a) Interpretation: The reaction given has a serious drawback. The potential problem in it is to be explained. Concept introduction: The addition of hydrogen halides to unsymmetrical alkenes occur following Markovnikov regiochemistry. The halogen adds to the more highly substituted carbon in the double bond while H adds to the less highly substituted carbon atom. To explain: The potential problem in the reaction given.

Question

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Answer 1

Question

Chapter 8.SE, Problem 53AP

Interpretation Introduction

a)

Interpretation:

The reaction given has a serious drawback. The potential problem in it is to be explained.

Concept introduction:

The addition of hydrogen halides to unsymmetrical alkenes occur following Markovnikov regiochemistry. The halogen adds to the more highly substituted carbon in the double bond while H adds to the less highly substituted carbon atom.

To explain:

The potential problem in the reaction given.

Interpretation Introduction

b)

Interpretation:

The reaction given has a serious drawback. The potential problem in it is to be explained.

Concept introduction:

Alkenes undergo hydroxylation when treated first with O_sO₄ and then with NaHSO₃. The reaction occurs with syn stereochemistry. Both –OH groups add to the double bond from the same face to give a cis-1,2-diol as the product.

To explain:

The potential problem in the reaction given.

Interpretation Introduction

c)

Interpretation:

The reaction given has a serious drawback. The potential problem in it is to be explained.

Concept introduction:

During ozonolysis ozone adds to the double bond in an alkene to give an ozonide. The ozonide on treatment with Zn in the presence of acid gets cleaved to yield carbonyl compounds as products. During the reaction each carbon in the double bond gets an oxygen atom.

To explain:

The potential problem in the reaction given.

Interpretation Introduction

d)

Interpretation:

The reaction given has a serious drawback. The potential problem in it is to be explained.

Concept introduction:

Alkenes can be hydrated using hydroboration-oxidation reaction. The reaction occurs with syn stereochemistry following anti markovnokov regiochemistry. The addition of both H and OH takes place from the same face of the double bond. The boron and hence the –OH group gets attached to less highly substituted carbon.

To explain:

The potential problem in the reaction given.

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Students have asked these similar questions

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The question below asks why the products shown are NOT the correct products. I asked this already, and the person explained why those are the correct products, as opposed to what we would think should be the correct products. That's the opposite of what the question was asking. Why are they not the correct products? A reaction mechanism for how we arrive at the correct products is requested ("using key intermediates"). In other words, why is HCl added to the terminal alkene rather than the internal alkene?

Answer 2

Question

Chapter 8.SE, Problem 53AP

Interpretation Introduction

a)

Interpretation:

The reaction given has a serious drawback. The potential problem in it is to be explained.

Concept introduction:

The addition of hydrogen halides to unsymmetrical alkenes occur following Markovnikov regiochemistry. The halogen adds to the more highly substituted carbon in the double bond while H adds to the less highly substituted carbon atom.

To explain:

The potential problem in the reaction given.

Interpretation Introduction

b)

Interpretation:

The reaction given has a serious drawback. The potential problem in it is to be explained.

Concept introduction:

Alkenes undergo hydroxylation when treated first with O_sO₄ and then with NaHSO₃. The reaction occurs with syn stereochemistry. Both –OH groups add to the double bond from the same face to give a cis-1,2-diol as the product.

To explain:

The potential problem in the reaction given.

Interpretation Introduction

c)

Interpretation:

The reaction given has a serious drawback. The potential problem in it is to be explained.

Concept introduction:

During ozonolysis ozone adds to the double bond in an alkene to give an ozonide. The ozonide on treatment with Zn in the presence of acid gets cleaved to yield carbonyl compounds as products. During the reaction each carbon in the double bond gets an oxygen atom.

To explain:

The potential problem in the reaction given.

Interpretation Introduction

d)

Interpretation:

The reaction given has a serious drawback. The potential problem in it is to be explained.

Concept introduction:

Alkenes can be hydrated using hydroboration-oxidation reaction. The reaction occurs with syn stereochemistry following anti markovnokov regiochemistry. The addition of both H and OH takes place from the same face of the double bond. The boron and hence the –OH group gets attached to less highly substituted carbon.

To explain:

The potential problem in the reaction given.

Expert Solution & Answer

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Answer 3

Question

Chapter 8.SE, Problem 53AP

Interpretation Introduction

a)

Interpretation:

The reaction given has a serious drawback. The potential problem in it is to be explained.

Concept introduction:

The addition of hydrogen halides to unsymmetrical alkenes occur following Markovnikov regiochemistry. The halogen adds to the more highly substituted carbon in the double bond while H adds to the less highly substituted carbon atom.

To explain:

The potential problem in the reaction given.

Interpretation Introduction

b)

Interpretation:

The reaction given has a serious drawback. The potential problem in it is to be explained.

Concept introduction:

Alkenes undergo hydroxylation when treated first with O_sO₄ and then with NaHSO₃. The reaction occurs with syn stereochemistry. Both –OH groups add to the double bond from the same face to give a cis-1,2-diol as the product.

To explain:

The potential problem in the reaction given.

Interpretation Introduction

c)

Interpretation:

The reaction given has a serious drawback. The potential problem in it is to be explained.

Concept introduction:

During ozonolysis ozone adds to the double bond in an alkene to give an ozonide. The ozonide on treatment with Zn in the presence of acid gets cleaved to yield carbonyl compounds as products. During the reaction each carbon in the double bond gets an oxygen atom.

To explain:

The potential problem in the reaction given.

Interpretation Introduction

d)

Interpretation:

The reaction given has a serious drawback. The potential problem in it is to be explained.

Concept introduction:

Alkenes can be hydrated using hydroboration-oxidation reaction. The reaction occurs with syn stereochemistry following anti markovnokov regiochemistry. The addition of both H and OH takes place from the same face of the double bond. The boron and hence the –OH group gets attached to less highly substituted carbon.

To explain:

The potential problem in the reaction given.

Expert Solution & Answer

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See solution

Answer 4

Question

Chapter 8.SE, Problem 53AP

Interpretation Introduction

a)

Interpretation:

The reaction given has a serious drawback. The potential problem in it is to be explained.

Concept introduction:

The addition of hydrogen halides to unsymmetrical alkenes occur following Markovnikov regiochemistry. The halogen adds to the more highly substituted carbon in the double bond while H adds to the less highly substituted carbon atom.

To explain:

The potential problem in the reaction given.

Interpretation Introduction

b)

Interpretation:

The reaction given has a serious drawback. The potential problem in it is to be explained.

Concept introduction:

Alkenes undergo hydroxylation when treated first with O_sO₄ and then with NaHSO₃. The reaction occurs with syn stereochemistry. Both –OH groups add to the double bond from the same face to give a cis-1,2-diol as the product.

To explain:

The potential problem in the reaction given.

Interpretation Introduction

c)

Interpretation:

The reaction given has a serious drawback. The potential problem in it is to be explained.

Concept introduction:

During ozonolysis ozone adds to the double bond in an alkene to give an ozonide. The ozonide on treatment with Zn in the presence of acid gets cleaved to yield carbonyl compounds as products. During the reaction each carbon in the double bond gets an oxygen atom.

To explain:

The potential problem in the reaction given.

Interpretation Introduction

d)

Interpretation:

The reaction given has a serious drawback. The potential problem in it is to be explained.

Concept introduction:

Alkenes can be hydrated using hydroboration-oxidation reaction. The reaction occurs with syn stereochemistry following anti markovnokov regiochemistry. The addition of both H and OH takes place from the same face of the double bond. The boron and hence the –OH group gets attached to less highly substituted carbon.

To explain:

The potential problem in the reaction given.

Expert Solution & Answer

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Check out a sample textbook solution

See solution

Answer 5

Chapter 8.SE, Problem 53AP

Interpretation Introduction

a)

Interpretation:

The reaction given has a serious drawback. The potential problem in it is to be explained.

Concept introduction:

The addition of hydrogen halides to unsymmetrical alkenes occur following Markovnikov regiochemistry. The halogen adds to the more highly substituted carbon in the double bond while H adds to the less highly substituted carbon atom.

To explain:

The potential problem in the reaction given.

Interpretation Introduction

b)

Interpretation:

The reaction given has a serious drawback. The potential problem in it is to be explained.

Concept introduction:

Alkenes undergo hydroxylation when treated first with O_sO₄ and then with NaHSO₃. The reaction occurs with syn stereochemistry. Both –OH groups add to the double bond from the same face to give a cis-1,2-diol as the product.

To explain:

The potential problem in the reaction given.

Interpretation Introduction

c)

Interpretation:

The reaction given has a serious drawback. The potential problem in it is to be explained.

Concept introduction:

During ozonolysis ozone adds to the double bond in an alkene to give an ozonide. The ozonide on treatment with Zn in the presence of acid gets cleaved to yield carbonyl compounds as products. During the reaction each carbon in the double bond gets an oxygen atom.

To explain:

The potential problem in the reaction given.

Interpretation Introduction

d)

Interpretation:

The reaction given has a serious drawback. The potential problem in it is to be explained.

Concept introduction:

Alkenes can be hydrated using hydroboration-oxidation reaction. The reaction occurs with syn stereochemistry following anti markovnokov regiochemistry. The addition of both H and OH takes place from the same face of the double bond. The boron and hence the –OH group gets attached to less highly substituted carbon.

To explain:

The potential problem in the reaction given.

Answer 6

Chapter 8.SE, Problem 53AP

Interpretation Introduction

a)

Interpretation:

The reaction given has a serious drawback. The potential problem in it is to be explained.

Concept introduction:

The addition of hydrogen halides to unsymmetrical alkenes occur following Markovnikov regiochemistry. The halogen adds to the more highly substituted carbon in the double bond while H adds to the less highly substituted carbon atom.

To explain:

The potential problem in the reaction given.

Answer 7

Chapter 8.SE, Problem 53AP

Interpretation Introduction

a)

Interpretation:

The reaction given has a serious drawback. The potential problem in it is to be explained.

Concept introduction:

The addition of hydrogen halides to unsymmetrical alkenes occur following Markovnikov regiochemistry. The halogen adds to the more highly substituted carbon in the double bond while H adds to the less highly substituted carbon atom.

To explain:

The potential problem in the reaction given.

Answer 8

Interpretation Introduction

b)

Interpretation:

The reaction given has a serious drawback. The potential problem in it is to be explained.

Concept introduction:

Alkenes undergo hydroxylation when treated first with O_sO₄ and then with NaHSO₃. The reaction occurs with syn stereochemistry. Both –OH groups add to the double bond from the same face to give a cis-1,2-diol as the product.

To explain:

The potential problem in the reaction given.

Answer 9

Interpretation Introduction

b)

Interpretation:

The reaction given has a serious drawback. The potential problem in it is to be explained.

Concept introduction:

Alkenes undergo hydroxylation when treated first with O_sO₄ and then with NaHSO₃. The reaction occurs with syn stereochemistry. Both –OH groups add to the double bond from the same face to give a cis-1,2-diol as the product.

To explain:

The potential problem in the reaction given.

Answer 10

Interpretation Introduction

c)

Interpretation:

The reaction given has a serious drawback. The potential problem in it is to be explained.

Concept introduction:

During ozonolysis ozone adds to the double bond in an alkene to give an ozonide. The ozonide on treatment with Zn in the presence of acid gets cleaved to yield carbonyl compounds as products. During the reaction each carbon in the double bond gets an oxygen atom.

To explain:

The potential problem in the reaction given.

Answer 11

Interpretation Introduction

c)

Interpretation:

The reaction given has a serious drawback. The potential problem in it is to be explained.

Concept introduction:

During ozonolysis ozone adds to the double bond in an alkene to give an ozonide. The ozonide on treatment with Zn in the presence of acid gets cleaved to yield carbonyl compounds as products. During the reaction each carbon in the double bond gets an oxygen atom.

To explain:

The potential problem in the reaction given.

Answer 12

Interpretation Introduction

d)

Interpretation:

The reaction given has a serious drawback. The potential problem in it is to be explained.

Concept introduction:

Alkenes can be hydrated using hydroboration-oxidation reaction. The reaction occurs with syn stereochemistry following anti markovnokov regiochemistry. The addition of both H and OH takes place from the same face of the double bond. The boron and hence the –OH group gets attached to less highly substituted carbon.

To explain:

The potential problem in the reaction given.

Answer 13

Interpretation Introduction

d)

Interpretation:

The reaction given has a serious drawback. The potential problem in it is to be explained.

Concept introduction:

Alkenes can be hydrated using hydroboration-oxidation reaction. The reaction occurs with syn stereochemistry following anti markovnokov regiochemistry. The addition of both H and OH takes place from the same face of the double bond. The boron and hence the –OH group gets attached to less highly substituted carbon.

To explain:

The potential problem in the reaction given.

Answer 14

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Answer 15

Expert Solution & Answer

Answer 16

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Answer 17

Ch. 8.1 - Prob. 1P Ch. 8.1 - How many alkene products, including E,Z isomers,...Ch. 8.2 - Prob. 3P Ch. 8.2 - Addition of HCl to 1, 2-dimethylcyclohexene yields...Ch. 8.3 - Prob. 5P Ch. 8.3 - Prob. 6P Ch. 8.4 - Prob. 7P Ch. 8.4 - From what alkenes might the following alcohols...Ch. 8.5 - Prob. 9P Ch. 8.5 - What alkenes might be used to prepare the...

Solution Summary: The author explains that the addition of hydrogen halides to unsymmetrical alkenes is not as per the Markovnikov regiochemistry.

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Chapter 8 Solutions