertiary alcohol through tetrahedral intermediate. The Grignard reaction takes place in three steps. The first step is addition of Grignard reagent. The second is elimination of alkoxide followed by formation of ketone. The third step is addition of another Grignard reagent followed by formation of an alkoxide. The fourth step is hydrolysis of an alkoxide to yield tertiary alcohols.

(b)

Interpretation Introduction

Interpretation:

The synthesis of 3-ethylpentan-3-ol with the use of diethyl carbonate and ethyl bromide as organic reagents is to be stated.

Concept introduction:

The reaction of an ester with excess Grignard reagent followed by hydrolysis converts an ester into tertiary alcohol through tetrahedral intermediate. The Grignard reaction takes place in three steps. The first step is addition of Grignard reagent. The second is elimination of alkoxide followed by formation of ketone. The third step is addition of another Grignard reagent followed by formation of an alkoxide. The fourth step is hydrolysis of an alkoxide to yield tertiary alcohols.

(c)

Interpretation Introduction

Interpretation:

The preparation of Lexan with the use of diethyl carbonate instead of phosgene and the preparation of Sevin (an insecticide) with the use of diethyl carbonate instead of methyl isocyanate are to be stated.

Concept introduction:

Diethyl carbonate is an ester (carbonic acid and ethanol). It is a liquid reagent that is easy to handle. However, phosgene is a corrosive and highly toxic. Diethyl carbonate successfully replaces phosgene in the synthesis of Lexan and Sevin.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Students have asked these similar questions

Which of the following statements is correct? A. The haloform reaction proceeds under very difficult conditions and the yield is very low. B. The haloform reaction is used only for the identification of compounds containing secondary alcohol groups. C. Methyl ketones or alcohols are oxidized by halogens in acidic solutions to give carboxylic acids and the corresponding haloform product. D. Enolate anions react rapidly with halogens to give alpha-halocarbonyl compounds.

A compound P is the major product from elimination reaction of compound Q. Reaction of compound Q with ammonia produced compound R. Reaction of compound Q with magnesium produced 1-methylpropylmagnesium bromide. a. How do you determine the major product P from the elimination reaction? b. Draw compound R and P c. Draw the complete reaction equation for the hydrolysis of compound Q. Provide IUPAC name for the product formed

1. The alkene mixture obtained on dehydration of 2,2-dimethylcyclohexanol contains a significant amount of 1,2-dimethylcyclohexene a. Draw the structure of 1,2-dimethylcyclohexene b. Show a mechanism for the formation of this alkene product c. Draw the structures and give the names of any other alkene products, explaining how they could arise from the dehydration reaction

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 21, Problem 21.55SP

(a)

Interpretation Introduction

Interpretation:

The major product of the given reaction is to be stated.

Concept introduction:

The reaction of an ester with excess Grignard reagent followed by hydrolysis converts an ester into tertiary alcohol through tetrahedral intermediate. The Grignard reaction takes place in three steps. The first step is addition of Grignard reagent. The second is elimination of alkoxide followed by formation of ketone. The third step is addition of another Grignard reagent followed by formation of an alkoxide. The fourth step is hydrolysis of an alkoxide to yield tertiary alcohols.

(b)

Interpretation Introduction

Interpretation:

The synthesis of 3-ethylpentan-3-ol with the use of diethyl carbonate and ethyl bromide as organic reagents is to be stated.

Concept introduction:

The reaction of an ester with excess Grignard reagent followed by hydrolysis converts an ester into tertiary alcohol through tetrahedral intermediate. The Grignard reaction takes place in three steps. The first step is addition of Grignard reagent. The second is elimination of alkoxide followed by formation of ketone. The third step is addition of another Grignard reagent followed by formation of an alkoxide. The fourth step is hydrolysis of an alkoxide to yield tertiary alcohols.

(c)

Interpretation Introduction

Interpretation:

The preparation of Lexan with the use of diethyl carbonate instead of phosgene and the preparation of Sevin (an insecticide) with the use of diethyl carbonate instead of methyl isocyanate are to be stated.

Concept introduction:

Diethyl carbonate is an ester (carbonic acid and ethanol). It is a liquid reagent that is easy to handle. However, phosgene is a corrosive and highly toxic. Diethyl carbonate successfully replaces phosgene in the synthesis of Lexan and Sevin.

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 21, Problem 21.55SP

(a)

Interpretation Introduction

Interpretation:

The major product of the given reaction is to be stated.

Concept introduction:

The reaction of an ester with excess Grignard reagent followed by hydrolysis converts an ester into tertiary alcohol through tetrahedral intermediate. The Grignard reaction takes place in three steps. The first step is addition of Grignard reagent. The second is elimination of alkoxide followed by formation of ketone. The third step is addition of another Grignard reagent followed by formation of an alkoxide. The fourth step is hydrolysis of an alkoxide to yield tertiary alcohols.

(b)

Interpretation Introduction

Interpretation:

The synthesis of 3-ethylpentan-3-ol with the use of diethyl carbonate and ethyl bromide as organic reagents is to be stated.

Concept introduction:

The reaction of an ester with excess Grignard reagent followed by hydrolysis converts an ester into tertiary alcohol through tetrahedral intermediate. The Grignard reaction takes place in three steps. The first step is addition of Grignard reagent. The second is elimination of alkoxide followed by formation of ketone. The third step is addition of another Grignard reagent followed by formation of an alkoxide. The fourth step is hydrolysis of an alkoxide to yield tertiary alcohols.

(c)

Interpretation Introduction

Interpretation:

The preparation of Lexan with the use of diethyl carbonate instead of phosgene and the preparation of Sevin (an insecticide) with the use of diethyl carbonate instead of methyl isocyanate are to be stated.

Concept introduction:

Diethyl carbonate is an ester (carbonic acid and ethanol). It is a liquid reagent that is easy to handle. However, phosgene is a corrosive and highly toxic. Diethyl carbonate successfully replaces phosgene in the synthesis of Lexan and Sevin.

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 21, Problem 21.55SP

(a)

Interpretation Introduction

Interpretation:

The major product of the given reaction is to be stated.

Concept introduction:

The reaction of an ester with excess Grignard reagent followed by hydrolysis converts an ester into tertiary alcohol through tetrahedral intermediate. The Grignard reaction takes place in three steps. The first step is addition of Grignard reagent. The second is elimination of alkoxide followed by formation of ketone. The third step is addition of another Grignard reagent followed by formation of an alkoxide. The fourth step is hydrolysis of an alkoxide to yield tertiary alcohols.

(b)

Interpretation Introduction

Interpretation:

The synthesis of 3-ethylpentan-3-ol with the use of diethyl carbonate and ethyl bromide as organic reagents is to be stated.

Concept introduction:

The reaction of an ester with excess Grignard reagent followed by hydrolysis converts an ester into tertiary alcohol through tetrahedral intermediate. The Grignard reaction takes place in three steps. The first step is addition of Grignard reagent. The second is elimination of alkoxide followed by formation of ketone. The third step is addition of another Grignard reagent followed by formation of an alkoxide. The fourth step is hydrolysis of an alkoxide to yield tertiary alcohols.

(c)

Interpretation Introduction

Interpretation:

The preparation of Lexan with the use of diethyl carbonate instead of phosgene and the preparation of Sevin (an insecticide) with the use of diethyl carbonate instead of methyl isocyanate are to be stated.

Concept introduction:

Diethyl carbonate is an ester (carbonic acid and ethanol). It is a liquid reagent that is easy to handle. However, phosgene is a corrosive and highly toxic. Diethyl carbonate successfully replaces phosgene in the synthesis of Lexan and Sevin.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 5

Chapter 21, Problem 21.55SP

(a)

Interpretation Introduction

Interpretation:

The major product of the given reaction is to be stated.

Concept introduction:

The reaction of an ester with excess Grignard reagent followed by hydrolysis converts an ester into tertiary alcohol through tetrahedral intermediate. The Grignard reaction takes place in three steps. The first step is addition of Grignard reagent. The second is elimination of alkoxide followed by formation of ketone. The third step is addition of another Grignard reagent followed by formation of an alkoxide. The fourth step is hydrolysis of an alkoxide to yield tertiary alcohols.

(b)

Interpretation Introduction

Interpretation:

The synthesis of 3-ethylpentan-3-ol with the use of diethyl carbonate and ethyl bromide as organic reagents is to be stated.

Concept introduction:

The reaction of an ester with excess Grignard reagent followed by hydrolysis converts an ester into tertiary alcohol through tetrahedral intermediate. The Grignard reaction takes place in three steps. The first step is addition of Grignard reagent. The second is elimination of alkoxide followed by formation of ketone. The third step is addition of another Grignard reagent followed by formation of an alkoxide. The fourth step is hydrolysis of an alkoxide to yield tertiary alcohols.

(c)

Interpretation Introduction

Interpretation:

The preparation of Lexan with the use of diethyl carbonate instead of phosgene and the preparation of Sevin (an insecticide) with the use of diethyl carbonate instead of methyl isocyanate are to be stated.

Concept introduction:

Diethyl carbonate is an ester (carbonic acid and ethanol). It is a liquid reagent that is easy to handle. However, phosgene is a corrosive and highly toxic. Diethyl carbonate successfully replaces phosgene in the synthesis of Lexan and Sevin.

Answer 6

Chapter 21, Problem 21.55SP

(a)

Interpretation Introduction

Interpretation:

The major product of the given reaction is to be stated.

Concept introduction:

The reaction of an ester with excess Grignard reagent followed by hydrolysis converts an ester into tertiary alcohol through tetrahedral intermediate. The Grignard reaction takes place in three steps. The first step is addition of Grignard reagent. The second is elimination of alkoxide followed by formation of ketone. The third step is addition of another Grignard reagent followed by formation of an alkoxide. The fourth step is hydrolysis of an alkoxide to yield tertiary alcohols.

Answer 7

Chapter 21, Problem 21.55SP

(a)

Interpretation Introduction

Interpretation:

The major product of the given reaction is to be stated.

Concept introduction:

The reaction of an ester with excess Grignard reagent followed by hydrolysis converts an ester into tertiary alcohol through tetrahedral intermediate. The Grignard reaction takes place in three steps. The first step is addition of Grignard reagent. The second is elimination of alkoxide followed by formation of ketone. The third step is addition of another Grignard reagent followed by formation of an alkoxide. The fourth step is hydrolysis of an alkoxide to yield tertiary alcohols.

Answer 8

(b)

Interpretation Introduction

Interpretation:

The synthesis of 3-ethylpentan-3-ol with the use of diethyl carbonate and ethyl bromide as organic reagents is to be stated.

Concept introduction:

The reaction of an ester with excess Grignard reagent followed by hydrolysis converts an ester into tertiary alcohol through tetrahedral intermediate. The Grignard reaction takes place in three steps. The first step is addition of Grignard reagent. The second is elimination of alkoxide followed by formation of ketone. The third step is addition of another Grignard reagent followed by formation of an alkoxide. The fourth step is hydrolysis of an alkoxide to yield tertiary alcohols.

Answer 9

(b)

Interpretation Introduction

Interpretation:

The synthesis of 3-ethylpentan-3-ol with the use of diethyl carbonate and ethyl bromide as organic reagents is to be stated.

Concept introduction:

The reaction of an ester with excess Grignard reagent followed by hydrolysis converts an ester into tertiary alcohol through tetrahedral intermediate. The Grignard reaction takes place in three steps. The first step is addition of Grignard reagent. The second is elimination of alkoxide followed by formation of ketone. The third step is addition of another Grignard reagent followed by formation of an alkoxide. The fourth step is hydrolysis of an alkoxide to yield tertiary alcohols.

Answer 10

(c)

Interpretation Introduction

Interpretation:

The preparation of Lexan with the use of diethyl carbonate instead of phosgene and the preparation of Sevin (an insecticide) with the use of diethyl carbonate instead of methyl isocyanate are to be stated.

Concept introduction:

Diethyl carbonate is an ester (carbonic acid and ethanol). It is a liquid reagent that is easy to handle. However, phosgene is a corrosive and highly toxic. Diethyl carbonate successfully replaces phosgene in the synthesis of Lexan and Sevin.

Answer 11

(c)

Interpretation Introduction

Interpretation:

The preparation of Lexan with the use of diethyl carbonate instead of phosgene and the preparation of Sevin (an insecticide) with the use of diethyl carbonate instead of methyl isocyanate are to be stated.

Concept introduction:

Diethyl carbonate is an ester (carbonic acid and ethanol). It is a liquid reagent that is easy to handle. However, phosgene is a corrosive and highly toxic. Diethyl carbonate successfully replaces phosgene in the synthesis of Lexan and Sevin.

Answer 12

Expert Solution & Answer

Answer 13

Expert Solution & Answer

Answer 14

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 15

Ch. 21.2F - Name the following carboxylic acid derivatives,...Ch. 21.4A - Prob. 21.2P Ch. 21.4A - Prob. 21.3P Ch. 21.4A - Prob. 21.4P Ch. 21.5C - Prob. 21.7P Ch. 21.6 - When ethyl 4-hydroxybutyrate is heated in the...Ch. 21.6 - Propose a mechanism for the following ring-opening...Ch. 21.6 - Prob. 21.15P Ch. 21.7B - Prob. 21.16P Ch. 21.7C - Prob. 21.19P

Solution Summary: The author explains the reaction of an ester with excess Grignard reagent followed by hydrolysis converts an estr into tertiary alcohol.

Concept explainers

Want to see the full answer?

Chapter 21 Solutions