a) Interpretation: The products formed in the reaction given are to be identified. The mechanism of the reaction also is to be provided. Concept introduction: The mechanism of the electrophilic substitution reaction is to be given. In the first step the electrophile is produced. In the second step the electrons of the aromatic ring attacks the elctrophile to give a resonance stabilized intermediate. In the last step the intermediate deprotonates to yield the product. To identify: The products formed in the reaction given and to provide the mechanism of the reaction.

Question

Protecting Groups and Carbonyls 6) The synthesis generates allethrolone that exhibits high insect toxicity but low mammalian toxicity. They are used in pet shampoo, human lice shampoo, and industrial sprays for insects and mosquitos. Propose detailed mechanistic steps to generate the allethrolone label the different types of reagents (Grignard, acid/base protonation, acid/base deprotonation, reduction, oxidation, witting, aldol condensation, Robinson annulation, etc.) III + VI HS HS H+ CH,CH,Li III I II IV CI + P(Ph)3 V ༼ Hint: no strong base added VI S VII IX HO VIII -MgBr HgCl2,HgO HO. isomerization aqeuous solution H,SO, ༽༽༤༽༽ X MeOH Hint: enhances selectivity for reaction at the S X ☑

Answer 1

Question

Chapter 11.SE, Problem 30MP

Interpretation Introduction

a)

Interpretation:

The products formed in the reaction given are to be identified. The mechanism of the reaction also is to be provided.

Concept introduction:

The mechanism of the electrophilic substitution reaction is to be given. In the first step the electrophile is produced. In the second step the electrons of the aromatic ring attacks the elctrophile to give a resonance stabilized intermediate. In the last step the intermediate deprotonates to yield the product.

To identify:

The products formed in the reaction given and to provide the mechanism of the reaction.

Interpretation Introduction

b)

Interpretation:

The products formed in the reaction given are to be identified. The mechanism of the reaction also is to be provided.

Concept introduction:

The mechanism of the electrophilic substitution reaction is to be given. In the first step the electrophile is produced. In the second step the electrons of the aromatic ring attacks the elctrophile to give a resonance stabilized intermediate. In the last step the intermediate deprotonates to yield the product. The methoxyl group is an ortho and para orienting group.

To identify:

The products formed in the reaction given and to provide the mechanism of the reaction.

Interpretation Introduction

c)

Interpretation:

The products formed in the reaction given are to be identified. The mechanism of the reaction also is to berovided.

Concept introduction:

The mechanism of the electrophilic substitution reaction is to be given. In the first step the electrophile is produced. In the second step the electrons of the aromatic ring attacks the elctrophile to give a resonance stabilized intermediate. In the last step the intermediate deprotonates to yield the product.

To identify:

The products formed in the reaction given and to provide the mechanism of the reaction.

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Protecting Groups and Carbonyls 6) The synthesis generates allethrolone that exhibits high insect toxicity but low mammalian toxicity. They are used in pet shampoo, human lice shampoo, and industrial sprays for insects and mosquitos. Propose detailed mechanistic steps to generate the allethrolone label the different types of reagents (Grignard, acid/base protonation, acid/base deprotonation, reduction, oxidation, witting, aldol condensation, Robinson annulation, etc.) III + VI HS HS H+ CH,CH,Li III I II IV CI + P(Ph)3 V ༼ Hint: no strong base added VI S VII IX HO VIII -MgBr HgCl2,HgO HO. isomerization aqeuous solution H,SO, ༽༽༤༽༽ X MeOH Hint: enhances selectivity for reaction at the S X ☑

Draw the complete mechanism for the acid-catalyzed hydration of this alkene. esc 田 Explanation Check 1 888 Q A slock Add/Remove step Q F4 F5 F6 A བྲA F7 $ % 5 @ 4 2 3 & 6 87 Click and drag to start drawing a structure. © 2025 McGraw Hill LLC. All Rights Reserved. Terms of Use | Privacy Ce W E R T Y U S D LL G H IK DD 요 F8 F9 F10 F1 * ( 8 9 0 O P J K L Z X C V B N M H He command

Explanation Check F1 H₂O H₂ Pd 1) MCPBA 2) H3O+ 1) Hg(OAc)2, H₂O 2) NaBH4 OH CI OH OH OH hydration halohydrin formation addition halogenation hydrogenation inhalation hydrogenation hydration ☐ halohydrin formation addition halogenation formation chelation hydrogenation halohydrin formation substitution hydration halogenation addition Ohalohydrin formation subtraction halogenation addition hydrogenation hydration F2 80 F3 σ F4 F5 F6 1 ! 2 # 3 $ 4 % 05 Q W & Å © 2025 McGraw Hill LLC. All Rights Reserved. F7 F8 ( 6 7 8 9 LU E R T Y U A F9

Answer 2

Question

Chapter 11.SE, Problem 30MP

Interpretation Introduction

a)

Interpretation:

The products formed in the reaction given are to be identified. The mechanism of the reaction also is to be provided.

Concept introduction:

The mechanism of the electrophilic substitution reaction is to be given. In the first step the electrophile is produced. In the second step the electrons of the aromatic ring attacks the elctrophile to give a resonance stabilized intermediate. In the last step the intermediate deprotonates to yield the product.

To identify:

The products formed in the reaction given and to provide the mechanism of the reaction.

Interpretation Introduction

b)

Interpretation:

The products formed in the reaction given are to be identified. The mechanism of the reaction also is to be provided.

Concept introduction:

The mechanism of the electrophilic substitution reaction is to be given. In the first step the electrophile is produced. In the second step the electrons of the aromatic ring attacks the elctrophile to give a resonance stabilized intermediate. In the last step the intermediate deprotonates to yield the product. The methoxyl group is an ortho and para orienting group.

To identify:

The products formed in the reaction given and to provide the mechanism of the reaction.

Interpretation Introduction

c)

Interpretation:

The products formed in the reaction given are to be identified. The mechanism of the reaction also is to berovided.

Concept introduction:

The mechanism of the electrophilic substitution reaction is to be given. In the first step the electrophile is produced. In the second step the electrons of the aromatic ring attacks the elctrophile to give a resonance stabilized intermediate. In the last step the intermediate deprotonates to yield the product.

To identify:

The products formed in the reaction given and to provide the mechanism of the reaction.

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Answer 3

Question

Chapter 11.SE, Problem 30MP

Interpretation Introduction

a)

Interpretation:

The products formed in the reaction given are to be identified. The mechanism of the reaction also is to be provided.

Concept introduction:

The mechanism of the electrophilic substitution reaction is to be given. In the first step the electrophile is produced. In the second step the electrons of the aromatic ring attacks the elctrophile to give a resonance stabilized intermediate. In the last step the intermediate deprotonates to yield the product.

To identify:

The products formed in the reaction given and to provide the mechanism of the reaction.

Interpretation Introduction

b)

Interpretation:

The products formed in the reaction given are to be identified. The mechanism of the reaction also is to be provided.

Concept introduction:

The mechanism of the electrophilic substitution reaction is to be given. In the first step the electrophile is produced. In the second step the electrons of the aromatic ring attacks the elctrophile to give a resonance stabilized intermediate. In the last step the intermediate deprotonates to yield the product. The methoxyl group is an ortho and para orienting group.

To identify:

The products formed in the reaction given and to provide the mechanism of the reaction.

Interpretation Introduction

c)

Interpretation:

The products formed in the reaction given are to be identified. The mechanism of the reaction also is to berovided.

Concept introduction:

The mechanism of the electrophilic substitution reaction is to be given. In the first step the electrophile is produced. In the second step the electrons of the aromatic ring attacks the elctrophile to give a resonance stabilized intermediate. In the last step the intermediate deprotonates to yield the product.

To identify:

The products formed in the reaction given and to provide the mechanism of the reaction.

Expert Solution & Answer

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Answer 4

Question

Chapter 11.SE, Problem 30MP

Interpretation Introduction

a)

Interpretation:

The products formed in the reaction given are to be identified. The mechanism of the reaction also is to be provided.

Concept introduction:

The mechanism of the electrophilic substitution reaction is to be given. In the first step the electrophile is produced. In the second step the electrons of the aromatic ring attacks the elctrophile to give a resonance stabilized intermediate. In the last step the intermediate deprotonates to yield the product.

To identify:

The products formed in the reaction given and to provide the mechanism of the reaction.

Interpretation Introduction

b)

Interpretation:

The products formed in the reaction given are to be identified. The mechanism of the reaction also is to be provided.

Concept introduction:

The mechanism of the electrophilic substitution reaction is to be given. In the first step the electrophile is produced. In the second step the electrons of the aromatic ring attacks the elctrophile to give a resonance stabilized intermediate. In the last step the intermediate deprotonates to yield the product. The methoxyl group is an ortho and para orienting group.

To identify:

The products formed in the reaction given and to provide the mechanism of the reaction.

Interpretation Introduction

c)

Interpretation:

The products formed in the reaction given are to be identified. The mechanism of the reaction also is to berovided.

Concept introduction:

The mechanism of the electrophilic substitution reaction is to be given. In the first step the electrophile is produced. In the second step the electrons of the aromatic ring attacks the elctrophile to give a resonance stabilized intermediate. In the last step the intermediate deprotonates to yield the product.

To identify:

The products formed in the reaction given and to provide the mechanism of the reaction.

Expert Solution & Answer

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Answer 5

Chapter 11.SE, Problem 30MP

Interpretation Introduction

a)

Interpretation:

The products formed in the reaction given are to be identified. The mechanism of the reaction also is to be provided.

Concept introduction:

The mechanism of the electrophilic substitution reaction is to be given. In the first step the electrophile is produced. In the second step the electrons of the aromatic ring attacks the elctrophile to give a resonance stabilized intermediate. In the last step the intermediate deprotonates to yield the product.

To identify:

The products formed in the reaction given and to provide the mechanism of the reaction.

Interpretation Introduction

b)

Interpretation:

The products formed in the reaction given are to be identified. The mechanism of the reaction also is to be provided.

Concept introduction:

The mechanism of the electrophilic substitution reaction is to be given. In the first step the electrophile is produced. In the second step the electrons of the aromatic ring attacks the elctrophile to give a resonance stabilized intermediate. In the last step the intermediate deprotonates to yield the product. The methoxyl group is an ortho and para orienting group.

To identify:

The products formed in the reaction given and to provide the mechanism of the reaction.

Interpretation Introduction

c)

Interpretation:

The products formed in the reaction given are to be identified. The mechanism of the reaction also is to berovided.

Concept introduction:

The mechanism of the electrophilic substitution reaction is to be given. In the first step the electrophile is produced. In the second step the electrons of the aromatic ring attacks the elctrophile to give a resonance stabilized intermediate. In the last step the intermediate deprotonates to yield the product.

To identify:

The products formed in the reaction given and to provide the mechanism of the reaction.

Answer 6

Chapter 11.SE, Problem 30MP

Interpretation Introduction

a)

Interpretation:

The products formed in the reaction given are to be identified. The mechanism of the reaction also is to be provided.

Concept introduction:

The mechanism of the electrophilic substitution reaction is to be given. In the first step the electrophile is produced. In the second step the electrons of the aromatic ring attacks the elctrophile to give a resonance stabilized intermediate. In the last step the intermediate deprotonates to yield the product.

To identify:

The products formed in the reaction given and to provide the mechanism of the reaction.

Answer 7

Chapter 11.SE, Problem 30MP

Interpretation Introduction

a)

Interpretation:

The products formed in the reaction given are to be identified. The mechanism of the reaction also is to be provided.

Concept introduction:

The mechanism of the electrophilic substitution reaction is to be given. In the first step the electrophile is produced. In the second step the electrons of the aromatic ring attacks the elctrophile to give a resonance stabilized intermediate. In the last step the intermediate deprotonates to yield the product.

To identify:

The products formed in the reaction given and to provide the mechanism of the reaction.

Answer 8

Interpretation Introduction

b)

Interpretation:

The products formed in the reaction given are to be identified. The mechanism of the reaction also is to be provided.

Concept introduction:

The mechanism of the electrophilic substitution reaction is to be given. In the first step the electrophile is produced. In the second step the electrons of the aromatic ring attacks the elctrophile to give a resonance stabilized intermediate. In the last step the intermediate deprotonates to yield the product. The methoxyl group is an ortho and para orienting group.

To identify:

The products formed in the reaction given and to provide the mechanism of the reaction.

Answer 9

Interpretation Introduction

b)

Interpretation:

The products formed in the reaction given are to be identified. The mechanism of the reaction also is to be provided.

Concept introduction:

The mechanism of the electrophilic substitution reaction is to be given. In the first step the electrophile is produced. In the second step the electrons of the aromatic ring attacks the elctrophile to give a resonance stabilized intermediate. In the last step the intermediate deprotonates to yield the product. The methoxyl group is an ortho and para orienting group.

To identify:

The products formed in the reaction given and to provide the mechanism of the reaction.

Answer 10

Interpretation Introduction

c)

Interpretation:

The products formed in the reaction given are to be identified. The mechanism of the reaction also is to berovided.

Concept introduction:

The mechanism of the electrophilic substitution reaction is to be given. In the first step the electrophile is produced. In the second step the electrons of the aromatic ring attacks the elctrophile to give a resonance stabilized intermediate. In the last step the intermediate deprotonates to yield the product.

To identify:

The products formed in the reaction given and to provide the mechanism of the reaction.

Answer 11

Interpretation Introduction

c)

Interpretation:

The products formed in the reaction given are to be identified. The mechanism of the reaction also is to berovided.

Concept introduction:

The mechanism of the electrophilic substitution reaction is to be given. In the first step the electrophile is produced. In the second step the electrons of the aromatic ring attacks the elctrophile to give a resonance stabilized intermediate. In the last step the intermediate deprotonates to yield the product.

To identify:

The products formed in the reaction given and to provide the mechanism of the reaction.

Answer 12

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Answer 23

Ch. 11.1 - Prob. 1P Ch. 11.2 - Prob. 2P Ch. 11.2 - Prob. 3P Ch. 11.3 - Prob. 4P Ch. 11.3 - Prob. 5P Ch. 11.3 - Rank the following compounds in order of their...Ch. 11.3 - Organic solvents like benzene, ether, and...Ch. 11.4 - Prob. 8P Ch. 11.4 - Prob. 9P Ch. 11.4 - Prob. 10P

Chapter 11 Solutions