The products of the given reaction has to be predicted. Concept Introduction: Effect of delocalized electrons on the product of the reaction: The presence of delocalizes electrons while electrophilic addition or substitution the cation intermediate formed is shifted to stable carbocation form at higher rate, and that leads to the product. Rule: The stabilities of carbocation are, Benzyl cation = allyl cation = 3 ∘ carbocation > 2 ∘ carbocation > 1 ∘ carbocation > methyl cation > vinyl cation Reactions of conjugated dienes: An electrophilic addition reaction to a conjugated diene forms both 1,2-addition and 1,4-addition products because the resonance contributors of the allylic cation give cation carbon and the chances for the nucleophile to attack at the electrophilic centre will occur.

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Answer 1

Question

Chapter 8, Problem 99P

(a)

Interpretation Introduction

Interpretation:

The products of the given reaction has to be predicted.

Concept Introduction:

Effect of delocalized electrons on the product of the reaction:

The presence of delocalizes electrons while electrophilic addition or substitution the cation intermediate formed is shifted to stable carbocation form at higher rate, and that leads to the product.

Rule: The stabilities of carbocation are,

Benzyl cation = allyl cation = 3∘carbocation > 2∘ carbocation > 1∘ carbocation > methyl cation > vinyl cation

Reactions of conjugated dienes:

An electrophilic addition reaction to a conjugated diene forms both 1,2-addition and 1,4-addition products because the resonance contributors of the allylic cation give cation carbon and the chances for the nucleophile to attack at the electrophilic centre will occur.

(b)

Interpretation Introduction

Interpretation:

The possible stereoisomers of products generated in the given reaction has to be predicted.

Concept Introduction:

Effect of delocalized electrons on the product of the reaction:

The presence of delocalizes electrons while electrophilic addition or substitution the cation intermediate formed is shifted to stable carbocation form at higher rate, and that leads to the product.

Rule: The stabilities of carbocation are,

Benzyl cation = allyl cation = 3∘carbocation > 2∘ carbocation > 1∘ carbocation > methyl cation > vinyl cation

Reactions of conjugated dienes:

An electrophilic addition reaction to a conjugated diene forms both 1,2-addition and 1,4-addition products because the resonance contributors of the allylic cation give cation carbon and the chances for the nucleophile to attack at the electrophilic centre will occur.

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Students have asked these similar questions

a. The following compounds have the same molecular formula as benzene. How many monobrominated products could each form? 1. HC‚CC‚CCH2CH3 2. CH2“CHC‚CCH“CH2 b. How many dibrominated products could each of the preceding compounds form? (Do not include stereoisomers.) c. How many dibrominated products could each of the compounds form if stereoisomers are included?

The following compounds have the same molecular formula as benzene. How many monobrominated products could each form? a. How many dibrominated products could each of the preceding compounds form? (Do not include stereoisomers.) b. How many dibrominated products could each of the compounds form if stereoisomers are included?

What are the products of the following reaction? a. How many stereoisomers of each product could be obtained?

Answer 2

Question

Chapter 8, Problem 99P

(a)

Interpretation Introduction

Interpretation:

The products of the given reaction has to be predicted.

Concept Introduction:

Effect of delocalized electrons on the product of the reaction:

The presence of delocalizes electrons while electrophilic addition or substitution the cation intermediate formed is shifted to stable carbocation form at higher rate, and that leads to the product.

Rule: The stabilities of carbocation are,

Benzyl cation = allyl cation = 3∘carbocation > 2∘ carbocation > 1∘ carbocation > methyl cation > vinyl cation

Reactions of conjugated dienes:

An electrophilic addition reaction to a conjugated diene forms both 1,2-addition and 1,4-addition products because the resonance contributors of the allylic cation give cation carbon and the chances for the nucleophile to attack at the electrophilic centre will occur.

(b)

Interpretation Introduction

Interpretation:

The possible stereoisomers of products generated in the given reaction has to be predicted.

Concept Introduction:

Effect of delocalized electrons on the product of the reaction:

The presence of delocalizes electrons while electrophilic addition or substitution the cation intermediate formed is shifted to stable carbocation form at higher rate, and that leads to the product.

Rule: The stabilities of carbocation are,

Benzyl cation = allyl cation = 3∘carbocation > 2∘ carbocation > 1∘ carbocation > methyl cation > vinyl cation

Reactions of conjugated dienes:

An electrophilic addition reaction to a conjugated diene forms both 1,2-addition and 1,4-addition products because the resonance contributors of the allylic cation give cation carbon and the chances for the nucleophile to attack at the electrophilic centre will occur.

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Answer 3

Question

Chapter 8, Problem 99P

(a)

Interpretation Introduction

Interpretation:

The products of the given reaction has to be predicted.

Concept Introduction:

Effect of delocalized electrons on the product of the reaction:

The presence of delocalizes electrons while electrophilic addition or substitution the cation intermediate formed is shifted to stable carbocation form at higher rate, and that leads to the product.

Rule: The stabilities of carbocation are,

Benzyl cation = allyl cation = 3∘carbocation > 2∘ carbocation > 1∘ carbocation > methyl cation > vinyl cation

Reactions of conjugated dienes:

An electrophilic addition reaction to a conjugated diene forms both 1,2-addition and 1,4-addition products because the resonance contributors of the allylic cation give cation carbon and the chances for the nucleophile to attack at the electrophilic centre will occur.

(b)

Interpretation Introduction

Interpretation:

The possible stereoisomers of products generated in the given reaction has to be predicted.

Concept Introduction:

Effect of delocalized electrons on the product of the reaction:

The presence of delocalizes electrons while electrophilic addition or substitution the cation intermediate formed is shifted to stable carbocation form at higher rate, and that leads to the product.

Rule: The stabilities of carbocation are,

Benzyl cation = allyl cation = 3∘carbocation > 2∘ carbocation > 1∘ carbocation > methyl cation > vinyl cation

Reactions of conjugated dienes:

An electrophilic addition reaction to a conjugated diene forms both 1,2-addition and 1,4-addition products because the resonance contributors of the allylic cation give cation carbon and the chances for the nucleophile to attack at the electrophilic centre will occur.

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Answer 4

Question

Chapter 8, Problem 99P

(a)

Interpretation Introduction

Interpretation:

The products of the given reaction has to be predicted.

Concept Introduction:

Effect of delocalized electrons on the product of the reaction:

The presence of delocalizes electrons while electrophilic addition or substitution the cation intermediate formed is shifted to stable carbocation form at higher rate, and that leads to the product.

Rule: The stabilities of carbocation are,

Benzyl cation = allyl cation = 3∘carbocation > 2∘ carbocation > 1∘ carbocation > methyl cation > vinyl cation

Reactions of conjugated dienes:

An electrophilic addition reaction to a conjugated diene forms both 1,2-addition and 1,4-addition products because the resonance contributors of the allylic cation give cation carbon and the chances for the nucleophile to attack at the electrophilic centre will occur.

(b)

Interpretation Introduction

Interpretation:

The possible stereoisomers of products generated in the given reaction has to be predicted.

Concept Introduction:

Effect of delocalized electrons on the product of the reaction:

The presence of delocalizes electrons while electrophilic addition or substitution the cation intermediate formed is shifted to stable carbocation form at higher rate, and that leads to the product.

Rule: The stabilities of carbocation are,

Benzyl cation = allyl cation = 3∘carbocation > 2∘ carbocation > 1∘ carbocation > methyl cation > vinyl cation

Reactions of conjugated dienes:

An electrophilic addition reaction to a conjugated diene forms both 1,2-addition and 1,4-addition products because the resonance contributors of the allylic cation give cation carbon and the chances for the nucleophile to attack at the electrophilic centre will occur.

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Answer 5

Chapter 8, Problem 99P

(a)

Interpretation Introduction

Interpretation:

The products of the given reaction has to be predicted.

Concept Introduction:

Effect of delocalized electrons on the product of the reaction:

The presence of delocalizes electrons while electrophilic addition or substitution the cation intermediate formed is shifted to stable carbocation form at higher rate, and that leads to the product.

Rule: The stabilities of carbocation are,

Benzyl cation = allyl cation = 3∘carbocation > 2∘ carbocation > 1∘ carbocation > methyl cation > vinyl cation

Reactions of conjugated dienes:

An electrophilic addition reaction to a conjugated diene forms both 1,2-addition and 1,4-addition products because the resonance contributors of the allylic cation give cation carbon and the chances for the nucleophile to attack at the electrophilic centre will occur.

(b)

Interpretation Introduction

Interpretation:

The possible stereoisomers of products generated in the given reaction has to be predicted.

Concept Introduction:

Effect of delocalized electrons on the product of the reaction:

The presence of delocalizes electrons while electrophilic addition or substitution the cation intermediate formed is shifted to stable carbocation form at higher rate, and that leads to the product.

Rule: The stabilities of carbocation are,

Benzyl cation = allyl cation = 3∘carbocation > 2∘ carbocation > 1∘ carbocation > methyl cation > vinyl cation

Reactions of conjugated dienes:

An electrophilic addition reaction to a conjugated diene forms both 1,2-addition and 1,4-addition products because the resonance contributors of the allylic cation give cation carbon and the chances for the nucleophile to attack at the electrophilic centre will occur.

Answer 6

Chapter 8, Problem 99P

(a)

Interpretation Introduction

Interpretation:

The products of the given reaction has to be predicted.

Concept Introduction:

Effect of delocalized electrons on the product of the reaction:

The presence of delocalizes electrons while electrophilic addition or substitution the cation intermediate formed is shifted to stable carbocation form at higher rate, and that leads to the product.

Rule: The stabilities of carbocation are,

Benzyl cation = allyl cation = 3∘carbocation > 2∘ carbocation > 1∘ carbocation > methyl cation > vinyl cation

Reactions of conjugated dienes:

An electrophilic addition reaction to a conjugated diene forms both 1,2-addition and 1,4-addition products because the resonance contributors of the allylic cation give cation carbon and the chances for the nucleophile to attack at the electrophilic centre will occur.

Answer 7

Chapter 8, Problem 99P

(a)

Interpretation Introduction

Interpretation:

The products of the given reaction has to be predicted.

Concept Introduction:

Effect of delocalized electrons on the product of the reaction:

The presence of delocalizes electrons while electrophilic addition or substitution the cation intermediate formed is shifted to stable carbocation form at higher rate, and that leads to the product.

Rule: The stabilities of carbocation are,

Benzyl cation = allyl cation = 3∘carbocation > 2∘ carbocation > 1∘ carbocation > methyl cation > vinyl cation

Reactions of conjugated dienes:

An electrophilic addition reaction to a conjugated diene forms both 1,2-addition and 1,4-addition products because the resonance contributors of the allylic cation give cation carbon and the chances for the nucleophile to attack at the electrophilic centre will occur.

Answer 8

(b)

Interpretation Introduction

Interpretation:

The possible stereoisomers of products generated in the given reaction has to be predicted.

Concept Introduction:

Effect of delocalized electrons on the product of the reaction:

The presence of delocalizes electrons while electrophilic addition or substitution the cation intermediate formed is shifted to stable carbocation form at higher rate, and that leads to the product.

Rule: The stabilities of carbocation are,

Benzyl cation = allyl cation = 3∘carbocation > 2∘ carbocation > 1∘ carbocation > methyl cation > vinyl cation

Reactions of conjugated dienes:

An electrophilic addition reaction to a conjugated diene forms both 1,2-addition and 1,4-addition products because the resonance contributors of the allylic cation give cation carbon and the chances for the nucleophile to attack at the electrophilic centre will occur.

Answer 9

(b)

Interpretation Introduction

Interpretation:

The possible stereoisomers of products generated in the given reaction has to be predicted.

Concept Introduction:

Effect of delocalized electrons on the product of the reaction:

The presence of delocalizes electrons while electrophilic addition or substitution the cation intermediate formed is shifted to stable carbocation form at higher rate, and that leads to the product.

Rule: The stabilities of carbocation are,

Benzyl cation = allyl cation = 3∘carbocation > 2∘ carbocation > 1∘ carbocation > methyl cation > vinyl cation

Reactions of conjugated dienes:

An electrophilic addition reaction to a conjugated diene forms both 1,2-addition and 1,4-addition products because the resonance contributors of the allylic cation give cation carbon and the chances for the nucleophile to attack at the electrophilic centre will occur.

Answer 10

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Answer 11

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Answer 12

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Answer 13

Ch. 8.1 - Prob. 1P Ch. 8.1 - Prob. 2P Ch. 8.4 - Prob. 3P Ch. 8.5 - Prob. 5P Ch. 8.6 - a. Predict the relative bond lengths of the three...Ch. 8.6 - Prob. 7P Ch. 8.6 - Prob. 8P Ch. 8.8 - Prob. 9P Ch. 8.9 - Prob. 10P Ch. 8.9 - Prob. 12P

Solution Summary: The author explains the effects of delocalized electrons on the product of the reaction.

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Chapter 8 Solutions