a) Interpretation: The product expected from oxymercuration-demercuration of 1-pentene is to be given. Concept introduction: In the oxymercuration-demercuration process, in the first step, the electrophilic addition of Hg 2+ to the double bond in alkene takes place to give a mercurinium ion. In the next step the mercurinium ion reacts with water to yield an organomercury product. In the last step, NaBH 4 removes mercury from the organomercury product to give a more highly substituted alcohol, corresponding to Markovnikov regiochemistry, as the product. To give: The product expected from oxymercuration-demercuration of 1-pentene.

Question

What is(are) the product(s) in the Pd-catalyzed hydrogenation of 1,2-dimethylcyclopentene? Include stereochemistry.

Answer 1

Question

Chapter 8.4, Problem 7P

Interpretation Introduction

a)

Interpretation:

The product expected from oxymercuration-demercuration of 1-pentene is to be given.

Concept introduction:

In the oxymercuration-demercuration process, in the first step, the electrophilic addition of Hg²⁺ to the double bond in alkene takes place to give a mercurinium ion. In the next step the mercurinium ion reacts with water to yield an organomercury product. In the last step, NaBH₄ removes mercury from the organomercury product to give a more highly substituted alcohol, corresponding to Markovnikov regiochemistry, as the product.

To give:

The product expected from oxymercuration-demercuration of 1-pentene.

Interpretation Introduction

b)

Interpretation:

The product expected from oxymercuration-demercuration of 2-methyl-2-pentene is to be given.

Concept introduction:

In the oxymercuration-demercuration process, in the first step, the electrophilic addition of Hg²⁺ to the alkene takes place to give a mercurinium ion. In the next step, the mercurinium ion reacts with water to yield an organomercury product. In the last step, reaction with NaBH₄ removes mercury from the organomercury product to give a more highly substituted alcohol, corresponding to Markovnikov regiochemistry, as the product.

To give:

The product expected from oxymercuration-demercuration of 2-methyl-2-pentene.

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Answer 2

Question

Chapter 8.4, Problem 7P

Interpretation Introduction

a)

Interpretation:

The product expected from oxymercuration-demercuration of 1-pentene is to be given.

Concept introduction:

In the oxymercuration-demercuration process, in the first step, the electrophilic addition of Hg²⁺ to the double bond in alkene takes place to give a mercurinium ion. In the next step the mercurinium ion reacts with water to yield an organomercury product. In the last step, NaBH₄ removes mercury from the organomercury product to give a more highly substituted alcohol, corresponding to Markovnikov regiochemistry, as the product.

To give:

The product expected from oxymercuration-demercuration of 1-pentene.

Interpretation Introduction

b)

Interpretation:

The product expected from oxymercuration-demercuration of 2-methyl-2-pentene is to be given.

Concept introduction:

In the oxymercuration-demercuration process, in the first step, the electrophilic addition of Hg²⁺ to the alkene takes place to give a mercurinium ion. In the next step, the mercurinium ion reacts with water to yield an organomercury product. In the last step, reaction with NaBH₄ removes mercury from the organomercury product to give a more highly substituted alcohol, corresponding to Markovnikov regiochemistry, as the product.

To give:

The product expected from oxymercuration-demercuration of 2-methyl-2-pentene.

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Answer 3

Question

Chapter 8.4, Problem 7P

Interpretation Introduction

a)

Interpretation:

The product expected from oxymercuration-demercuration of 1-pentene is to be given.

Concept introduction:

In the oxymercuration-demercuration process, in the first step, the electrophilic addition of Hg²⁺ to the double bond in alkene takes place to give a mercurinium ion. In the next step the mercurinium ion reacts with water to yield an organomercury product. In the last step, NaBH₄ removes mercury from the organomercury product to give a more highly substituted alcohol, corresponding to Markovnikov regiochemistry, as the product.

To give:

The product expected from oxymercuration-demercuration of 1-pentene.

Interpretation Introduction

b)

Interpretation:

The product expected from oxymercuration-demercuration of 2-methyl-2-pentene is to be given.

Concept introduction:

In the oxymercuration-demercuration process, in the first step, the electrophilic addition of Hg²⁺ to the alkene takes place to give a mercurinium ion. In the next step, the mercurinium ion reacts with water to yield an organomercury product. In the last step, reaction with NaBH₄ removes mercury from the organomercury product to give a more highly substituted alcohol, corresponding to Markovnikov regiochemistry, as the product.

To give:

The product expected from oxymercuration-demercuration of 2-methyl-2-pentene.

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Answer 4

Question

Chapter 8.4, Problem 7P

Interpretation Introduction

a)

Interpretation:

The product expected from oxymercuration-demercuration of 1-pentene is to be given.

Concept introduction:

In the oxymercuration-demercuration process, in the first step, the electrophilic addition of Hg²⁺ to the double bond in alkene takes place to give a mercurinium ion. In the next step the mercurinium ion reacts with water to yield an organomercury product. In the last step, NaBH₄ removes mercury from the organomercury product to give a more highly substituted alcohol, corresponding to Markovnikov regiochemistry, as the product.

To give:

The product expected from oxymercuration-demercuration of 1-pentene.

Interpretation Introduction

b)

Interpretation:

The product expected from oxymercuration-demercuration of 2-methyl-2-pentene is to be given.

Concept introduction:

In the oxymercuration-demercuration process, in the first step, the electrophilic addition of Hg²⁺ to the alkene takes place to give a mercurinium ion. In the next step, the mercurinium ion reacts with water to yield an organomercury product. In the last step, reaction with NaBH₄ removes mercury from the organomercury product to give a more highly substituted alcohol, corresponding to Markovnikov regiochemistry, as the product.

To give:

The product expected from oxymercuration-demercuration of 2-methyl-2-pentene.

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Answer 5

Chapter 8.4, Problem 7P

Interpretation Introduction

a)

Interpretation:

The product expected from oxymercuration-demercuration of 1-pentene is to be given.

Concept introduction:

In the oxymercuration-demercuration process, in the first step, the electrophilic addition of Hg²⁺ to the double bond in alkene takes place to give a mercurinium ion. In the next step the mercurinium ion reacts with water to yield an organomercury product. In the last step, NaBH₄ removes mercury from the organomercury product to give a more highly substituted alcohol, corresponding to Markovnikov regiochemistry, as the product.

To give:

The product expected from oxymercuration-demercuration of 1-pentene.

Interpretation Introduction

b)

Interpretation:

The product expected from oxymercuration-demercuration of 2-methyl-2-pentene is to be given.

Concept introduction:

In the oxymercuration-demercuration process, in the first step, the electrophilic addition of Hg²⁺ to the alkene takes place to give a mercurinium ion. In the next step, the mercurinium ion reacts with water to yield an organomercury product. In the last step, reaction with NaBH₄ removes mercury from the organomercury product to give a more highly substituted alcohol, corresponding to Markovnikov regiochemistry, as the product.

To give:

The product expected from oxymercuration-demercuration of 2-methyl-2-pentene.

Answer 6

Chapter 8.4, Problem 7P

Interpretation Introduction

a)

Interpretation:

The product expected from oxymercuration-demercuration of 1-pentene is to be given.

Concept introduction:

In the oxymercuration-demercuration process, in the first step, the electrophilic addition of Hg²⁺ to the double bond in alkene takes place to give a mercurinium ion. In the next step the mercurinium ion reacts with water to yield an organomercury product. In the last step, NaBH₄ removes mercury from the organomercury product to give a more highly substituted alcohol, corresponding to Markovnikov regiochemistry, as the product.

To give:

The product expected from oxymercuration-demercuration of 1-pentene.

Answer 7

Chapter 8.4, Problem 7P

Interpretation Introduction

a)

Interpretation:

The product expected from oxymercuration-demercuration of 1-pentene is to be given.

Concept introduction:

In the oxymercuration-demercuration process, in the first step, the electrophilic addition of Hg²⁺ to the double bond in alkene takes place to give a mercurinium ion. In the next step the mercurinium ion reacts with water to yield an organomercury product. In the last step, NaBH₄ removes mercury from the organomercury product to give a more highly substituted alcohol, corresponding to Markovnikov regiochemistry, as the product.

To give:

The product expected from oxymercuration-demercuration of 1-pentene.

Answer 8

Interpretation Introduction

b)

Interpretation:

The product expected from oxymercuration-demercuration of 2-methyl-2-pentene is to be given.

Concept introduction:

In the oxymercuration-demercuration process, in the first step, the electrophilic addition of Hg²⁺ to the alkene takes place to give a mercurinium ion. In the next step, the mercurinium ion reacts with water to yield an organomercury product. In the last step, reaction with NaBH₄ removes mercury from the organomercury product to give a more highly substituted alcohol, corresponding to Markovnikov regiochemistry, as the product.

To give:

The product expected from oxymercuration-demercuration of 2-methyl-2-pentene.

Answer 9

Interpretation Introduction

b)

Interpretation:

The product expected from oxymercuration-demercuration of 2-methyl-2-pentene is to be given.

Concept introduction:

In the oxymercuration-demercuration process, in the first step, the electrophilic addition of Hg²⁺ to the alkene takes place to give a mercurinium ion. In the next step, the mercurinium ion reacts with water to yield an organomercury product. In the last step, reaction with NaBH₄ removes mercury from the organomercury product to give a more highly substituted alcohol, corresponding to Markovnikov regiochemistry, as the product.

To give:

The product expected from oxymercuration-demercuration of 2-methyl-2-pentene.

Answer 10

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Answer 21

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 the product expected from oxymercuration-demercurations of 1-pentene, which is 2-pentanol.

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