To describe how the given compound can be prepared using acetoacetic ester synthesis starting from ethyl acetoacetate and other reagents Concept introduction: Acetoacetic ester synthesis is a process in which an halide is converted to a carboxylic acid with two new carbon atoms and an methyl ketone (comes from acetoacetic ester). By use of this method two new alkyl groups can be introduced along with methyl ketone. A general scheme of this synthesis is shown below, Please do remember that if alkyldihalide is used for acetoacetic ester synthesis a cyclic product is expected. Steps involved in acetoacetic ester synthesis are, Deprotonation of α carbon in acetoacetic ester Alkylation of enolate Hydrolysis of ester using aqueous acid Decarboxylation at high temperature The formed ketone can be converted into carboxylic acid derivatives by reaction with respective reagents, Acetal=ketone + diol Alchol=reduction of ketone Imine=Reaction with excess ammonia To describe : To describe how the given compound can be synthesized using ethyl acetoacetate and other reagents.

Question

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Answer 1

Question

Definition Definition Organic compounds that have a carbonyl group, C = O, as their functional group. The carbonyl group in ketones is placed somewhere in the middle of the molecular structure, which means, the C=O is attached to two alkyl groups or benzene rings. Just like all other homologous series, the naming of ketones is done using a common suffix “-one”. The general molecular formula is C n H 2n O. Functional group of a ketone

Chapter 22.5, Problem 41ATS

(a)

Interpretation Introduction

Interpretation:

To describe how the given compound can be prepared using acetoacetic ester synthesis starting from ethyl acetoacetate and other reagents

Concept introduction:

Acetoacetic ester synthesis is a process in which an halide is converted to a carboxylic acid with two new carbon atoms and an methyl ketone (comes from acetoacetic ester). By use of this method two new alkyl groups can be introduced along with methyl ketone. A general scheme of this synthesis is shown below,

Please do remember that if alkyldihalide is used for acetoacetic ester synthesis a cyclic product is expected.

Steps involved in acetoacetic ester synthesis are,

Deprotonation of α carbon in acetoacetic ester

Alkylation of enolate

Hydrolysis of ester using aqueous acid

Decarboxylation at high temperature

The formed ketone can be converted into carboxylic acid derivatives by reaction with respective reagents,

Acetal=ketone + diol

Alchol=reduction of ketone

Imine=Reaction with excess ammonia

To describe : To describe how the given compound can be synthesized using ethyl acetoacetate and other reagents.

(b)

Interpretation Introduction

Interpretation:

To describe how the given compound can be prepared using acetoacetic ester synthesis starting from ethyl acetoacetate and other reagents

Concept introduction:

Acetoacetic ester synthesis is a process in which an halide is converted to a carboxylic acid with two new carbon atoms and an methyl ketone (comes from acetoacetic ester). By use of this method two new alkyl groups can be introduced along with methyl ketone. A general scheme of this synthesis is shown below,

Please do remember that if alkyldihalide is used for acetoacetic ester synthesis a cyclic product is expected.

Steps involved in acetoacetic ester synthesis are,

Deprotonation of α carbon in acetoacetic ester

Alkylation of enolate

Hydrolysis of ester using aqueous acid

Decarboxylation at high temperature

The formed ketone can be converted into carboxylic acid derivatives by reaction with respective reagents,

Acetal=ketone + diol

Alchol=reduction of ketone

Imine=Reaction with excess ammonia

To describe : To describe how the given compound can be synthesized using ethyl acetoacetate and other reagent.

(c)

Interpretation Introduction

Interpretation:

To describe how the given compound can be prepared using acetoacetic ester synthesis starting from ethyl acetoacetate and other reagents

Concept introduction:

Acetoacetic ester synthesis is a process in which an halide is converted to a carboxylic acid with two new carbon atoms and an methyl ketone (comes from acetoacetic ester). By use of this method two new alkyl groups can be introduced along with methyl ketone. A general scheme of this synthesis is shown below,

Please do remember that if alkyldihalide is used for acetoacetic ester synthesis a cyclic product is expected.

Steps involved in acetoacetic ester synthesis are,

Deprotonation of α carbon in acetoacetic ester

Alkylation of enolate

Hydrolysis of ester using aqueous acid

Decarboxylation at high temperature

The formed ketone can be converted into carboxylic acid derivatives by reaction with respective reagents,

Acetal=ketone + diol

Alchol=reduction of ketone

Imine=Reaction with excess ammonia

To describe : To describe how the given compound can be synthesized using ethyl acetoacetate and other reagent.

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Answer 2

Question

Definition Definition Organic compounds that have a carbonyl group, C = O, as their functional group. The carbonyl group in ketones is placed somewhere in the middle of the molecular structure, which means, the C=O is attached to two alkyl groups or benzene rings. Just like all other homologous series, the naming of ketones is done using a common suffix “-one”. The general molecular formula is C n H 2n O. Functional group of a ketone

Chapter 22.5, Problem 41ATS

(a)

Interpretation Introduction

Interpretation:

To describe how the given compound can be prepared using acetoacetic ester synthesis starting from ethyl acetoacetate and other reagents

Concept introduction:

Acetoacetic ester synthesis is a process in which an halide is converted to a carboxylic acid with two new carbon atoms and an methyl ketone (comes from acetoacetic ester). By use of this method two new alkyl groups can be introduced along with methyl ketone. A general scheme of this synthesis is shown below,

Please do remember that if alkyldihalide is used for acetoacetic ester synthesis a cyclic product is expected.

Steps involved in acetoacetic ester synthesis are,

Deprotonation of α carbon in acetoacetic ester

Alkylation of enolate

Hydrolysis of ester using aqueous acid

Decarboxylation at high temperature

The formed ketone can be converted into carboxylic acid derivatives by reaction with respective reagents,

Acetal=ketone + diol

Alchol=reduction of ketone

Imine=Reaction with excess ammonia

To describe : To describe how the given compound can be synthesized using ethyl acetoacetate and other reagents.

(b)

Interpretation Introduction

Interpretation:

To describe how the given compound can be prepared using acetoacetic ester synthesis starting from ethyl acetoacetate and other reagents

Concept introduction:

Acetoacetic ester synthesis is a process in which an halide is converted to a carboxylic acid with two new carbon atoms and an methyl ketone (comes from acetoacetic ester). By use of this method two new alkyl groups can be introduced along with methyl ketone. A general scheme of this synthesis is shown below,

Please do remember that if alkyldihalide is used for acetoacetic ester synthesis a cyclic product is expected.

Steps involved in acetoacetic ester synthesis are,

Deprotonation of α carbon in acetoacetic ester

Alkylation of enolate

Hydrolysis of ester using aqueous acid

Decarboxylation at high temperature

The formed ketone can be converted into carboxylic acid derivatives by reaction with respective reagents,

Acetal=ketone + diol

Alchol=reduction of ketone

Imine=Reaction with excess ammonia

To describe : To describe how the given compound can be synthesized using ethyl acetoacetate and other reagent.

(c)

Interpretation Introduction

Interpretation:

To describe how the given compound can be prepared using acetoacetic ester synthesis starting from ethyl acetoacetate and other reagents

Concept introduction:

Acetoacetic ester synthesis is a process in which an halide is converted to a carboxylic acid with two new carbon atoms and an methyl ketone (comes from acetoacetic ester). By use of this method two new alkyl groups can be introduced along with methyl ketone. A general scheme of this synthesis is shown below,

Please do remember that if alkyldihalide is used for acetoacetic ester synthesis a cyclic product is expected.

Steps involved in acetoacetic ester synthesis are,

Deprotonation of α carbon in acetoacetic ester

Alkylation of enolate

Hydrolysis of ester using aqueous acid

Decarboxylation at high temperature

The formed ketone can be converted into carboxylic acid derivatives by reaction with respective reagents,

Acetal=ketone + diol

Alchol=reduction of ketone

Imine=Reaction with excess ammonia

To describe : To describe how the given compound can be synthesized using ethyl acetoacetate and other reagent.

Expert Solution & Answer

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Check out a sample textbook solution

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Answer 3

Question

Definition Definition Organic compounds that have a carbonyl group, C = O, as their functional group. The carbonyl group in ketones is placed somewhere in the middle of the molecular structure, which means, the C=O is attached to two alkyl groups or benzene rings. Just like all other homologous series, the naming of ketones is done using a common suffix “-one”. The general molecular formula is C n H 2n O. Functional group of a ketone

Chapter 22.5, Problem 41ATS

(a)

Interpretation Introduction

Interpretation:

To describe how the given compound can be prepared using acetoacetic ester synthesis starting from ethyl acetoacetate and other reagents

Concept introduction:

Acetoacetic ester synthesis is a process in which an halide is converted to a carboxylic acid with two new carbon atoms and an methyl ketone (comes from acetoacetic ester). By use of this method two new alkyl groups can be introduced along with methyl ketone. A general scheme of this synthesis is shown below,

Please do remember that if alkyldihalide is used for acetoacetic ester synthesis a cyclic product is expected.

Steps involved in acetoacetic ester synthesis are,

Deprotonation of α carbon in acetoacetic ester

Alkylation of enolate

Hydrolysis of ester using aqueous acid

Decarboxylation at high temperature

The formed ketone can be converted into carboxylic acid derivatives by reaction with respective reagents,

Acetal=ketone + diol

Alchol=reduction of ketone

Imine=Reaction with excess ammonia

To describe : To describe how the given compound can be synthesized using ethyl acetoacetate and other reagents.

(b)

Interpretation Introduction

Interpretation:

To describe how the given compound can be prepared using acetoacetic ester synthesis starting from ethyl acetoacetate and other reagents

Concept introduction:

Acetoacetic ester synthesis is a process in which an halide is converted to a carboxylic acid with two new carbon atoms and an methyl ketone (comes from acetoacetic ester). By use of this method two new alkyl groups can be introduced along with methyl ketone. A general scheme of this synthesis is shown below,

Please do remember that if alkyldihalide is used for acetoacetic ester synthesis a cyclic product is expected.

Steps involved in acetoacetic ester synthesis are,

Deprotonation of α carbon in acetoacetic ester

Alkylation of enolate

Hydrolysis of ester using aqueous acid

Decarboxylation at high temperature

The formed ketone can be converted into carboxylic acid derivatives by reaction with respective reagents,

Acetal=ketone + diol

Alchol=reduction of ketone

Imine=Reaction with excess ammonia

To describe : To describe how the given compound can be synthesized using ethyl acetoacetate and other reagent.

(c)

Interpretation Introduction

Interpretation:

To describe how the given compound can be prepared using acetoacetic ester synthesis starting from ethyl acetoacetate and other reagents

Concept introduction:

Acetoacetic ester synthesis is a process in which an halide is converted to a carboxylic acid with two new carbon atoms and an methyl ketone (comes from acetoacetic ester). By use of this method two new alkyl groups can be introduced along with methyl ketone. A general scheme of this synthesis is shown below,

Please do remember that if alkyldihalide is used for acetoacetic ester synthesis a cyclic product is expected.

Steps involved in acetoacetic ester synthesis are,

Deprotonation of α carbon in acetoacetic ester

Alkylation of enolate

Hydrolysis of ester using aqueous acid

Decarboxylation at high temperature

The formed ketone can be converted into carboxylic acid derivatives by reaction with respective reagents,

Acetal=ketone + diol

Alchol=reduction of ketone

Imine=Reaction with excess ammonia

To describe : To describe how the given compound can be synthesized using ethyl acetoacetate and other reagent.

Expert Solution & Answer

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Check out a sample textbook solution

See solution

Answer 4

Question

Definition Definition Organic compounds that have a carbonyl group, C = O, as their functional group. The carbonyl group in ketones is placed somewhere in the middle of the molecular structure, which means, the C=O is attached to two alkyl groups or benzene rings. Just like all other homologous series, the naming of ketones is done using a common suffix “-one”. The general molecular formula is C n H 2n O. Functional group of a ketone

Chapter 22.5, Problem 41ATS

(a)

Interpretation Introduction

Interpretation:

To describe how the given compound can be prepared using acetoacetic ester synthesis starting from ethyl acetoacetate and other reagents

Concept introduction:

Acetoacetic ester synthesis is a process in which an halide is converted to a carboxylic acid with two new carbon atoms and an methyl ketone (comes from acetoacetic ester). By use of this method two new alkyl groups can be introduced along with methyl ketone. A general scheme of this synthesis is shown below,

Please do remember that if alkyldihalide is used for acetoacetic ester synthesis a cyclic product is expected.

Steps involved in acetoacetic ester synthesis are,

Deprotonation of α carbon in acetoacetic ester

Alkylation of enolate

Hydrolysis of ester using aqueous acid

Decarboxylation at high temperature

The formed ketone can be converted into carboxylic acid derivatives by reaction with respective reagents,

Acetal=ketone + diol

Alchol=reduction of ketone

Imine=Reaction with excess ammonia

To describe : To describe how the given compound can be synthesized using ethyl acetoacetate and other reagents.

(b)

Interpretation Introduction

Interpretation:

To describe how the given compound can be prepared using acetoacetic ester synthesis starting from ethyl acetoacetate and other reagents

Concept introduction:

Acetoacetic ester synthesis is a process in which an halide is converted to a carboxylic acid with two new carbon atoms and an methyl ketone (comes from acetoacetic ester). By use of this method two new alkyl groups can be introduced along with methyl ketone. A general scheme of this synthesis is shown below,

Please do remember that if alkyldihalide is used for acetoacetic ester synthesis a cyclic product is expected.

Steps involved in acetoacetic ester synthesis are,

Deprotonation of α carbon in acetoacetic ester

Alkylation of enolate

Hydrolysis of ester using aqueous acid

Decarboxylation at high temperature

The formed ketone can be converted into carboxylic acid derivatives by reaction with respective reagents,

Acetal=ketone + diol

Alchol=reduction of ketone

Imine=Reaction with excess ammonia

To describe : To describe how the given compound can be synthesized using ethyl acetoacetate and other reagent.

(c)

Interpretation Introduction

Interpretation:

To describe how the given compound can be prepared using acetoacetic ester synthesis starting from ethyl acetoacetate and other reagents

Concept introduction:

Acetoacetic ester synthesis is a process in which an halide is converted to a carboxylic acid with two new carbon atoms and an methyl ketone (comes from acetoacetic ester). By use of this method two new alkyl groups can be introduced along with methyl ketone. A general scheme of this synthesis is shown below,

Please do remember that if alkyldihalide is used for acetoacetic ester synthesis a cyclic product is expected.

Steps involved in acetoacetic ester synthesis are,

Deprotonation of α carbon in acetoacetic ester

Alkylation of enolate

Hydrolysis of ester using aqueous acid

Decarboxylation at high temperature

The formed ketone can be converted into carboxylic acid derivatives by reaction with respective reagents,

Acetal=ketone + diol

Alchol=reduction of ketone

Imine=Reaction with excess ammonia

To describe : To describe how the given compound can be synthesized using ethyl acetoacetate and other reagent.

Expert Solution & Answer

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Check out a sample textbook solution

See solution

Answer 5

Chapter 22.5, Problem 41ATS

(a)

Interpretation Introduction

Interpretation:

To describe how the given compound can be prepared using acetoacetic ester synthesis starting from ethyl acetoacetate and other reagents

Concept introduction:

Acetoacetic ester synthesis is a process in which an halide is converted to a carboxylic acid with two new carbon atoms and an methyl ketone (comes from acetoacetic ester). By use of this method two new alkyl groups can be introduced along with methyl ketone. A general scheme of this synthesis is shown below,

Please do remember that if alkyldihalide is used for acetoacetic ester synthesis a cyclic product is expected.

Steps involved in acetoacetic ester synthesis are,

Deprotonation of α carbon in acetoacetic ester

Alkylation of enolate

Hydrolysis of ester using aqueous acid

Decarboxylation at high temperature

The formed ketone can be converted into carboxylic acid derivatives by reaction with respective reagents,

Acetal=ketone + diol

Alchol=reduction of ketone

Imine=Reaction with excess ammonia

To describe : To describe how the given compound can be synthesized using ethyl acetoacetate and other reagents.

(b)

Interpretation Introduction

Interpretation:

To describe how the given compound can be prepared using acetoacetic ester synthesis starting from ethyl acetoacetate and other reagents

Concept introduction:

Acetoacetic ester synthesis is a process in which an halide is converted to a carboxylic acid with two new carbon atoms and an methyl ketone (comes from acetoacetic ester). By use of this method two new alkyl groups can be introduced along with methyl ketone. A general scheme of this synthesis is shown below,

Please do remember that if alkyldihalide is used for acetoacetic ester synthesis a cyclic product is expected.

Steps involved in acetoacetic ester synthesis are,

Deprotonation of α carbon in acetoacetic ester

Alkylation of enolate

Hydrolysis of ester using aqueous acid

Decarboxylation at high temperature

The formed ketone can be converted into carboxylic acid derivatives by reaction with respective reagents,

Acetal=ketone + diol

Alchol=reduction of ketone

Imine=Reaction with excess ammonia

To describe : To describe how the given compound can be synthesized using ethyl acetoacetate and other reagent.

(c)

Interpretation Introduction

Interpretation:

To describe how the given compound can be prepared using acetoacetic ester synthesis starting from ethyl acetoacetate and other reagents

Concept introduction:

Acetoacetic ester synthesis is a process in which an halide is converted to a carboxylic acid with two new carbon atoms and an methyl ketone (comes from acetoacetic ester). By use of this method two new alkyl groups can be introduced along with methyl ketone. A general scheme of this synthesis is shown below,

Please do remember that if alkyldihalide is used for acetoacetic ester synthesis a cyclic product is expected.

Steps involved in acetoacetic ester synthesis are,

Deprotonation of α carbon in acetoacetic ester

Alkylation of enolate

Hydrolysis of ester using aqueous acid

Decarboxylation at high temperature

The formed ketone can be converted into carboxylic acid derivatives by reaction with respective reagents,

Acetal=ketone + diol

Alchol=reduction of ketone

Imine=Reaction with excess ammonia

To describe : To describe how the given compound can be synthesized using ethyl acetoacetate and other reagent.

Answer 6

Chapter 22.5, Problem 41ATS

(a)

Interpretation Introduction

Interpretation:

To describe how the given compound can be prepared using acetoacetic ester synthesis starting from ethyl acetoacetate and other reagents

Concept introduction:

Acetoacetic ester synthesis is a process in which an halide is converted to a carboxylic acid with two new carbon atoms and an methyl ketone (comes from acetoacetic ester). By use of this method two new alkyl groups can be introduced along with methyl ketone. A general scheme of this synthesis is shown below,

Please do remember that if alkyldihalide is used for acetoacetic ester synthesis a cyclic product is expected.

Steps involved in acetoacetic ester synthesis are,

Deprotonation of α carbon in acetoacetic ester

Alkylation of enolate

Hydrolysis of ester using aqueous acid

Decarboxylation at high temperature

The formed ketone can be converted into carboxylic acid derivatives by reaction with respective reagents,

Acetal=ketone + diol

Alchol=reduction of ketone

Imine=Reaction with excess ammonia

To describe : To describe how the given compound can be synthesized using ethyl acetoacetate and other reagents.

Answer 7

Chapter 22.5, Problem 41ATS

(a)

Interpretation Introduction

Interpretation:

To describe how the given compound can be prepared using acetoacetic ester synthesis starting from ethyl acetoacetate and other reagents

Concept introduction:

Acetoacetic ester synthesis is a process in which an halide is converted to a carboxylic acid with two new carbon atoms and an methyl ketone (comes from acetoacetic ester). By use of this method two new alkyl groups can be introduced along with methyl ketone. A general scheme of this synthesis is shown below,

Please do remember that if alkyldihalide is used for acetoacetic ester synthesis a cyclic product is expected.

Steps involved in acetoacetic ester synthesis are,

Deprotonation of α carbon in acetoacetic ester

Alkylation of enolate

Hydrolysis of ester using aqueous acid

Decarboxylation at high temperature

The formed ketone can be converted into carboxylic acid derivatives by reaction with respective reagents,

Acetal=ketone + diol

Alchol=reduction of ketone

Imine=Reaction with excess ammonia

To describe : To describe how the given compound can be synthesized using ethyl acetoacetate and other reagents.

Answer 8

(b)

Interpretation Introduction

Interpretation:

To describe how the given compound can be prepared using acetoacetic ester synthesis starting from ethyl acetoacetate and other reagents

Concept introduction:

Acetoacetic ester synthesis is a process in which an halide is converted to a carboxylic acid with two new carbon atoms and an methyl ketone (comes from acetoacetic ester). By use of this method two new alkyl groups can be introduced along with methyl ketone. A general scheme of this synthesis is shown below,

Please do remember that if alkyldihalide is used for acetoacetic ester synthesis a cyclic product is expected.

Steps involved in acetoacetic ester synthesis are,

Deprotonation of α carbon in acetoacetic ester

Alkylation of enolate

Hydrolysis of ester using aqueous acid

Decarboxylation at high temperature

The formed ketone can be converted into carboxylic acid derivatives by reaction with respective reagents,

Acetal=ketone + diol

Alchol=reduction of ketone

Imine=Reaction with excess ammonia

To describe : To describe how the given compound can be synthesized using ethyl acetoacetate and other reagent.

Answer 9

(b)

Interpretation Introduction

Interpretation:

To describe how the given compound can be prepared using acetoacetic ester synthesis starting from ethyl acetoacetate and other reagents

Concept introduction:

Acetoacetic ester synthesis is a process in which an halide is converted to a carboxylic acid with two new carbon atoms and an methyl ketone (comes from acetoacetic ester). By use of this method two new alkyl groups can be introduced along with methyl ketone. A general scheme of this synthesis is shown below,

Please do remember that if alkyldihalide is used for acetoacetic ester synthesis a cyclic product is expected.

Steps involved in acetoacetic ester synthesis are,

Deprotonation of α carbon in acetoacetic ester

Alkylation of enolate

Hydrolysis of ester using aqueous acid

Decarboxylation at high temperature

The formed ketone can be converted into carboxylic acid derivatives by reaction with respective reagents,

Acetal=ketone + diol

Alchol=reduction of ketone

Imine=Reaction with excess ammonia

To describe : To describe how the given compound can be synthesized using ethyl acetoacetate and other reagent.

Answer 10

(c)

Interpretation Introduction

Interpretation:

To describe how the given compound can be prepared using acetoacetic ester synthesis starting from ethyl acetoacetate and other reagents

Concept introduction:

Acetoacetic ester synthesis is a process in which an halide is converted to a carboxylic acid with two new carbon atoms and an methyl ketone (comes from acetoacetic ester). By use of this method two new alkyl groups can be introduced along with methyl ketone. A general scheme of this synthesis is shown below,

Please do remember that if alkyldihalide is used for acetoacetic ester synthesis a cyclic product is expected.

Steps involved in acetoacetic ester synthesis are,

Deprotonation of α carbon in acetoacetic ester

Alkylation of enolate

Hydrolysis of ester using aqueous acid

Decarboxylation at high temperature

The formed ketone can be converted into carboxylic acid derivatives by reaction with respective reagents,

Acetal=ketone + diol

Alchol=reduction of ketone

Imine=Reaction with excess ammonia

To describe : To describe how the given compound can be synthesized using ethyl acetoacetate and other reagent.

Answer 11

(c)

Interpretation Introduction

Interpretation:

To describe how the given compound can be prepared using acetoacetic ester synthesis starting from ethyl acetoacetate and other reagents

Concept introduction:

Acetoacetic ester synthesis is a process in which an halide is converted to a carboxylic acid with two new carbon atoms and an methyl ketone (comes from acetoacetic ester). By use of this method two new alkyl groups can be introduced along with methyl ketone. A general scheme of this synthesis is shown below,

Please do remember that if alkyldihalide is used for acetoacetic ester synthesis a cyclic product is expected.

Steps involved in acetoacetic ester synthesis are,

Deprotonation of α carbon in acetoacetic ester

Alkylation of enolate

Hydrolysis of ester using aqueous acid

Decarboxylation at high temperature

The formed ketone can be converted into carboxylic acid derivatives by reaction with respective reagents,

Acetal=ketone + diol

Alchol=reduction of ketone

Imine=Reaction with excess ammonia

To describe : To describe how the given compound can be synthesized using ethyl acetoacetate and other reagent.

Answer 12

Expert Solution & Answer

Answer 13

Expert Solution & Answer

Answer 14

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See solution

Answer 15

Ch. 22.1 - Prob. 1CC Ch. 22.1 - Prob. 2CC Ch. 22.1 - Prob. 3CC Ch. 22.1 - Prob. 1LTS Ch. 22.1 - Prob. 4PTS Ch. 22.1 - Prob. 5ATS Ch. 22.1 - Prob. 6CC Ch. 22.1 - Prob. 7CC Ch. 22.1 - Prob. 8CC Ch. 22.2 - Prob. 9CC

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Chapter 22 Solutions