It is to be explained why the given reaction violates Markovnikov’s rule. Concept introduction: The oxymercuration-reduction is the reaction of addition of water across the C=C bond. The alkene is first reacted with mercury ( II ) acetate, Hg ( OAc ) 2 , in a water–tetrahydrofuran (THF) solution, and that is followed by reduction with sodium borohydride, NaBH 4 . The reaction proceeds through formation of a Mercurinium ion intermediate. The electron-withdrawing group at the Mercurinium ion intermediate destabilizes the ion, resulting in the product, following anti-Markovnikov rule.

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Answer 1

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Chapter 12, Problem 12.46P

Interpretation Introduction

Interpretation:

It is to be explained why the given reaction violates Markovnikov’s rule.

Concept introduction:

The oxymercuration-reduction is the reaction of addition of water across the C=C bond. The alkene is first reacted with mercury (II) acetate, Hg(OAc)2, in a water–tetrahydrofuran (THF) solution, and that is followed by reduction with sodium borohydride, NaBH4. The reaction proceeds through formation of a Mercurinium ion intermediate. The electron-withdrawing group at the Mercurinium ion intermediate destabilizes the ion, resulting in the product, following anti-Markovnikov rule.

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Provide the missing reagent, intermediate, transition state or major product for these reactions

All this worksheet asks for are the major substitution products and the major elimination products, please help me!

Just to reiterate, the question is to draw out all possible alkene reactants that will result in the shown product.

Answer 2

Question

Chapter 12, Problem 12.46P

Interpretation Introduction

Interpretation:

It is to be explained why the given reaction violates Markovnikov’s rule.

Concept introduction:

The oxymercuration-reduction is the reaction of addition of water across the C=C bond. The alkene is first reacted with mercury (II) acetate, Hg(OAc)2, in a water–tetrahydrofuran (THF) solution, and that is followed by reduction with sodium borohydride, NaBH4. The reaction proceeds through formation of a Mercurinium ion intermediate. The electron-withdrawing group at the Mercurinium ion intermediate destabilizes the ion, resulting in the product, following anti-Markovnikov rule.

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Answer 3

Question

Chapter 12, Problem 12.46P

Interpretation Introduction

Interpretation:

It is to be explained why the given reaction violates Markovnikov’s rule.

Concept introduction:

The oxymercuration-reduction is the reaction of addition of water across the C=C bond. The alkene is first reacted with mercury (II) acetate, Hg(OAc)2, in a water–tetrahydrofuran (THF) solution, and that is followed by reduction with sodium borohydride, NaBH4. The reaction proceeds through formation of a Mercurinium ion intermediate. The electron-withdrawing group at the Mercurinium ion intermediate destabilizes the ion, resulting in the product, following anti-Markovnikov rule.

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Answer 4

Question

Chapter 12, Problem 12.46P

Interpretation Introduction

Interpretation:

It is to be explained why the given reaction violates Markovnikov’s rule.

Concept introduction:

The oxymercuration-reduction is the reaction of addition of water across the C=C bond. The alkene is first reacted with mercury (II) acetate, Hg(OAc)2, in a water–tetrahydrofuran (THF) solution, and that is followed by reduction with sodium borohydride, NaBH4. The reaction proceeds through formation of a Mercurinium ion intermediate. The electron-withdrawing group at the Mercurinium ion intermediate destabilizes the ion, resulting in the product, following anti-Markovnikov rule.

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Answer 5

Chapter 12, Problem 12.46P

Interpretation Introduction

Interpretation:

It is to be explained why the given reaction violates Markovnikov’s rule.

Concept introduction:

The oxymercuration-reduction is the reaction of addition of water across the C=C bond. The alkene is first reacted with mercury (II) acetate, Hg(OAc)2, in a water–tetrahydrofuran (THF) solution, and that is followed by reduction with sodium borohydride, NaBH4. The reaction proceeds through formation of a Mercurinium ion intermediate. The electron-withdrawing group at the Mercurinium ion intermediate destabilizes the ion, resulting in the product, following anti-Markovnikov rule.

Answer 6

Chapter 12, Problem 12.46P

Interpretation Introduction

Interpretation:

It is to be explained why the given reaction violates Markovnikov’s rule.

Concept introduction:

The oxymercuration-reduction is the reaction of addition of water across the C=C bond. The alkene is first reacted with mercury (II) acetate, Hg(OAc)2, in a water–tetrahydrofuran (THF) solution, and that is followed by reduction with sodium borohydride, NaBH4. The reaction proceeds through formation of a Mercurinium ion intermediate. The electron-withdrawing group at the Mercurinium ion intermediate destabilizes the ion, resulting in the product, following anti-Markovnikov rule.

Answer 7

Chapter 12, Problem 12.46P

Interpretation Introduction

Interpretation:

It is to be explained why the given reaction violates Markovnikov’s rule.

Concept introduction:

The oxymercuration-reduction is the reaction of addition of water across the C=C bond. The alkene is first reacted with mercury (II) acetate, Hg(OAc)2, in a water–tetrahydrofuran (THF) solution, and that is followed by reduction with sodium borohydride, NaBH4. The reaction proceeds through formation of a Mercurinium ion intermediate. The electron-withdrawing group at the Mercurinium ion intermediate destabilizes the ion, resulting in the product, following anti-Markovnikov rule.

Answer 8

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Answer 10

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Answer 11

Ch. 12 - Prob. 12.1P Ch. 12 - Prob. 12.2P Ch. 12 - Prob. 12.3P Ch. 12 - Prob. 12.4P Ch. 12 - Prob. 12.5P Ch. 12 - Prob. 12.6P Ch. 12 - Prob. 12.7P Ch. 12 - Prob. 12.8P Ch. 12 - Prob. 12.9P Ch. 12 - Prob. 12.10P

Solution Summary: The author explains how the oxymercuration-reduction reaction violates Markovnikov's rule. The reaction proceeds through formation of a Mercurinium ion intermediate.

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