(a) Interpretation: The transformation of the given reaction is to be determined. Concept introduction: Similar to esters that can undergo transesterification, an anhydride can be synthesized from another anhydride. To accomplish this transformation, the anhydride reactant is treated with excess sodium acetate. The leaving group is benzoate which leaves the molecule and the final product is formed.

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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 20, Problem 20.39P

Interpretation Introduction

(a)

Interpretation:

The transformation of the given reaction is to be determined.

Concept introduction:

Similar to esters that can undergo transesterification, an anhydride can be synthesized from another anhydride. To accomplish this transformation, the anhydride reactant is treated with excess sodium acetate. The leaving group is benzoate which leaves the molecule and the final product is formed.

Interpretation Introduction

(b)

Interpretation:

The transformation of the given reaction is to be determined.

Concept introduction:

The given reaction is acyl substitution involving other carboxylic acid derivatives reaction. The nucleophilic acyl substitution reactions take place in two steps. The first step involves the addition of the nucleophile to form a tetrahedral intermediate. In the second step, reformation of carbonyl and loss of leaving group takes place.

Interpretation Introduction

(c)

Interpretation:

The transformation of the given reaction is to be determined.

Concept introduction:

The given reaction is the synthesis of an amide from an ester. The reaction of the formation of an amide from an ester takes place in two steps. The first step involves the addition of the nucleophile to form a tetrahedral intermediate. In the second step, reformation of carbonyl and loss of leaving group takes place.

Interpretation Introduction

(d)

Interpretation:

The transformation of the given reaction is to be determined.

Concept introduction:

In the stability order, an amide is on a lower rung than a carboxylic acid. Therefore, the conversion of an amide to a carboxylic acid is energetically unfavorable. The transformation of an amide to the carboxylic acid is carried out by treating an amide with a hydroxyl group, followed by an acid workup. This reaction is termed as an amide hydrolysis reaction.

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1) a) Give the dominant Intermolecular Force (IMF) in a sample of each of the following compounds. Please show your work. (8) SF2, CH,OH, C₂H₂ b) Based on your answers given above, list the compounds in order of their Boiling Point from low to high. (8)

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+

Li+ is a hard acid. With this in mind, which if the following compounds should be most soluble in water? Group of answer choices LiBr LiI LiF LiCl

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 20, Problem 20.39P

Interpretation Introduction

(a)

Interpretation:

The transformation of the given reaction is to be determined.

Concept introduction:

Similar to esters that can undergo transesterification, an anhydride can be synthesized from another anhydride. To accomplish this transformation, the anhydride reactant is treated with excess sodium acetate. The leaving group is benzoate which leaves the molecule and the final product is formed.

Interpretation Introduction

(b)

Interpretation:

The transformation of the given reaction is to be determined.

Concept introduction:

The given reaction is acyl substitution involving other carboxylic acid derivatives reaction. The nucleophilic acyl substitution reactions take place in two steps. The first step involves the addition of the nucleophile to form a tetrahedral intermediate. In the second step, reformation of carbonyl and loss of leaving group takes place.

Interpretation Introduction

(c)

Interpretation:

The transformation of the given reaction is to be determined.

Concept introduction:

The given reaction is the synthesis of an amide from an ester. The reaction of the formation of an amide from an ester takes place in two steps. The first step involves the addition of the nucleophile to form a tetrahedral intermediate. In the second step, reformation of carbonyl and loss of leaving group takes place.

Interpretation Introduction

(d)

Interpretation:

The transformation of the given reaction is to be determined.

Concept introduction:

In the stability order, an amide is on a lower rung than a carboxylic acid. Therefore, the conversion of an amide to a carboxylic acid is energetically unfavorable. The transformation of an amide to the carboxylic acid is carried out by treating an amide with a hydroxyl group, followed by an acid workup. This reaction is termed as an amide hydrolysis reaction.

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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 20, Problem 20.39P

Interpretation Introduction

(a)

Interpretation:

The transformation of the given reaction is to be determined.

Concept introduction:

Similar to esters that can undergo transesterification, an anhydride can be synthesized from another anhydride. To accomplish this transformation, the anhydride reactant is treated with excess sodium acetate. The leaving group is benzoate which leaves the molecule and the final product is formed.

Interpretation Introduction

(b)

Interpretation:

The transformation of the given reaction is to be determined.

Concept introduction:

The given reaction is acyl substitution involving other carboxylic acid derivatives reaction. The nucleophilic acyl substitution reactions take place in two steps. The first step involves the addition of the nucleophile to form a tetrahedral intermediate. In the second step, reformation of carbonyl and loss of leaving group takes place.

Interpretation Introduction

(c)

Interpretation:

The transformation of the given reaction is to be determined.

Concept introduction:

The given reaction is the synthesis of an amide from an ester. The reaction of the formation of an amide from an ester takes place in two steps. The first step involves the addition of the nucleophile to form a tetrahedral intermediate. In the second step, reformation of carbonyl and loss of leaving group takes place.

Interpretation Introduction

(d)

Interpretation:

The transformation of the given reaction is to be determined.

Concept introduction:

In the stability order, an amide is on a lower rung than a carboxylic acid. Therefore, the conversion of an amide to a carboxylic acid is energetically unfavorable. The transformation of an amide to the carboxylic acid is carried out by treating an amide with a hydroxyl group, followed by an acid workup. This reaction is termed as an amide hydrolysis reaction.

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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 20, Problem 20.39P

Interpretation Introduction

(a)

Interpretation:

The transformation of the given reaction is to be determined.

Concept introduction:

Similar to esters that can undergo transesterification, an anhydride can be synthesized from another anhydride. To accomplish this transformation, the anhydride reactant is treated with excess sodium acetate. The leaving group is benzoate which leaves the molecule and the final product is formed.

Interpretation Introduction

(b)

Interpretation:

The transformation of the given reaction is to be determined.

Concept introduction:

The given reaction is acyl substitution involving other carboxylic acid derivatives reaction. The nucleophilic acyl substitution reactions take place in two steps. The first step involves the addition of the nucleophile to form a tetrahedral intermediate. In the second step, reformation of carbonyl and loss of leaving group takes place.

Interpretation Introduction

(c)

Interpretation:

The transformation of the given reaction is to be determined.

Concept introduction:

The given reaction is the synthesis of an amide from an ester. The reaction of the formation of an amide from an ester takes place in two steps. The first step involves the addition of the nucleophile to form a tetrahedral intermediate. In the second step, reformation of carbonyl and loss of leaving group takes place.

Interpretation Introduction

(d)

Interpretation:

The transformation of the given reaction is to be determined.

Concept introduction:

In the stability order, an amide is on a lower rung than a carboxylic acid. Therefore, the conversion of an amide to a carboxylic acid is energetically unfavorable. The transformation of an amide to the carboxylic acid is carried out by treating an amide with a hydroxyl group, followed by an acid workup. This reaction is termed as an amide hydrolysis reaction.

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Answer 5

Chapter 20, Problem 20.39P

Interpretation Introduction

(a)

Interpretation:

The transformation of the given reaction is to be determined.

Concept introduction:

Similar to esters that can undergo transesterification, an anhydride can be synthesized from another anhydride. To accomplish this transformation, the anhydride reactant is treated with excess sodium acetate. The leaving group is benzoate which leaves the molecule and the final product is formed.

Interpretation Introduction

(b)

Interpretation:

The transformation of the given reaction is to be determined.

Concept introduction:

The given reaction is acyl substitution involving other carboxylic acid derivatives reaction. The nucleophilic acyl substitution reactions take place in two steps. The first step involves the addition of the nucleophile to form a tetrahedral intermediate. In the second step, reformation of carbonyl and loss of leaving group takes place.

Interpretation Introduction

(c)

Interpretation:

The transformation of the given reaction is to be determined.

Concept introduction:

The given reaction is the synthesis of an amide from an ester. The reaction of the formation of an amide from an ester takes place in two steps. The first step involves the addition of the nucleophile to form a tetrahedral intermediate. In the second step, reformation of carbonyl and loss of leaving group takes place.

Interpretation Introduction

(d)

Interpretation:

The transformation of the given reaction is to be determined.

Concept introduction:

In the stability order, an amide is on a lower rung than a carboxylic acid. Therefore, the conversion of an amide to a carboxylic acid is energetically unfavorable. The transformation of an amide to the carboxylic acid is carried out by treating an amide with a hydroxyl group, followed by an acid workup. This reaction is termed as an amide hydrolysis reaction.

Answer 6

Chapter 20, Problem 20.39P

Interpretation Introduction

(a)

Interpretation:

The transformation of the given reaction is to be determined.

Concept introduction:

Similar to esters that can undergo transesterification, an anhydride can be synthesized from another anhydride. To accomplish this transformation, the anhydride reactant is treated with excess sodium acetate. The leaving group is benzoate which leaves the molecule and the final product is formed.

Answer 7

Chapter 20, Problem 20.39P

Interpretation Introduction

(a)

Interpretation:

The transformation of the given reaction is to be determined.

Concept introduction:

Similar to esters that can undergo transesterification, an anhydride can be synthesized from another anhydride. To accomplish this transformation, the anhydride reactant is treated with excess sodium acetate. The leaving group is benzoate which leaves the molecule and the final product is formed.

Answer 8

Interpretation Introduction

(b)

Interpretation:

The transformation of the given reaction is to be determined.

Concept introduction:

The given reaction is acyl substitution involving other carboxylic acid derivatives reaction. The nucleophilic acyl substitution reactions take place in two steps. The first step involves the addition of the nucleophile to form a tetrahedral intermediate. In the second step, reformation of carbonyl and loss of leaving group takes place.

Answer 9

Interpretation Introduction

(b)

Interpretation:

The transformation of the given reaction is to be determined.

Concept introduction:

The given reaction is acyl substitution involving other carboxylic acid derivatives reaction. The nucleophilic acyl substitution reactions take place in two steps. The first step involves the addition of the nucleophile to form a tetrahedral intermediate. In the second step, reformation of carbonyl and loss of leaving group takes place.

Answer 10

Interpretation Introduction

(c)

Interpretation:

The transformation of the given reaction is to be determined.

Concept introduction:

The given reaction is the synthesis of an amide from an ester. The reaction of the formation of an amide from an ester takes place in two steps. The first step involves the addition of the nucleophile to form a tetrahedral intermediate. In the second step, reformation of carbonyl and loss of leaving group takes place.

Answer 11

Interpretation Introduction

(c)

Interpretation:

The transformation of the given reaction is to be determined.

Concept introduction:

The given reaction is the synthesis of an amide from an ester. The reaction of the formation of an amide from an ester takes place in two steps. The first step involves the addition of the nucleophile to form a tetrahedral intermediate. In the second step, reformation of carbonyl and loss of leaving group takes place.

Answer 12

Interpretation Introduction

(d)

Interpretation:

The transformation of the given reaction is to be determined.

Concept introduction:

In the stability order, an amide is on a lower rung than a carboxylic acid. Therefore, the conversion of an amide to a carboxylic acid is energetically unfavorable. The transformation of an amide to the carboxylic acid is carried out by treating an amide with a hydroxyl group, followed by an acid workup. This reaction is termed as an amide hydrolysis reaction.

Answer 13

Interpretation Introduction

(d)

Interpretation:

The transformation of the given reaction is to be determined.

Concept introduction:

In the stability order, an amide is on a lower rung than a carboxylic acid. Therefore, the conversion of an amide to a carboxylic acid is energetically unfavorable. The transformation of an amide to the carboxylic acid is carried out by treating an amide with a hydroxyl group, followed by an acid workup. This reaction is termed as an amide hydrolysis reaction.

Answer 14

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Answer 16

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Answer 17

Ch. 20 - Prob. 20.1P Ch. 20 - Prob. 20.2P Ch. 20 - Prob. 20.3P Ch. 20 - Prob. 20.4P Ch. 20 - Prob. 20.5P Ch. 20 - Prob. 20.6P Ch. 20 - Prob. 20.7P Ch. 20 - Prob. 20.8P Ch. 20 - Prob. 20.9P Ch. 20 - Prob. 20.10P

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