The complete, detailed mechanism account for the given reaction is to be drawn. Concept introduction: The given alkene undergoes an electrophilic addition reaction via carbocation rearrangement. Electrophilic addition of a Bronstead acid across a carbon-carbon double bond is susceptible to carbocation rearrangement. A carbocation rearrangement transforms the less stable carbocation into a more stable carbocation to attend greater stability via 1, 2-hydride shift or 1, 2-methyl shift . The carbocation rearrangement is followed by the coordination step to form a neutral product. The carbocation stabilized by resonace is more stable.

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Answer 1

Question

Chapter 11, Problem 11.30P

Interpretation Introduction

Interpretation:

The complete, detailed mechanism account for the given reaction is to be drawn.

Concept introduction:

The given alkene undergoes an electrophilic addition reaction via carbocation rearrangement. Electrophilic addition of a Bronstead acid across a carbon-carbon double bond is susceptible to carbocation rearrangement. A carbocation rearrangement transforms the less stable carbocation into a more stable carbocation to attend greater stability via 1, 2-hydride shift or 1, 2-methyl shift. The carbocation rearrangement is followed by the coordination step to form a neutral product.

The carbocation stabilized by resonace is more stable.

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Answer 2

Question

Chapter 11, Problem 11.30P

Interpretation Introduction

Interpretation:

The complete, detailed mechanism account for the given reaction is to be drawn.

Concept introduction:

The given alkene undergoes an electrophilic addition reaction via carbocation rearrangement. Electrophilic addition of a Bronstead acid across a carbon-carbon double bond is susceptible to carbocation rearrangement. A carbocation rearrangement transforms the less stable carbocation into a more stable carbocation to attend greater stability via 1, 2-hydride shift or 1, 2-methyl shift. The carbocation rearrangement is followed by the coordination step to form a neutral product.

The carbocation stabilized by resonace is more stable.

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Answer 3

Question

Chapter 11, Problem 11.30P

Interpretation Introduction

Interpretation:

The complete, detailed mechanism account for the given reaction is to be drawn.

Concept introduction:

The given alkene undergoes an electrophilic addition reaction via carbocation rearrangement. Electrophilic addition of a Bronstead acid across a carbon-carbon double bond is susceptible to carbocation rearrangement. A carbocation rearrangement transforms the less stable carbocation into a more stable carbocation to attend greater stability via 1, 2-hydride shift or 1, 2-methyl shift. The carbocation rearrangement is followed by the coordination step to form a neutral product.

The carbocation stabilized by resonace is more stable.

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Answer 4

Question

Chapter 11, Problem 11.30P

Interpretation Introduction

Interpretation:

The complete, detailed mechanism account for the given reaction is to be drawn.

Concept introduction:

The given alkene undergoes an electrophilic addition reaction via carbocation rearrangement. Electrophilic addition of a Bronstead acid across a carbon-carbon double bond is susceptible to carbocation rearrangement. A carbocation rearrangement transforms the less stable carbocation into a more stable carbocation to attend greater stability via 1, 2-hydride shift or 1, 2-methyl shift. The carbocation rearrangement is followed by the coordination step to form a neutral product.

The carbocation stabilized by resonace is more stable.

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Answer 5

Chapter 11, Problem 11.30P

Interpretation Introduction

Interpretation:

The complete, detailed mechanism account for the given reaction is to be drawn.

Concept introduction:

The given alkene undergoes an electrophilic addition reaction via carbocation rearrangement. Electrophilic addition of a Bronstead acid across a carbon-carbon double bond is susceptible to carbocation rearrangement. A carbocation rearrangement transforms the less stable carbocation into a more stable carbocation to attend greater stability via 1, 2-hydride shift or 1, 2-methyl shift. The carbocation rearrangement is followed by the coordination step to form a neutral product.

The carbocation stabilized by resonace is more stable.

Answer 6

Chapter 11, Problem 11.30P

Interpretation Introduction

Interpretation:

The complete, detailed mechanism account for the given reaction is to be drawn.

Concept introduction:

The given alkene undergoes an electrophilic addition reaction via carbocation rearrangement. Electrophilic addition of a Bronstead acid across a carbon-carbon double bond is susceptible to carbocation rearrangement. A carbocation rearrangement transforms the less stable carbocation into a more stable carbocation to attend greater stability via 1, 2-hydride shift or 1, 2-methyl shift. The carbocation rearrangement is followed by the coordination step to form a neutral product.

The carbocation stabilized by resonace is more stable.

Answer 7

Chapter 11, Problem 11.30P

Interpretation Introduction

Interpretation:

The complete, detailed mechanism account for the given reaction is to be drawn.

Concept introduction:

The given alkene undergoes an electrophilic addition reaction via carbocation rearrangement. Electrophilic addition of a Bronstead acid across a carbon-carbon double bond is susceptible to carbocation rearrangement. A carbocation rearrangement transforms the less stable carbocation into a more stable carbocation to attend greater stability via 1, 2-hydride shift or 1, 2-methyl shift. The carbocation rearrangement is followed by the coordination step to form a neutral product.

The carbocation stabilized by resonace is more stable.

Answer 8

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Answer 9

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Answer 10

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Answer 11

Ch. 11 - Prob. 11.1P Ch. 11 - Prob. 11.2P Ch. 11 - Prob. 11.3P Ch. 11 - Prob. 11.4P Ch. 11 - Prob. 11.5P Ch. 11 - Prob. 11.6P Ch. 11 - Prob. 11.7P Ch. 11 - Prob. 11.8P Ch. 11 - Prob. 11.9P Ch. 11 - Prob. 11.10P

Solution Summary: The author explains how the electrophilic addition of a Bronstead acid to the C=C double bond is susceptible to carbocation rearrangement.

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