4-phenyl-2-butanone has to be synthesized either by acetoacetic ester synthesis or malonic ester synthesis.

Question

81. a. Propose a mechanism for the following reaction: OH CH2=CHCHC=N b. What is the product of the following reaction? HO H₂O N=CCH2CH2CH OH HO CH3CCH=CH2 H₂O C=N 82. Unlike a phosphonium ylide that reacts with an aldehyde or a ketone to form an alkene a sulfonium ulia

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 19, Problem 19.46P

(a)

Interpretation Introduction

Interpretation:

4-phenyl-2-butanone has to be synthesized either by acetoacetic ester synthesis or malonic ester synthesis.

(b)

Interpretation Introduction

Interpretation:

2-methylhexanoic acid has to be synthesized either by acetoacetic ester synthesis or malonic ester synthesis.

(c)

Interpretation Introduction

Interpretation:

3-ethyl-2-pentanone has to be synthesized either by acetoacetic ester synthesis or malonic ester synthesis.

(d)

Interpretation Introduction

Interpretation:

2-propyl-1,3-propanediol has to be synthesized either by acetoacetic ester synthesis or malonic ester synthesis.

(e)

Interpretation Introduction

Interpretation:

4-oxopentanoic acid has to be synthesized either by acetoacetic ester synthesis or malonic ester synthesis.

(f)

Interpretation Introduction

Interpretation:

3-benzyl-5-hexen-2-one has to be synthesized either by acetoacetic ester synthesis or malonic ester synthesis.

(g)

Interpretation Introduction

Interpretation:

Cyclopropane carboxylic acid has to be synthesized either by acetoacetic ester synthesis or malonic ester synthesis.

(h)

Interpretation Introduction

Interpretation:

Cyclobutylmethyl ketone has to be synthesized either by acetoacetic ester synthesis or malonic ester synthesis.

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81. a. Propose a mechanism for the following reaction: OH CH2=CHCHC=N b. What is the product of the following reaction? HO H₂O N=CCH2CH2CH OH HO CH3CCH=CH2 H₂O C=N 82. Unlike a phosphonium ylide that reacts with an aldehyde or a ketone to form an alkene a sulfonium ulia

For each reaction below, decide if the first stable organic product that forms in solution will create a new CC bond, and check the appropriate box. Next, for each reaction to which you answered "Yes" to in the table, draw this product in the drawing area below. Note for advanced students: for this problem, don't worry if you think this product will continue to react under the current conditions - just focus on the first stable product you expect to form in solution. ? NH2 MgBr Will the first product that forms in this reaction create a new CC bond? ○ Yes ○ No MgBr ? Will the first product that forms in this reaction create a new CC bond? O Yes O No Click and drag to start drawing a structure. :☐ G x c olo Ar HE

Predicting As the lead product manager at OrganometALEKS Industries, you are trying to decide if the following reaction will make a molecule with a new C - C bond as its major product: H₂N O H 1. ? 2. H3O+ If this reaction will work, draw the major organic product or products you would expect in the drawing area below. If there's more than one major product, you can draw them in any arrangement you like. Be sure you use wedge and dash bonds if necessary, for example to distinguish between major products with different stereochemistry. 0 If the major products of this reaction won't have a new CC bond, just check the box under the drawing area and leave it blank. فا Explanation Check Click and drag to start drawing a structure.

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 19, Problem 19.46P

(a)

Interpretation Introduction

Interpretation:

4-phenyl-2-butanone has to be synthesized either by acetoacetic ester synthesis or malonic ester synthesis.

(b)

Interpretation Introduction

Interpretation:

2-methylhexanoic acid has to be synthesized either by acetoacetic ester synthesis or malonic ester synthesis.

(c)

Interpretation Introduction

Interpretation:

3-ethyl-2-pentanone has to be synthesized either by acetoacetic ester synthesis or malonic ester synthesis.

(d)

Interpretation Introduction

Interpretation:

2-propyl-1,3-propanediol has to be synthesized either by acetoacetic ester synthesis or malonic ester synthesis.

(e)

Interpretation Introduction

Interpretation:

4-oxopentanoic acid has to be synthesized either by acetoacetic ester synthesis or malonic ester synthesis.

(f)

Interpretation Introduction

Interpretation:

3-benzyl-5-hexen-2-one has to be synthesized either by acetoacetic ester synthesis or malonic ester synthesis.

(g)

Interpretation Introduction

Interpretation:

Cyclopropane carboxylic acid has to be synthesized either by acetoacetic ester synthesis or malonic ester synthesis.

(h)

Interpretation Introduction

Interpretation:

Cyclobutylmethyl ketone has to be synthesized either by acetoacetic ester synthesis or malonic ester synthesis.

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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 19, Problem 19.46P

(a)

Interpretation Introduction

Interpretation:

4-phenyl-2-butanone has to be synthesized either by acetoacetic ester synthesis or malonic ester synthesis.

(b)

Interpretation Introduction

Interpretation:

2-methylhexanoic acid has to be synthesized either by acetoacetic ester synthesis or malonic ester synthesis.

(c)

Interpretation Introduction

Interpretation:

3-ethyl-2-pentanone has to be synthesized either by acetoacetic ester synthesis or malonic ester synthesis.

(d)

Interpretation Introduction

Interpretation:

2-propyl-1,3-propanediol has to be synthesized either by acetoacetic ester synthesis or malonic ester synthesis.

(e)

Interpretation Introduction

Interpretation:

4-oxopentanoic acid has to be synthesized either by acetoacetic ester synthesis or malonic ester synthesis.

(f)

Interpretation Introduction

Interpretation:

3-benzyl-5-hexen-2-one has to be synthesized either by acetoacetic ester synthesis or malonic ester synthesis.

(g)

Interpretation Introduction

Interpretation:

Cyclopropane carboxylic acid has to be synthesized either by acetoacetic ester synthesis or malonic ester synthesis.

(h)

Interpretation Introduction

Interpretation:

Cyclobutylmethyl ketone has to be synthesized either by acetoacetic ester synthesis or malonic ester synthesis.

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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 19, Problem 19.46P

(a)

Interpretation Introduction

Interpretation:

4-phenyl-2-butanone has to be synthesized either by acetoacetic ester synthesis or malonic ester synthesis.

(b)

Interpretation Introduction

Interpretation:

2-methylhexanoic acid has to be synthesized either by acetoacetic ester synthesis or malonic ester synthesis.

(c)

Interpretation Introduction

Interpretation:

3-ethyl-2-pentanone has to be synthesized either by acetoacetic ester synthesis or malonic ester synthesis.

(d)

Interpretation Introduction

Interpretation:

2-propyl-1,3-propanediol has to be synthesized either by acetoacetic ester synthesis or malonic ester synthesis.

(e)

Interpretation Introduction

Interpretation:

4-oxopentanoic acid has to be synthesized either by acetoacetic ester synthesis or malonic ester synthesis.

(f)

Interpretation Introduction

Interpretation:

3-benzyl-5-hexen-2-one has to be synthesized either by acetoacetic ester synthesis or malonic ester synthesis.

(g)

Interpretation Introduction

Interpretation:

Cyclopropane carboxylic acid has to be synthesized either by acetoacetic ester synthesis or malonic ester synthesis.

(h)

Interpretation Introduction

Interpretation:

Cyclobutylmethyl ketone has to be synthesized either by acetoacetic ester synthesis or malonic ester synthesis.

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Answer 5

Chapter 19, Problem 19.46P

(a)

Interpretation Introduction

Interpretation:

4-phenyl-2-butanone has to be synthesized either by acetoacetic ester synthesis or malonic ester synthesis.

(b)

Interpretation Introduction

Interpretation:

2-methylhexanoic acid has to be synthesized either by acetoacetic ester synthesis or malonic ester synthesis.

(c)

Interpretation Introduction

Interpretation:

3-ethyl-2-pentanone has to be synthesized either by acetoacetic ester synthesis or malonic ester synthesis.

(d)

Interpretation Introduction

Interpretation:

2-propyl-1,3-propanediol has to be synthesized either by acetoacetic ester synthesis or malonic ester synthesis.

(e)

Interpretation Introduction

Interpretation:

4-oxopentanoic acid has to be synthesized either by acetoacetic ester synthesis or malonic ester synthesis.

(f)

Interpretation Introduction

Interpretation:

3-benzyl-5-hexen-2-one has to be synthesized either by acetoacetic ester synthesis or malonic ester synthesis.

(g)

Interpretation Introduction

Interpretation:

Cyclopropane carboxylic acid has to be synthesized either by acetoacetic ester synthesis or malonic ester synthesis.

(h)

Interpretation Introduction

Interpretation:

Cyclobutylmethyl ketone has to be synthesized either by acetoacetic ester synthesis or malonic ester synthesis.

Answer 6

Chapter 19, Problem 19.46P

(a)

Interpretation Introduction

Interpretation:

4-phenyl-2-butanone has to be synthesized either by acetoacetic ester synthesis or malonic ester synthesis.

Answer 7

Chapter 19, Problem 19.46P

(a)

Interpretation Introduction

Interpretation:

4-phenyl-2-butanone has to be synthesized either by acetoacetic ester synthesis or malonic ester synthesis.

Answer 8

(b)

Interpretation Introduction

Interpretation:

2-methylhexanoic acid has to be synthesized either by acetoacetic ester synthesis or malonic ester synthesis.

Answer 9

(b)

Interpretation Introduction

Interpretation:

2-methylhexanoic acid has to be synthesized either by acetoacetic ester synthesis or malonic ester synthesis.

Answer 10

(c)

Interpretation Introduction

Interpretation:

3-ethyl-2-pentanone has to be synthesized either by acetoacetic ester synthesis or malonic ester synthesis.

Answer 11

(c)

Interpretation Introduction

Interpretation:

3-ethyl-2-pentanone has to be synthesized either by acetoacetic ester synthesis or malonic ester synthesis.

Answer 12

(d)

Interpretation Introduction

Interpretation:

2-propyl-1,3-propanediol has to be synthesized either by acetoacetic ester synthesis or malonic ester synthesis.

Answer 13

(d)

Interpretation Introduction

Interpretation:

2-propyl-1,3-propanediol has to be synthesized either by acetoacetic ester synthesis or malonic ester synthesis.

Answer 14

(e)

Interpretation Introduction

Interpretation:

4-oxopentanoic acid has to be synthesized either by acetoacetic ester synthesis or malonic ester synthesis.

Answer 15

(e)

Interpretation Introduction

Interpretation:

4-oxopentanoic acid has to be synthesized either by acetoacetic ester synthesis or malonic ester synthesis.

Answer 16

(f)

Interpretation Introduction

Interpretation:

3-benzyl-5-hexen-2-one has to be synthesized either by acetoacetic ester synthesis or malonic ester synthesis.

Answer 17

(f)

Interpretation Introduction

Interpretation:

3-benzyl-5-hexen-2-one has to be synthesized either by acetoacetic ester synthesis or malonic ester synthesis.

Answer 18

(g)

Interpretation Introduction

Interpretation:

Cyclopropane carboxylic acid has to be synthesized either by acetoacetic ester synthesis or malonic ester synthesis.

Answer 19

(g)

Interpretation Introduction

Interpretation:

Cyclopropane carboxylic acid has to be synthesized either by acetoacetic ester synthesis or malonic ester synthesis.

Answer 20

(h)

Interpretation Introduction

Interpretation:

Cyclobutylmethyl ketone has to be synthesized either by acetoacetic ester synthesis or malonic ester synthesis.

Answer 21

(h)

Interpretation Introduction

Interpretation:

Cyclobutylmethyl ketone has to be synthesized either by acetoacetic ester synthesis or malonic ester synthesis.

Answer 22

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Answer 23

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Answer 24

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Answer 26

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Answer 27

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Answer 28

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Answer 32

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Answer 33

Ch. 19.2 - Prob. 19.1P Ch. 19.2 - Prob. 19.2P Ch. 19.2 - Prob. 19.3P Ch. 19.3 - Prob. 19.4P Ch. 19.3 - Prob. 19.5P Ch. 19.3 - Prob. 19.6P Ch. 19.5 - Prob. 19.7P Ch. 19.5 - Prob. 19.8P Ch. 19.5 - Prob. 19.9P Ch. 19.6 - Prob. 19.10P

4-phenyl-2-butanone has to be synthesized either by acetoacetic ester synthesis or malonic ester synthesis.

Interpretation: 4-phenyl-2-butanone has to be synthesized either by acetoacetic ester synthesis or malonic ester synthesis.

Interpretation: 2-methylhexanoic acid has to be synthesized either by acetoacetic ester synthesis or malonic ester synthesis.

Interpretation: 3-ethyl-2-pentanone has to be synthesized either by acetoacetic ester synthesis or malonic ester synthesis.

Interpretation: 2-propyl-1,3-propanediol has to be synthesized either by acetoacetic ester synthesis or malonic ester synthesis.

Interpretation: 4-oxopentanoic acid has to be synthesized either by acetoacetic ester synthesis or malonic ester synthesis.

Interpretation: 3-benzyl-5-hexen-2-one has to be synthesized either by acetoacetic ester synthesis or malonic ester synthesis.

Interpretation: Cyclopropane carboxylic acid has to be synthesized either by acetoacetic ester synthesis or malonic ester synthesis.

Interpretation: Cyclobutylmethyl ketone has to be synthesized either by acetoacetic ester synthesis or malonic ester synthesis.

Chapter 19 Solutions

Interpretation:

4-phenyl-2-butanone has to be synthesized either by acetoacetic ester synthesis or malonic ester synthesis.

Interpretation:

2-methylhexanoic acid has to be synthesized either by acetoacetic ester synthesis or malonic ester synthesis.

Interpretation:

3-ethyl-2-pentanone has to be synthesized either by acetoacetic ester synthesis or malonic ester synthesis.

Interpretation:

2-propyl-1,3-propanediol has to be synthesized either by acetoacetic ester synthesis or malonic ester synthesis.

Interpretation:

4-oxopentanoic acid has to be synthesized either by acetoacetic ester synthesis or malonic ester synthesis.

Interpretation:

3-benzyl-5-hexen-2-one has to be synthesized either by acetoacetic ester synthesis or malonic ester synthesis.

Interpretation:

Cyclopropane carboxylic acid has to be synthesized either by acetoacetic ester synthesis or malonic ester synthesis.

Interpretation:

Cyclobutylmethyl ketone has to be synthesized either by acetoacetic ester synthesis or malonic ester synthesis.