(a) Interpretation: Synthesis of the given compound beginning with acetoacetic ester is to be shown. Concept introduction: An acetoacetic ester synthesis results in an α- alkylated acetone compound because it has one ester group. The ester is hydrolyzed to the carboxylic acid and undergoes decarboxylation. Retro synthesis is undergone.

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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 21, Problem 21.71P

Interpretation Introduction

(a)

Interpretation:

Synthesis of the given compound beginning with acetoacetic ester is to be shown.

Concept introduction:

An acetoacetic ester synthesis results in an α- alkylated acetone compound because it has one ester group. The ester is hydrolyzed to the carboxylic acid and undergoes decarboxylation. Retro synthesis is undergone.

Interpretation Introduction

(b)

Interpretation:

Synthesis of the given compound beginning with acetoacetic ester is to be shown.

Concept introduction:

An acetoacetic ester synthesis results in an α- alkylated acetone compound because it has one ester group. The ester is hydrolyzed to the carboxylic acid and undergoes decarboxylation. Retro synthesis is undergone.

Interpretation Introduction

(c)

Interpretation:

Synthesis of the given compound beginning with acetoacetic ester is to be shown.

Concept introduction:

An acetoacetic ester synthesis results in an α- alkylated acetone compound because it has one ester group. The ester is hydrolyzed to the carboxylic acid and undergoes decarboxylation. Retro synthesis is undergone.

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19.78 Write the products of the following sequences of reactions. Refer to your reaction road- maps to see how the combined reactions allow you to "navigate" between the different functional groups. Note that you will need your old Chapters 6-11 and Chapters 15-18 roadmaps along with your new Chapter 19 roadmap for these. (a) 1. BHS 2. H₂O₂ 3. H₂CrO4 4. SOCI₂ (b) 1. Cl₂/hv 2. KOLBU 3. H₂O, catalytic H₂SO4 4. H₂CrO4 Reaction Roadmap An alkene 5. EtOH 6.0.5 Equiv. NaOEt/EtOH 7. Mild H₂O An alkane 1.0 2. (CH3)₂S 3. H₂CrO (d) (c) 4. Excess EtOH, catalytic H₂SO OH 4. Mild H₂O* 5.0.5 Equiv. NaOEt/EtOH An alkene 6. Mild H₂O* A carboxylic acid 7. Mild H₂O* 1. SOC₁₂ 2. EtOH 3.0.5 Equiv. NaOEt/E:OH 5.1.0 Equiv. NaOEt 6. NH₂ (e) 1. 0.5 Equiv. NaOEt/EtOH 2. Mild H₂O* Br (f) i H An aldehyde 1. Catalytic NaOE/EtOH 2. H₂O*, heat 3. (CH,CH₂)₂Culi 4. Mild H₂O* 5.1.0 Equiv. LDA Br An ester 4. NaOH, H₂O 5. Mild H₂O* 6. Heat 7. MgBr 8. Mild H₂O* 7. Mild H₂O+

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Q4: Write organic product(s) of the following reactions and show the curved-arrow mechanism of the reactions. Br MeOH OSO2CH3 MeOH

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 21, Problem 21.71P

Interpretation Introduction

(a)

Interpretation:

Synthesis of the given compound beginning with acetoacetic ester is to be shown.

Concept introduction:

An acetoacetic ester synthesis results in an α- alkylated acetone compound because it has one ester group. The ester is hydrolyzed to the carboxylic acid and undergoes decarboxylation. Retro synthesis is undergone.

Interpretation Introduction

(b)

Interpretation:

Synthesis of the given compound beginning with acetoacetic ester is to be shown.

Concept introduction:

An acetoacetic ester synthesis results in an α- alkylated acetone compound because it has one ester group. The ester is hydrolyzed to the carboxylic acid and undergoes decarboxylation. Retro synthesis is undergone.

Interpretation Introduction

(c)

Interpretation:

Synthesis of the given compound beginning with acetoacetic ester is to be shown.

Concept introduction:

An acetoacetic ester synthesis results in an α- alkylated acetone compound because it has one ester group. The ester is hydrolyzed to the carboxylic acid and undergoes decarboxylation. Retro synthesis is undergone.

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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 21, Problem 21.71P

Interpretation Introduction

(a)

Interpretation:

Synthesis of the given compound beginning with acetoacetic ester is to be shown.

Concept introduction:

An acetoacetic ester synthesis results in an α- alkylated acetone compound because it has one ester group. The ester is hydrolyzed to the carboxylic acid and undergoes decarboxylation. Retro synthesis is undergone.

Interpretation Introduction

(b)

Interpretation:

Synthesis of the given compound beginning with acetoacetic ester is to be shown.

Concept introduction:

An acetoacetic ester synthesis results in an α- alkylated acetone compound because it has one ester group. The ester is hydrolyzed to the carboxylic acid and undergoes decarboxylation. Retro synthesis is undergone.

Interpretation Introduction

(c)

Interpretation:

Synthesis of the given compound beginning with acetoacetic ester is to be shown.

Concept introduction:

An acetoacetic ester synthesis results in an α- alkylated acetone compound because it has one ester group. The ester is hydrolyzed to the carboxylic acid and undergoes decarboxylation. Retro synthesis is undergone.

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 21, Problem 21.71P

Interpretation Introduction

(a)

Interpretation:

Synthesis of the given compound beginning with acetoacetic ester is to be shown.

Concept introduction:

An acetoacetic ester synthesis results in an α- alkylated acetone compound because it has one ester group. The ester is hydrolyzed to the carboxylic acid and undergoes decarboxylation. Retro synthesis is undergone.

Interpretation Introduction

(b)

Interpretation:

Synthesis of the given compound beginning with acetoacetic ester is to be shown.

Concept introduction:

An acetoacetic ester synthesis results in an α- alkylated acetone compound because it has one ester group. The ester is hydrolyzed to the carboxylic acid and undergoes decarboxylation. Retro synthesis is undergone.

Interpretation Introduction

(c)

Interpretation:

Synthesis of the given compound beginning with acetoacetic ester is to be shown.

Concept introduction:

An acetoacetic ester synthesis results in an α- alkylated acetone compound because it has one ester group. The ester is hydrolyzed to the carboxylic acid and undergoes decarboxylation. Retro synthesis is undergone.

Expert Solution & Answer

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Answer 5

Chapter 21, Problem 21.71P

Interpretation Introduction

(a)

Interpretation:

Synthesis of the given compound beginning with acetoacetic ester is to be shown.

Concept introduction:

An acetoacetic ester synthesis results in an α- alkylated acetone compound because it has one ester group. The ester is hydrolyzed to the carboxylic acid and undergoes decarboxylation. Retro synthesis is undergone.

Interpretation Introduction

(b)

Interpretation:

Synthesis of the given compound beginning with acetoacetic ester is to be shown.

Concept introduction:

An acetoacetic ester synthesis results in an α- alkylated acetone compound because it has one ester group. The ester is hydrolyzed to the carboxylic acid and undergoes decarboxylation. Retro synthesis is undergone.

Interpretation Introduction

(c)

Interpretation:

Synthesis of the given compound beginning with acetoacetic ester is to be shown.

Concept introduction:

An acetoacetic ester synthesis results in an α- alkylated acetone compound because it has one ester group. The ester is hydrolyzed to the carboxylic acid and undergoes decarboxylation. Retro synthesis is undergone.

Answer 6

Chapter 21, Problem 21.71P

Interpretation Introduction

(a)

Interpretation:

Synthesis of the given compound beginning with acetoacetic ester is to be shown.

Concept introduction:

An acetoacetic ester synthesis results in an α- alkylated acetone compound because it has one ester group. The ester is hydrolyzed to the carboxylic acid and undergoes decarboxylation. Retro synthesis is undergone.

Answer 7

Chapter 21, Problem 21.71P

Interpretation Introduction

(a)

Interpretation:

Synthesis of the given compound beginning with acetoacetic ester is to be shown.

Concept introduction:

An acetoacetic ester synthesis results in an α- alkylated acetone compound because it has one ester group. The ester is hydrolyzed to the carboxylic acid and undergoes decarboxylation. Retro synthesis is undergone.

Answer 8

Interpretation Introduction

(b)

Interpretation:

Synthesis of the given compound beginning with acetoacetic ester is to be shown.

Concept introduction:

An acetoacetic ester synthesis results in an α- alkylated acetone compound because it has one ester group. The ester is hydrolyzed to the carboxylic acid and undergoes decarboxylation. Retro synthesis is undergone.

Answer 9

Interpretation Introduction

(b)

Interpretation:

Synthesis of the given compound beginning with acetoacetic ester is to be shown.

Concept introduction:

An acetoacetic ester synthesis results in an α- alkylated acetone compound because it has one ester group. The ester is hydrolyzed to the carboxylic acid and undergoes decarboxylation. Retro synthesis is undergone.

Answer 10

Interpretation Introduction

(c)

Interpretation:

Synthesis of the given compound beginning with acetoacetic ester is to be shown.

Concept introduction:

An acetoacetic ester synthesis results in an α- alkylated acetone compound because it has one ester group. The ester is hydrolyzed to the carboxylic acid and undergoes decarboxylation. Retro synthesis is undergone.

Answer 11

Interpretation Introduction

(c)

Interpretation:

Synthesis of the given compound beginning with acetoacetic ester is to be shown.

Concept introduction:

An acetoacetic ester synthesis results in an α- alkylated acetone compound because it has one ester group. The ester is hydrolyzed to the carboxylic acid and undergoes decarboxylation. Retro synthesis is undergone.

Answer 12

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Answer 13

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Answer 14

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Answer 15

Ch. 21 - Prob. 21.1P Ch. 21 - Prob. 21.2P Ch. 21 - Prob. 21.3P Ch. 21 - Prob. 21.4P Ch. 21 - Prob. 21.5P Ch. 21 - Prob. 21.6P Ch. 21 - Prob. 21.7P Ch. 21 - Prob. 21.8P Ch. 21 - Prob. 21.9P Ch. 21 - Prob. 21.10P

Solution Summary: The author explains that an acetoacetic ester synthesis results in an - alkylated

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