The mechanism for the given reaction. Interpretation: The mechanism for the given reaction is to be predicted. Concept introduction: Oxymercuration-demercuration is one of the methods used to convert alkenes into alcohols. This type of reaction follows Markovnikov’s rule. According to Markovnikov’s rule, the positive part of acid gets attached to that carbon atom in C=C bond which carries maximum number of hydrogen atoms and the negative part of acid gets attached to that carbon atom in C=C bond which has minimum number of hydrogen atoms.

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Answer 1

Question

Chapter 8, Problem 8.70SP

(a)

Interpretation Introduction

To determine: The mechanism for the given reaction.

Interpretation: The mechanism for the given reaction is to be predicted.

Concept introduction: Oxymercuration-demercuration is one of the methods used to convert alkenes into alcohols. This type of reaction follows Markovnikov’s rule.

According to Markovnikov’s rule, the positive part of acid gets attached to that carbon atom in C=C bond which carries maximum number of hydrogen atoms and the negative part of acid gets attached to that carbon atom in C=C bond which has minimum number of hydrogen atoms.

(b)

Interpretation Introduction

To determine: The product of formula C7H13BrO from the reaction of the given saturated alcohol with bromine.

Interpretation: The mechanism for the given reaction is to be predicted.

Concept introduction: Halohydration of alkene is an electrophilic addition reaction, which involves breaking of double bond and creates halohydrin in its place. This type of reaction follows Markovnikov’s rule.

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Propose a mechanism for this reaction. Account for both its regioselectivity and stereoselectivity.

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The Baylis–Hillman reaction is a DABCO (1,4-diazabicyclo[2.2.2]octane) catalyzed reaction of an a,b-unsaturated carbonyl compound with an aldehyde toform an allylic alcohol. Propose a mechanism for the reaction. (Hint: DABCO serves as both a nucleophile and as a base in the reaction.)

Answer 2

Question

Chapter 8, Problem 8.70SP

(a)

Interpretation Introduction

To determine: The mechanism for the given reaction.

Interpretation: The mechanism for the given reaction is to be predicted.

Concept introduction: Oxymercuration-demercuration is one of the methods used to convert alkenes into alcohols. This type of reaction follows Markovnikov’s rule.

According to Markovnikov’s rule, the positive part of acid gets attached to that carbon atom in C=C bond which carries maximum number of hydrogen atoms and the negative part of acid gets attached to that carbon atom in C=C bond which has minimum number of hydrogen atoms.

(b)

Interpretation Introduction

To determine: The product of formula C7H13BrO from the reaction of the given saturated alcohol with bromine.

Interpretation: The mechanism for the given reaction is to be predicted.

Concept introduction: Halohydration of alkene is an electrophilic addition reaction, which involves breaking of double bond and creates halohydrin in its place. This type of reaction follows Markovnikov’s rule.

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Answer 3

Question

Chapter 8, Problem 8.70SP

(a)

Interpretation Introduction

To determine: The mechanism for the given reaction.

Interpretation: The mechanism for the given reaction is to be predicted.

Concept introduction: Oxymercuration-demercuration is one of the methods used to convert alkenes into alcohols. This type of reaction follows Markovnikov’s rule.

According to Markovnikov’s rule, the positive part of acid gets attached to that carbon atom in C=C bond which carries maximum number of hydrogen atoms and the negative part of acid gets attached to that carbon atom in C=C bond which has minimum number of hydrogen atoms.

(b)

Interpretation Introduction

To determine: The product of formula C7H13BrO from the reaction of the given saturated alcohol with bromine.

Interpretation: The mechanism for the given reaction is to be predicted.

Concept introduction: Halohydration of alkene is an electrophilic addition reaction, which involves breaking of double bond and creates halohydrin in its place. This type of reaction follows Markovnikov’s rule.

Expert Solution & Answer

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Answer 4

Question

Chapter 8, Problem 8.70SP

(a)

Interpretation Introduction

To determine: The mechanism for the given reaction.

Interpretation: The mechanism for the given reaction is to be predicted.

Concept introduction: Oxymercuration-demercuration is one of the methods used to convert alkenes into alcohols. This type of reaction follows Markovnikov’s rule.

According to Markovnikov’s rule, the positive part of acid gets attached to that carbon atom in C=C bond which carries maximum number of hydrogen atoms and the negative part of acid gets attached to that carbon atom in C=C bond which has minimum number of hydrogen atoms.

(b)

Interpretation Introduction

To determine: The product of formula C7H13BrO from the reaction of the given saturated alcohol with bromine.

Interpretation: The mechanism for the given reaction is to be predicted.

Concept introduction: Halohydration of alkene is an electrophilic addition reaction, which involves breaking of double bond and creates halohydrin in its place. This type of reaction follows Markovnikov’s rule.

Expert Solution & Answer

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Answer 5

Chapter 8, Problem 8.70SP

(a)

Interpretation Introduction

To determine: The mechanism for the given reaction.

Interpretation: The mechanism for the given reaction is to be predicted.

Concept introduction: Oxymercuration-demercuration is one of the methods used to convert alkenes into alcohols. This type of reaction follows Markovnikov’s rule.

According to Markovnikov’s rule, the positive part of acid gets attached to that carbon atom in C=C bond which carries maximum number of hydrogen atoms and the negative part of acid gets attached to that carbon atom in C=C bond which has minimum number of hydrogen atoms.

(b)

Interpretation Introduction

To determine: The product of formula C7H13BrO from the reaction of the given saturated alcohol with bromine.

Interpretation: The mechanism for the given reaction is to be predicted.

Concept introduction: Halohydration of alkene is an electrophilic addition reaction, which involves breaking of double bond and creates halohydrin in its place. This type of reaction follows Markovnikov’s rule.

Answer 6

Chapter 8, Problem 8.70SP

(a)

Interpretation Introduction

To determine: The mechanism for the given reaction.

Interpretation: The mechanism for the given reaction is to be predicted.

Concept introduction: Oxymercuration-demercuration is one of the methods used to convert alkenes into alcohols. This type of reaction follows Markovnikov’s rule.

According to Markovnikov’s rule, the positive part of acid gets attached to that carbon atom in C=C bond which carries maximum number of hydrogen atoms and the negative part of acid gets attached to that carbon atom in C=C bond which has minimum number of hydrogen atoms.

Answer 7

Chapter 8, Problem 8.70SP

(a)

Interpretation Introduction

To determine: The mechanism for the given reaction.

Interpretation: The mechanism for the given reaction is to be predicted.

Concept introduction: Oxymercuration-demercuration is one of the methods used to convert alkenes into alcohols. This type of reaction follows Markovnikov’s rule.

According to Markovnikov’s rule, the positive part of acid gets attached to that carbon atom in C=C bond which carries maximum number of hydrogen atoms and the negative part of acid gets attached to that carbon atom in C=C bond which has minimum number of hydrogen atoms.

Answer 8

(b)

Interpretation Introduction

To determine: The product of formula C7H13BrO from the reaction of the given saturated alcohol with bromine.

Interpretation: The mechanism for the given reaction is to be predicted.

Concept introduction: Halohydration of alkene is an electrophilic addition reaction, which involves breaking of double bond and creates halohydrin in its place. This type of reaction follows Markovnikov’s rule.

Answer 9

(b)

Interpretation Introduction

To determine: The product of formula C7H13BrO from the reaction of the given saturated alcohol with bromine.

Interpretation: The mechanism for the given reaction is to be predicted.

Concept introduction: Halohydration of alkene is an electrophilic addition reaction, which involves breaking of double bond and creates halohydrin in its place. This type of reaction follows Markovnikov’s rule.

Answer 10

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Answer 11

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Answer 12

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Answer 13

Ch. 8.3A - Predict the major products of the following...Ch. 8.3A - a. When 1 mole of buta-1,3-diene reacts with 1...Ch. 8.3B - Predict the major products of the following...Ch. 8.3B - Show how you would accomplish the following...Ch. 8.4B - Propose a mechanism to show how...Ch. 8.4B - Predict the products of the following hydration...Ch. 8.6 - a. Propose a mochansm fortho following reaction....Ch. 8.6 - Prob. 8.8P Ch. 8.6 - Prob. 8.9P Ch. 8.7A - Prob. 8.10P

Solution Summary: The author explains the mechanism for the given reaction, which follows Markovnikov's rule. The first step is the dissociation of mercuric acetate.

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Chapter 8 Solutions