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

6. Match each of the lettered items in the column on the left with the most appropriate numbered item(s) in the column on the right. Some of the numbered items may be used more than once and some not at all. a. Z = 37 1. b. Mn 2. C. Pr element in period 5 and group 14 element in period 5 and group 15 d. S e. [Rn] 7s¹ f. d block metal 3. highest metallic character of all the elements 4. paramagnetic with 5 unpaired electrons 5. 4f36s2 6. isoelectronic with Ca²+ cation 7. an alkaline metal 8. an f-block element

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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6. Match each of the lettered items in the column on the left with the most appropriate numbered item(s) in the column on the right. Some of the numbered items may be used more than once and some not at all. a. Z = 37 1. b. Mn 2. C. Pr element in period 5 and group 14 element in period 5 and group 15 d. S e. [Rn] 7s¹ f. d block metal 3. highest metallic character of all the elements 4. paramagnetic with 5 unpaired electrons 5. 4f36s2 6. isoelectronic with Ca²+ cation 7. an alkaline metal 8. an f-block element

Draw all formal charges on the structures below as is and draw 1 resonance structure that is more stable.

Part II. xiao isolated a compound TAD (Ca H 10 N₂) from tobacco and obtained its IR spectrum. Xiao proposed a chemical structure shown below: % Transmittance 4000 3500 3000 2500 2000 Wavenumber (cm-1) 1500 1000 (a) Explain why her proposed structure is inconsistent with the IR spectrum obtained (b) TAD exists as a tautomer of the structure xiao proposed. Draw the structure and explain why it is more compatible with the obtained spectrum. (C) what is the possible source for the fairly intense signal at 1621cm1

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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Check out sample textbook solution

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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See solution

Check out sample textbook solution

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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See solution

Check out sample textbook solution

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 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?