(a) Interpretation: Synthesis of the given compound beginning with pentan-2-one is to be suggested. Concept introduction: The carbon–carbon bond-forming reaction results in heteroatoms having a specific relative positioning along the carbon backbone. If the heteroatoms in a target have 1, 2-, 1, 3-, 1, 4-, or 1, 5- relative positioning, and the synthesis calls for a carbon–carbon bond-forming reaction, then consider using a corresponding reaction from Table 19-1. In a retrosynthetic analysis, therefore, apply a transform that takes our target molecule back to reactants. Disconnect the appropriate C-C bond to take back to the reactants, and from retrosynthetic analysis, we can draw the synthesis of the target molecule.

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Answer 1

Question

Chapter 19, Problem 19.43P

Interpretation Introduction

(a)

Interpretation:

Synthesis of the given compound beginning with pentan-2-one is to be suggested.

Concept introduction:

The carbon–carbon bond-forming reaction results in heteroatoms having a specific relative positioning along the carbon backbone. If the heteroatoms in a target have 1, 2-, 1, 3-, 1, 4-, or 1, 5- relative positioning, and the synthesis calls for a carbon–carbon bond-forming reaction, then consider using a corresponding reaction from Table 19-1. In a retrosynthetic analysis, therefore, apply a transform that takes our target molecule back to reactants. Disconnect the appropriate C-C bond to take back to the reactants, and from retrosynthetic analysis, we can draw the synthesis of the target molecule.

Interpretation Introduction

(b)

Interpretation:

Synthesis of the given compound beginning with pentan-2-one is to be suggested.

Concept introduction:

The carbon–carbon bond-forming reaction results in heteroatoms having a specific relative positioning along the carbon backbone. If the heteroatoms in a target have 1, 2-, 1, 3-, 1, 4-, or 1, 5- relative positioning and the synthesis calls for a carbon–carbon bond-forming reaction, then consider using a corresponding reaction from Table 19-1. In a retrosynthetic analysis, therefore, apply a transform that takes our target molecule back to reactants. Disconnect the appropriate C-C bond to take back to reactants, and from the retrosynthetic analysis, we can draw the synthesis of the target molecule.

Interpretation Introduction

(c)

Interpretation:

Synthesis of the given compound beginning with pentan-2-one is to be suggested.

Concept introduction:

The carbon–carbon bond-forming reaction results in heteroatoms having a specific relative positioning along the carbon backbone. If the heteroatoms in a target have 1, 2-, 1, 3-, 1, 4-, or 1, 5- relative positioning and the synthesis calls for a carbon–carbon bond-forming reaction, then consider using a corresponding reaction from Table 19-1. In a retrosynthetic analysis, therefore, apply a transform that takes our target molecule back to reactants. Disconnect the appropriate C-C bond to take back to reactants. And from the retrosynthetic analysis we can draw the synthesis of the target molecule.

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#1. Retro-Electrochemical Reaction: A ring has been made, but the light is causing the molecule to un- cyclize. Undo the ring into all possible molecules. (2pts, no partial credit) hv

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I have a question about this problem involving mechanisms and drawing curved arrows for acids and bases. I know we need to identify the nucleophile and electrophile, but are there different types of reactions? For instance, what about Grignard reagents and other types that I might not be familiar with? Can you help me with this? I want to identify the names of the mechanisms for problems 1-14, such as Gilman reagents and others. Are they all the same? Also, could you rewrite it so I can better understand? The handwriting is pretty cluttered. Additionally, I need to label the nucleophile and electrophile, but my main concern is whether those reactions differ, like the "Brønsted-Lowry acid-base mechanism, Lewis acid-base mechanism, acid-catalyzed mechanisms, acid-catalyzed reactions, base-catalyzed reactions, nucleophilic substitution mechanisms (SN1 and SN2), elimination reactions (E1 and E2), organometallic mechanisms, and so forth."

Answer 2

Question

Chapter 19, Problem 19.43P

Interpretation Introduction

(a)

Interpretation:

Synthesis of the given compound beginning with pentan-2-one is to be suggested.

Concept introduction:

The carbon–carbon bond-forming reaction results in heteroatoms having a specific relative positioning along the carbon backbone. If the heteroatoms in a target have 1, 2-, 1, 3-, 1, 4-, or 1, 5- relative positioning, and the synthesis calls for a carbon–carbon bond-forming reaction, then consider using a corresponding reaction from Table 19-1. In a retrosynthetic analysis, therefore, apply a transform that takes our target molecule back to reactants. Disconnect the appropriate C-C bond to take back to the reactants, and from retrosynthetic analysis, we can draw the synthesis of the target molecule.

Interpretation Introduction

(b)

Interpretation:

Synthesis of the given compound beginning with pentan-2-one is to be suggested.

Concept introduction:

The carbon–carbon bond-forming reaction results in heteroatoms having a specific relative positioning along the carbon backbone. If the heteroatoms in a target have 1, 2-, 1, 3-, 1, 4-, or 1, 5- relative positioning and the synthesis calls for a carbon–carbon bond-forming reaction, then consider using a corresponding reaction from Table 19-1. In a retrosynthetic analysis, therefore, apply a transform that takes our target molecule back to reactants. Disconnect the appropriate C-C bond to take back to reactants, and from the retrosynthetic analysis, we can draw the synthesis of the target molecule.

Interpretation Introduction

(c)

Interpretation:

Synthesis of the given compound beginning with pentan-2-one is to be suggested.

Concept introduction:

The carbon–carbon bond-forming reaction results in heteroatoms having a specific relative positioning along the carbon backbone. If the heteroatoms in a target have 1, 2-, 1, 3-, 1, 4-, or 1, 5- relative positioning and the synthesis calls for a carbon–carbon bond-forming reaction, then consider using a corresponding reaction from Table 19-1. In a retrosynthetic analysis, therefore, apply a transform that takes our target molecule back to reactants. Disconnect the appropriate C-C bond to take back to reactants. And from the retrosynthetic analysis we can draw the synthesis of the target molecule.

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Answer 3

Question

Chapter 19, Problem 19.43P

Interpretation Introduction

(a)

Interpretation:

Synthesis of the given compound beginning with pentan-2-one is to be suggested.

Concept introduction:

The carbon–carbon bond-forming reaction results in heteroatoms having a specific relative positioning along the carbon backbone. If the heteroatoms in a target have 1, 2-, 1, 3-, 1, 4-, or 1, 5- relative positioning, and the synthesis calls for a carbon–carbon bond-forming reaction, then consider using a corresponding reaction from Table 19-1. In a retrosynthetic analysis, therefore, apply a transform that takes our target molecule back to reactants. Disconnect the appropriate C-C bond to take back to the reactants, and from retrosynthetic analysis, we can draw the synthesis of the target molecule.

Interpretation Introduction

(b)

Interpretation:

Synthesis of the given compound beginning with pentan-2-one is to be suggested.

Concept introduction:

The carbon–carbon bond-forming reaction results in heteroatoms having a specific relative positioning along the carbon backbone. If the heteroatoms in a target have 1, 2-, 1, 3-, 1, 4-, or 1, 5- relative positioning and the synthesis calls for a carbon–carbon bond-forming reaction, then consider using a corresponding reaction from Table 19-1. In a retrosynthetic analysis, therefore, apply a transform that takes our target molecule back to reactants. Disconnect the appropriate C-C bond to take back to reactants, and from the retrosynthetic analysis, we can draw the synthesis of the target molecule.

Interpretation Introduction

(c)

Interpretation:

Synthesis of the given compound beginning with pentan-2-one is to be suggested.

Concept introduction:

The carbon–carbon bond-forming reaction results in heteroatoms having a specific relative positioning along the carbon backbone. If the heteroatoms in a target have 1, 2-, 1, 3-, 1, 4-, or 1, 5- relative positioning and the synthesis calls for a carbon–carbon bond-forming reaction, then consider using a corresponding reaction from Table 19-1. In a retrosynthetic analysis, therefore, apply a transform that takes our target molecule back to reactants. Disconnect the appropriate C-C bond to take back to reactants. And from the retrosynthetic analysis we can draw the synthesis of the target molecule.

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Answer 4

Question

Chapter 19, Problem 19.43P

Interpretation Introduction

(a)

Interpretation:

Synthesis of the given compound beginning with pentan-2-one is to be suggested.

Concept introduction:

The carbon–carbon bond-forming reaction results in heteroatoms having a specific relative positioning along the carbon backbone. If the heteroatoms in a target have 1, 2-, 1, 3-, 1, 4-, or 1, 5- relative positioning, and the synthesis calls for a carbon–carbon bond-forming reaction, then consider using a corresponding reaction from Table 19-1. In a retrosynthetic analysis, therefore, apply a transform that takes our target molecule back to reactants. Disconnect the appropriate C-C bond to take back to the reactants, and from retrosynthetic analysis, we can draw the synthesis of the target molecule.

Interpretation Introduction

(b)

Interpretation:

Synthesis of the given compound beginning with pentan-2-one is to be suggested.

Concept introduction:

The carbon–carbon bond-forming reaction results in heteroatoms having a specific relative positioning along the carbon backbone. If the heteroatoms in a target have 1, 2-, 1, 3-, 1, 4-, or 1, 5- relative positioning and the synthesis calls for a carbon–carbon bond-forming reaction, then consider using a corresponding reaction from Table 19-1. In a retrosynthetic analysis, therefore, apply a transform that takes our target molecule back to reactants. Disconnect the appropriate C-C bond to take back to reactants, and from the retrosynthetic analysis, we can draw the synthesis of the target molecule.

Interpretation Introduction

(c)

Interpretation:

Synthesis of the given compound beginning with pentan-2-one is to be suggested.

Concept introduction:

The carbon–carbon bond-forming reaction results in heteroatoms having a specific relative positioning along the carbon backbone. If the heteroatoms in a target have 1, 2-, 1, 3-, 1, 4-, or 1, 5- relative positioning and the synthesis calls for a carbon–carbon bond-forming reaction, then consider using a corresponding reaction from Table 19-1. In a retrosynthetic analysis, therefore, apply a transform that takes our target molecule back to reactants. Disconnect the appropriate C-C bond to take back to reactants. And from the retrosynthetic analysis we can draw the synthesis of the target molecule.

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Answer 5

Chapter 19, Problem 19.43P

Interpretation Introduction

(a)

Interpretation:

Synthesis of the given compound beginning with pentan-2-one is to be suggested.

Concept introduction:

The carbon–carbon bond-forming reaction results in heteroatoms having a specific relative positioning along the carbon backbone. If the heteroatoms in a target have 1, 2-, 1, 3-, 1, 4-, or 1, 5- relative positioning, and the synthesis calls for a carbon–carbon bond-forming reaction, then consider using a corresponding reaction from Table 19-1. In a retrosynthetic analysis, therefore, apply a transform that takes our target molecule back to reactants. Disconnect the appropriate C-C bond to take back to the reactants, and from retrosynthetic analysis, we can draw the synthesis of the target molecule.

Interpretation Introduction

(b)

Interpretation:

Synthesis of the given compound beginning with pentan-2-one is to be suggested.

Concept introduction:

The carbon–carbon bond-forming reaction results in heteroatoms having a specific relative positioning along the carbon backbone. If the heteroatoms in a target have 1, 2-, 1, 3-, 1, 4-, or 1, 5- relative positioning and the synthesis calls for a carbon–carbon bond-forming reaction, then consider using a corresponding reaction from Table 19-1. In a retrosynthetic analysis, therefore, apply a transform that takes our target molecule back to reactants. Disconnect the appropriate C-C bond to take back to reactants, and from the retrosynthetic analysis, we can draw the synthesis of the target molecule.

Interpretation Introduction

(c)

Interpretation:

Synthesis of the given compound beginning with pentan-2-one is to be suggested.

Concept introduction:

The carbon–carbon bond-forming reaction results in heteroatoms having a specific relative positioning along the carbon backbone. If the heteroatoms in a target have 1, 2-, 1, 3-, 1, 4-, or 1, 5- relative positioning and the synthesis calls for a carbon–carbon bond-forming reaction, then consider using a corresponding reaction from Table 19-1. In a retrosynthetic analysis, therefore, apply a transform that takes our target molecule back to reactants. Disconnect the appropriate C-C bond to take back to reactants. And from the retrosynthetic analysis we can draw the synthesis of the target molecule.

Answer 6

Chapter 19, Problem 19.43P

Interpretation Introduction

(a)

Interpretation:

Synthesis of the given compound beginning with pentan-2-one is to be suggested.

Concept introduction:

The carbon–carbon bond-forming reaction results in heteroatoms having a specific relative positioning along the carbon backbone. If the heteroatoms in a target have 1, 2-, 1, 3-, 1, 4-, or 1, 5- relative positioning, and the synthesis calls for a carbon–carbon bond-forming reaction, then consider using a corresponding reaction from Table 19-1. In a retrosynthetic analysis, therefore, apply a transform that takes our target molecule back to reactants. Disconnect the appropriate C-C bond to take back to the reactants, and from retrosynthetic analysis, we can draw the synthesis of the target molecule.

Answer 7

Chapter 19, Problem 19.43P

Interpretation Introduction

(a)

Interpretation:

Synthesis of the given compound beginning with pentan-2-one is to be suggested.

Concept introduction:

The carbon–carbon bond-forming reaction results in heteroatoms having a specific relative positioning along the carbon backbone. If the heteroatoms in a target have 1, 2-, 1, 3-, 1, 4-, or 1, 5- relative positioning, and the synthesis calls for a carbon–carbon bond-forming reaction, then consider using a corresponding reaction from Table 19-1. In a retrosynthetic analysis, therefore, apply a transform that takes our target molecule back to reactants. Disconnect the appropriate C-C bond to take back to the reactants, and from retrosynthetic analysis, we can draw the synthesis of the target molecule.

Answer 8

Interpretation Introduction

(b)

Interpretation:

Synthesis of the given compound beginning with pentan-2-one is to be suggested.

Concept introduction:

The carbon–carbon bond-forming reaction results in heteroatoms having a specific relative positioning along the carbon backbone. If the heteroatoms in a target have 1, 2-, 1, 3-, 1, 4-, or 1, 5- relative positioning and the synthesis calls for a carbon–carbon bond-forming reaction, then consider using a corresponding reaction from Table 19-1. In a retrosynthetic analysis, therefore, apply a transform that takes our target molecule back to reactants. Disconnect the appropriate C-C bond to take back to reactants, and from the retrosynthetic analysis, we can draw the synthesis of the target molecule.

Answer 9

Interpretation Introduction

(b)

Interpretation:

Synthesis of the given compound beginning with pentan-2-one is to be suggested.

Concept introduction:

The carbon–carbon bond-forming reaction results in heteroatoms having a specific relative positioning along the carbon backbone. If the heteroatoms in a target have 1, 2-, 1, 3-, 1, 4-, or 1, 5- relative positioning and the synthesis calls for a carbon–carbon bond-forming reaction, then consider using a corresponding reaction from Table 19-1. In a retrosynthetic analysis, therefore, apply a transform that takes our target molecule back to reactants. Disconnect the appropriate C-C bond to take back to reactants, and from the retrosynthetic analysis, we can draw the synthesis of the target molecule.

Answer 10

Interpretation Introduction

(c)

Interpretation:

Synthesis of the given compound beginning with pentan-2-one is to be suggested.

Concept introduction:

The carbon–carbon bond-forming reaction results in heteroatoms having a specific relative positioning along the carbon backbone. If the heteroatoms in a target have 1, 2-, 1, 3-, 1, 4-, or 1, 5- relative positioning and the synthesis calls for a carbon–carbon bond-forming reaction, then consider using a corresponding reaction from Table 19-1. In a retrosynthetic analysis, therefore, apply a transform that takes our target molecule back to reactants. Disconnect the appropriate C-C bond to take back to reactants. And from the retrosynthetic analysis we can draw the synthesis of the target molecule.

Answer 11

Interpretation Introduction

(c)

Interpretation:

Synthesis of the given compound beginning with pentan-2-one is to be suggested.

Concept introduction:

The carbon–carbon bond-forming reaction results in heteroatoms having a specific relative positioning along the carbon backbone. If the heteroatoms in a target have 1, 2-, 1, 3-, 1, 4-, or 1, 5- relative positioning and the synthesis calls for a carbon–carbon bond-forming reaction, then consider using a corresponding reaction from Table 19-1. In a retrosynthetic analysis, therefore, apply a transform that takes our target molecule back to reactants. Disconnect the appropriate C-C bond to take back to reactants. And from the retrosynthetic analysis we can draw the synthesis of the target molecule.

Answer 12

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Answer 15

Ch. 19 - Prob. 19.1P Ch. 19 - Prob. 19.2P Ch. 19 - Prob. 19.3P Ch. 19 - Prob. 19.4P Ch. 19 - Prob. 19.5P Ch. 19 - Prob. 19.6P Ch. 19 - Prob. 19.7P Ch. 19 - Prob. 19.8P Ch. 19 - Prob. 19.9P Ch. 19 - Prob. 19.10P

Solution Summary: The author suggests a carbon–carbon bond-forming reaction for the given compound beginning with pentan-2-one.

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