The synthesis of 2-ethyl-1-hexanol by an aldol condensation of butanol has to be shown. Concept introduction: Aldol condensation: Aldol reaction is an addition reaction of aldehydes and ketones . Aldol reaction is a reversible reaction and occurs in the presence of a strong base like sodium hydroxide. One molecule (aldehyde or ketone) acts a nucleophile and attacks the electrophilic carbon center of the other molecule to give the addition product. The product is named β -hydroxy aldehyde if two aldehydes combine and β -hydroxy ketone if two ketones combine.

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Answer 1

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Definition Definition Class of organic compounds that contain a carboxyl group ( - COOH ) and has a general formula R - COOH or R - CO 2 H , where R refers to the alkyl, alkenyl, aryl, or other groups. They can undergo different chemical reactions, such as acid-base reactions, esterification, and oxidation. These are essential components of living organisms, playing important roles in metabolic processes, signaling, and as pharmaceuticals.

Chapter 19, Problem 19.62P

(a)

Interpretation Introduction

Interpretation:

The synthesis of 2-ethyl-1-hexanol by an aldol condensation of butanol has to be shown.

Concept introduction:

Aldol condensation:

Aldol reaction is an addition reaction of aldehydes and ketones. Aldol reaction is a reversible reaction and occurs in the presence of a strong base like sodium hydroxide. One molecule (aldehyde or ketone) acts a nucleophile and attacks the electrophilic carbon center of the other molecule to give the addition product. The product is named β-hydroxy aldehyde if two aldehydes combine and β-hydroxy ketone if two ketones combine.

(b)

Interpretation Introduction

Interpretation:

The synthesis of 2-ethyl-1-hexanol by malonic ester synthesis has to be shown.

Concept introduction:

Malonic ester synthesis is used to prepare carboxylic acids of the desired length. The malonic ester reacts with an alkoxide base which removes a α hydrogen atom. The anion so formed is reacted with an alkyl bromide. Th anion abstracts the alkyl group from the alkyl bromide. Acidic hydrolysis of the intermediate so formed gives α−substituted malonic acid. On heating, decarboxylation takes place which gives the desired carboxylic acid.

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Students have asked these similar questions

2-Ethyl-1-hexanol was needed for the synthesis of the sunscreen octyl p-methylcinnamate. Show how this alcohol could be synthesized (a) by an aldol condensation of butanal and (b) by a malonic ester synthesis starting with diethyl malonate.

Show how the following ketones might be synthesized from the indicated acids, usingany necessary reagents.(b) methyl cyclohexyl ketone from cyclohexanecarboxylic acid

Please give the appropriate reagents to complete the following synthesis.

Answer 2

Question

Definition Definition Class of organic compounds that contain a carboxyl group ( - COOH ) and has a general formula R - COOH or R - CO 2 H , where R refers to the alkyl, alkenyl, aryl, or other groups. They can undergo different chemical reactions, such as acid-base reactions, esterification, and oxidation. These are essential components of living organisms, playing important roles in metabolic processes, signaling, and as pharmaceuticals.

Chapter 19, Problem 19.62P

(a)

Interpretation Introduction

Interpretation:

The synthesis of 2-ethyl-1-hexanol by an aldol condensation of butanol has to be shown.

Concept introduction:

Aldol condensation:

Aldol reaction is an addition reaction of aldehydes and ketones. Aldol reaction is a reversible reaction and occurs in the presence of a strong base like sodium hydroxide. One molecule (aldehyde or ketone) acts a nucleophile and attacks the electrophilic carbon center of the other molecule to give the addition product. The product is named β-hydroxy aldehyde if two aldehydes combine and β-hydroxy ketone if two ketones combine.

(b)

Interpretation Introduction

Interpretation:

The synthesis of 2-ethyl-1-hexanol by malonic ester synthesis has to be shown.

Concept introduction:

Malonic ester synthesis is used to prepare carboxylic acids of the desired length. The malonic ester reacts with an alkoxide base which removes a α hydrogen atom. The anion so formed is reacted with an alkyl bromide. Th anion abstracts the alkyl group from the alkyl bromide. Acidic hydrolysis of the intermediate so formed gives α−substituted malonic acid. On heating, decarboxylation takes place which gives the desired carboxylic acid.

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Answer 3

Question

Definition Definition Class of organic compounds that contain a carboxyl group ( - COOH ) and has a general formula R - COOH or R - CO 2 H , where R refers to the alkyl, alkenyl, aryl, or other groups. They can undergo different chemical reactions, such as acid-base reactions, esterification, and oxidation. These are essential components of living organisms, playing important roles in metabolic processes, signaling, and as pharmaceuticals.

Chapter 19, Problem 19.62P

(a)

Interpretation Introduction

Interpretation:

The synthesis of 2-ethyl-1-hexanol by an aldol condensation of butanol has to be shown.

Concept introduction:

Aldol condensation:

Aldol reaction is an addition reaction of aldehydes and ketones. Aldol reaction is a reversible reaction and occurs in the presence of a strong base like sodium hydroxide. One molecule (aldehyde or ketone) acts a nucleophile and attacks the electrophilic carbon center of the other molecule to give the addition product. The product is named β-hydroxy aldehyde if two aldehydes combine and β-hydroxy ketone if two ketones combine.

(b)

Interpretation Introduction

Interpretation:

The synthesis of 2-ethyl-1-hexanol by malonic ester synthesis has to be shown.

Concept introduction:

Malonic ester synthesis is used to prepare carboxylic acids of the desired length. The malonic ester reacts with an alkoxide base which removes a α hydrogen atom. The anion so formed is reacted with an alkyl bromide. Th anion abstracts the alkyl group from the alkyl bromide. Acidic hydrolysis of the intermediate so formed gives α−substituted malonic acid. On heating, decarboxylation takes place which gives the desired carboxylic acid.

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Answer 4

Question

Definition Definition Class of organic compounds that contain a carboxyl group ( - COOH ) and has a general formula R - COOH or R - CO 2 H , where R refers to the alkyl, alkenyl, aryl, or other groups. They can undergo different chemical reactions, such as acid-base reactions, esterification, and oxidation. These are essential components of living organisms, playing important roles in metabolic processes, signaling, and as pharmaceuticals.

Chapter 19, Problem 19.62P

(a)

Interpretation Introduction

Interpretation:

The synthesis of 2-ethyl-1-hexanol by an aldol condensation of butanol has to be shown.

Concept introduction:

Aldol condensation:

Aldol reaction is an addition reaction of aldehydes and ketones. Aldol reaction is a reversible reaction and occurs in the presence of a strong base like sodium hydroxide. One molecule (aldehyde or ketone) acts a nucleophile and attacks the electrophilic carbon center of the other molecule to give the addition product. The product is named β-hydroxy aldehyde if two aldehydes combine and β-hydroxy ketone if two ketones combine.

(b)

Interpretation Introduction

Interpretation:

The synthesis of 2-ethyl-1-hexanol by malonic ester synthesis has to be shown.

Concept introduction:

Malonic ester synthesis is used to prepare carboxylic acids of the desired length. The malonic ester reacts with an alkoxide base which removes a α hydrogen atom. The anion so formed is reacted with an alkyl bromide. Th anion abstracts the alkyl group from the alkyl bromide. Acidic hydrolysis of the intermediate so formed gives α−substituted malonic acid. On heating, decarboxylation takes place which gives the desired carboxylic acid.

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Answer 5

Chapter 19, Problem 19.62P

(a)

Interpretation Introduction

Interpretation:

The synthesis of 2-ethyl-1-hexanol by an aldol condensation of butanol has to be shown.

Concept introduction:

Aldol condensation:

Aldol reaction is an addition reaction of aldehydes and ketones. Aldol reaction is a reversible reaction and occurs in the presence of a strong base like sodium hydroxide. One molecule (aldehyde or ketone) acts a nucleophile and attacks the electrophilic carbon center of the other molecule to give the addition product. The product is named β-hydroxy aldehyde if two aldehydes combine and β-hydroxy ketone if two ketones combine.

(b)

Interpretation Introduction

Interpretation:

The synthesis of 2-ethyl-1-hexanol by malonic ester synthesis has to be shown.

Concept introduction:

Malonic ester synthesis is used to prepare carboxylic acids of the desired length. The malonic ester reacts with an alkoxide base which removes a α hydrogen atom. The anion so formed is reacted with an alkyl bromide. Th anion abstracts the alkyl group from the alkyl bromide. Acidic hydrolysis of the intermediate so formed gives α−substituted malonic acid. On heating, decarboxylation takes place which gives the desired carboxylic acid.

Answer 6

Chapter 19, Problem 19.62P

(a)

Interpretation Introduction

Interpretation:

The synthesis of 2-ethyl-1-hexanol by an aldol condensation of butanol has to be shown.

Concept introduction:

Aldol condensation:

Aldol reaction is an addition reaction of aldehydes and ketones. Aldol reaction is a reversible reaction and occurs in the presence of a strong base like sodium hydroxide. One molecule (aldehyde or ketone) acts a nucleophile and attacks the electrophilic carbon center of the other molecule to give the addition product. The product is named β-hydroxy aldehyde if two aldehydes combine and β-hydroxy ketone if two ketones combine.

Answer 7

Chapter 19, Problem 19.62P

(a)

Interpretation Introduction

Interpretation:

The synthesis of 2-ethyl-1-hexanol by an aldol condensation of butanol has to be shown.

Concept introduction:

Aldol condensation:

Aldol reaction is an addition reaction of aldehydes and ketones. Aldol reaction is a reversible reaction and occurs in the presence of a strong base like sodium hydroxide. One molecule (aldehyde or ketone) acts a nucleophile and attacks the electrophilic carbon center of the other molecule to give the addition product. The product is named β-hydroxy aldehyde if two aldehydes combine and β-hydroxy ketone if two ketones combine.

Answer 8

(b)

Interpretation Introduction

Interpretation:

The synthesis of 2-ethyl-1-hexanol by malonic ester synthesis has to be shown.

Concept introduction:

Malonic ester synthesis is used to prepare carboxylic acids of the desired length. The malonic ester reacts with an alkoxide base which removes a α hydrogen atom. The anion so formed is reacted with an alkyl bromide. Th anion abstracts the alkyl group from the alkyl bromide. Acidic hydrolysis of the intermediate so formed gives α−substituted malonic acid. On heating, decarboxylation takes place which gives the desired carboxylic acid.

Answer 9

(b)

Interpretation Introduction

Interpretation:

The synthesis of 2-ethyl-1-hexanol by malonic ester synthesis has to be shown.

Concept introduction:

Malonic ester synthesis is used to prepare carboxylic acids of the desired length. The malonic ester reacts with an alkoxide base which removes a α hydrogen atom. The anion so formed is reacted with an alkyl bromide. Th anion abstracts the alkyl group from the alkyl bromide. Acidic hydrolysis of the intermediate so formed gives α−substituted malonic acid. On heating, decarboxylation takes place which gives the desired carboxylic acid.

Answer 10

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Answer 13

Ch. 19.2 - Prob. 19.1P Ch. 19.2 - Prob. 19.2P Ch. 19.2 - Prob. 19.3P Ch. 19.3 - Prob. 19.4P Ch. 19.3 - Prob. 19.5P Ch. 19.3 - Prob. 19.6P Ch. 19.5 - Prob. 19.7P Ch. 19.5 - Prob. 19.8P Ch. 19.5 - Prob. 19.9P Ch. 19.6 - Prob. 19.10P

Solution Summary: The author explains the synthesis of 2-ethyl-1-hexanol by malonic ester, which is a reversible reaction.

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