a) Interpretation: What is wrong with the synthetic route given is to be stated. Concept introduction: Aldehydes and ketones get brominated at α-carbon when treated with Br 2 in acetic acid. Dehydrohalogenation occurs when an alkyl hakide is treated with alc.KOH or when heated with pyridine. To state: What is wrong with the synthetic route given?

Question

HH H-C H -C-H HH Draw the Skeletal Structures & H Name the molecules HH H H H H-C-C-C-C-C-C-H HHH HHH H H HHHHHHH H-C-C-C-C-C-C-C-C-C-H HHHHH H H H H

Answer 1

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 22.SE, Problem 60AP

Interpretation Introduction

a)

Interpretation:

What is wrong with the synthetic route given is to be stated.

Concept introduction:

Aldehydes and ketones get brominated at α-carbon when treated with Br₂ in acetic acid. Dehydrohalogenation occurs when an alkyl hakide is treated with alc.KOH or when heated with pyridine.

To state:

What is wrong with the synthetic route given?

Interpretation Introduction

b)

Interpretation:

What is wrong with the synthetic route given is to be stated.

Concept introduction:

Acetoacetic ester when treated with sodium ethoxide yields an enolate anion. The enolate ion will undergo a S_N² displacement reaction with primary alkyl halides. Hydrolysis of the diester and decarboxylation of the dicarboxylic acid produced will yield a monocarboxylic acid.

To state:

What is wrong with the synthetic route given?

Interpretation Introduction

c)

Interpretation:

What is wrong with the synthetic route given is to be stated.

Concept introduction:

Acetoacetic ester synthesis can be used to prepare methyl ketones. Carboxylic acids can be prepared by malonic ester synthesis.

To state:

What is wrong with the synthetic route shown?

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HH H-C H -C-H HH Draw the Skeletal Structures & H Name the molecules HH H H H H-C-C-C-C-C-C-H HHH HHH H H HHHHHHH H-C-C-C-C-C-C-C-C-C-H HHHHH H H H H

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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 22.SE, Problem 60AP

Interpretation Introduction

a)

Interpretation:

What is wrong with the synthetic route given is to be stated.

Concept introduction:

Aldehydes and ketones get brominated at α-carbon when treated with Br₂ in acetic acid. Dehydrohalogenation occurs when an alkyl hakide is treated with alc.KOH or when heated with pyridine.

To state:

What is wrong with the synthetic route given?

Interpretation Introduction

b)

Interpretation:

What is wrong with the synthetic route given is to be stated.

Concept introduction:

Acetoacetic ester when treated with sodium ethoxide yields an enolate anion. The enolate ion will undergo a S_N² displacement reaction with primary alkyl halides. Hydrolysis of the diester and decarboxylation of the dicarboxylic acid produced will yield a monocarboxylic acid.

To state:

What is wrong with the synthetic route given?

Interpretation Introduction

c)

Interpretation:

What is wrong with the synthetic route given is to be stated.

Concept introduction:

Acetoacetic ester synthesis can be used to prepare methyl ketones. Carboxylic acids can be prepared by malonic ester synthesis.

To state:

What is wrong with the synthetic route shown?

Expert Solution & Answer

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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 22.SE, Problem 60AP

Interpretation Introduction

a)

Interpretation:

What is wrong with the synthetic route given is to be stated.

Concept introduction:

Aldehydes and ketones get brominated at α-carbon when treated with Br₂ in acetic acid. Dehydrohalogenation occurs when an alkyl hakide is treated with alc.KOH or when heated with pyridine.

To state:

What is wrong with the synthetic route given?

Interpretation Introduction

b)

Interpretation:

What is wrong with the synthetic route given is to be stated.

Concept introduction:

Acetoacetic ester when treated with sodium ethoxide yields an enolate anion. The enolate ion will undergo a S_N² displacement reaction with primary alkyl halides. Hydrolysis of the diester and decarboxylation of the dicarboxylic acid produced will yield a monocarboxylic acid.

To state:

What is wrong with the synthetic route given?

Interpretation Introduction

c)

Interpretation:

What is wrong with the synthetic route given is to be stated.

Concept introduction:

Acetoacetic ester synthesis can be used to prepare methyl ketones. Carboxylic acids can be prepared by malonic ester synthesis.

To state:

What is wrong with the synthetic route shown?

Expert Solution & Answer

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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 22.SE, Problem 60AP

Interpretation Introduction

a)

Interpretation:

What is wrong with the synthetic route given is to be stated.

Concept introduction:

Aldehydes and ketones get brominated at α-carbon when treated with Br₂ in acetic acid. Dehydrohalogenation occurs when an alkyl hakide is treated with alc.KOH or when heated with pyridine.

To state:

What is wrong with the synthetic route given?

Interpretation Introduction

b)

Interpretation:

What is wrong with the synthetic route given is to be stated.

Concept introduction:

Acetoacetic ester when treated with sodium ethoxide yields an enolate anion. The enolate ion will undergo a S_N² displacement reaction with primary alkyl halides. Hydrolysis of the diester and decarboxylation of the dicarboxylic acid produced will yield a monocarboxylic acid.

To state:

What is wrong with the synthetic route given?

Interpretation Introduction

c)

Interpretation:

What is wrong with the synthetic route given is to be stated.

Concept introduction:

Acetoacetic ester synthesis can be used to prepare methyl ketones. Carboxylic acids can be prepared by malonic ester synthesis.

To state:

What is wrong with the synthetic route shown?

Expert Solution & Answer

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Answer 5

Chapter 22.SE, Problem 60AP

Interpretation Introduction

a)

Interpretation:

What is wrong with the synthetic route given is to be stated.

Concept introduction:

Aldehydes and ketones get brominated at α-carbon when treated with Br₂ in acetic acid. Dehydrohalogenation occurs when an alkyl hakide is treated with alc.KOH or when heated with pyridine.

To state:

What is wrong with the synthetic route given?

Interpretation Introduction

b)

Interpretation:

What is wrong with the synthetic route given is to be stated.

Concept introduction:

Acetoacetic ester when treated with sodium ethoxide yields an enolate anion. The enolate ion will undergo a S_N² displacement reaction with primary alkyl halides. Hydrolysis of the diester and decarboxylation of the dicarboxylic acid produced will yield a monocarboxylic acid.

To state:

What is wrong with the synthetic route given?

Interpretation Introduction

c)

Interpretation:

What is wrong with the synthetic route given is to be stated.

Concept introduction:

Acetoacetic ester synthesis can be used to prepare methyl ketones. Carboxylic acids can be prepared by malonic ester synthesis.

To state:

What is wrong with the synthetic route shown?

Answer 6

Chapter 22.SE, Problem 60AP

Interpretation Introduction

a)

Interpretation:

What is wrong with the synthetic route given is to be stated.

Concept introduction:

Aldehydes and ketones get brominated at α-carbon when treated with Br₂ in acetic acid. Dehydrohalogenation occurs when an alkyl hakide is treated with alc.KOH or when heated with pyridine.

To state:

What is wrong with the synthetic route given?

Answer 7

Chapter 22.SE, Problem 60AP

Interpretation Introduction

a)

Interpretation:

What is wrong with the synthetic route given is to be stated.

Concept introduction:

Aldehydes and ketones get brominated at α-carbon when treated with Br₂ in acetic acid. Dehydrohalogenation occurs when an alkyl hakide is treated with alc.KOH or when heated with pyridine.

To state:

What is wrong with the synthetic route given?

Answer 8

Interpretation Introduction

b)

Interpretation:

What is wrong with the synthetic route given is to be stated.

Concept introduction:

Acetoacetic ester when treated with sodium ethoxide yields an enolate anion. The enolate ion will undergo a S_N² displacement reaction with primary alkyl halides. Hydrolysis of the diester and decarboxylation of the dicarboxylic acid produced will yield a monocarboxylic acid.

To state:

What is wrong with the synthetic route given?

Answer 9

Interpretation Introduction

b)

Interpretation:

What is wrong with the synthetic route given is to be stated.

Concept introduction:

Acetoacetic ester when treated with sodium ethoxide yields an enolate anion. The enolate ion will undergo a S_N² displacement reaction with primary alkyl halides. Hydrolysis of the diester and decarboxylation of the dicarboxylic acid produced will yield a monocarboxylic acid.

To state:

What is wrong with the synthetic route given?

Answer 10

Interpretation Introduction

c)

Interpretation:

What is wrong with the synthetic route given is to be stated.

Concept introduction:

Acetoacetic ester synthesis can be used to prepare methyl ketones. Carboxylic acids can be prepared by malonic ester synthesis.

To state:

What is wrong with the synthetic route shown?

Answer 11

Interpretation Introduction

c)

Interpretation:

What is wrong with the synthetic route given is to be stated.

Concept introduction:

Acetoacetic ester synthesis can be used to prepare methyl ketones. Carboxylic acids can be prepared by malonic ester synthesis.

To state:

What is wrong with the synthetic route shown?

Answer 12

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Answer 13

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Answer 14

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Answer 23

Ch. 22.1 - Prob. 1P Ch. 22.1 - How many acidic hydrogens does each of the...Ch. 22.1 - Prob. 3P Ch. 22.3 - Write the complete mechanism for the deuteration...Ch. 22.3 - Prob. 5P Ch. 22.4 - If methanol rather than water is added at the end...Ch. 22.5 - Prob. 7P Ch. 22.5 - Draw a resonance structure of the acetonitrile...Ch. 22.6 - If methanol rather than water is added at the end...Ch. 22.7 - Prob. 10P

Solution Summary: The author explains that aldehydes and ketones do not get brominated at the -position when treated with Br 2 in acetic acid.

c)

Interpretation:

What is wrong with the synthetic route given is to be stated.

Concept introduction:

Acetoacetic ester synthesis can be used to prepare methyl ketones. Carboxylic acids can be prepared by malonic ester synthesis.

To state:

What is wrong with the synthetic route shown?

Chapter 22 Solutions

Solution Summary: The author explains that aldehydes and ketones do not get brominated at the -position when treated with Br 2 in acetic acid.

c) Interpretation: What is wrong with the synthetic route given is to be stated. Concept introduction: Acetoacetic ester synthesis can be used to prepare methyl ketones. Carboxylic acids can be prepared by malonic ester synthesis. To state: What is wrong with the synthetic route shown?

Chapter 22 Solutions

c)

Interpretation:

What is wrong with the synthetic route given is to be stated.

Concept introduction:

Acetoacetic ester synthesis can be used to prepare methyl ketones. Carboxylic acids can be prepared by malonic ester synthesis.

To state:

What is wrong with the synthetic route shown?