A step wise, detailed mechanism for the given reaction is to be stated. Concept introduction: Alcohols undergo dehydration reaction in the presence of strong acids like H 2 SO 4 or p-toluenesulfonic acid ( TsOH ) and yield alkenes . The mechanism of the reaction involves three steps. The first step is protonation of the oxygen atom to convert poor leaving group into good leaving group. The second step is heterolysis cleavage of C − O bond to form a carbocation intermediate. The third step is abstraction of proton from a carbon adjacent to the carbocation to form desired product.

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Answer 1

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Chapter 9, Problem 9.55P

Interpretation Introduction

Interpretation: A step wise, detailed mechanism for the given reaction is to be stated.

Concept introduction: Alcohols undergo dehydration reaction in the presence of strong acids like H2SO4 or p-toluenesulfonic acid (TsOH) and yield alkenes. The mechanism of the reaction involves three steps. The first step is protonation of the oxygen atom to convert poor leaving group into good leaving group. The second step is heterolysis cleavage of C−O bond to form a carbocation intermediate. The third step is abstraction of proton from a carbon adjacent to the carbocation to form desired product.

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Answer 2

Question

Chapter 9, Problem 9.55P

Interpretation Introduction

Interpretation: A step wise, detailed mechanism for the given reaction is to be stated.

Concept introduction: Alcohols undergo dehydration reaction in the presence of strong acids like H2SO4 or p-toluenesulfonic acid (TsOH) and yield alkenes. The mechanism of the reaction involves three steps. The first step is protonation of the oxygen atom to convert poor leaving group into good leaving group. The second step is heterolysis cleavage of C−O bond to form a carbocation intermediate. The third step is abstraction of proton from a carbon adjacent to the carbocation to form desired product.

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Answer 3

Question

Chapter 9, Problem 9.55P

Interpretation Introduction

Interpretation: A step wise, detailed mechanism for the given reaction is to be stated.

Concept introduction: Alcohols undergo dehydration reaction in the presence of strong acids like H2SO4 or p-toluenesulfonic acid (TsOH) and yield alkenes. The mechanism of the reaction involves three steps. The first step is protonation of the oxygen atom to convert poor leaving group into good leaving group. The second step is heterolysis cleavage of C−O bond to form a carbocation intermediate. The third step is abstraction of proton from a carbon adjacent to the carbocation to form desired product.

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Answer 4

Question

Chapter 9, Problem 9.55P

Interpretation Introduction

Interpretation: A step wise, detailed mechanism for the given reaction is to be stated.

Concept introduction: Alcohols undergo dehydration reaction in the presence of strong acids like H2SO4 or p-toluenesulfonic acid (TsOH) and yield alkenes. The mechanism of the reaction involves three steps. The first step is protonation of the oxygen atom to convert poor leaving group into good leaving group. The second step is heterolysis cleavage of C−O bond to form a carbocation intermediate. The third step is abstraction of proton from a carbon adjacent to the carbocation to form desired product.

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Answer 5

Chapter 9, Problem 9.55P

Interpretation Introduction

Interpretation: A step wise, detailed mechanism for the given reaction is to be stated.

Concept introduction: Alcohols undergo dehydration reaction in the presence of strong acids like H2SO4 or p-toluenesulfonic acid (TsOH) and yield alkenes. The mechanism of the reaction involves three steps. The first step is protonation of the oxygen atom to convert poor leaving group into good leaving group. The second step is heterolysis cleavage of C−O bond to form a carbocation intermediate. The third step is abstraction of proton from a carbon adjacent to the carbocation to form desired product.

Answer 6

Chapter 9, Problem 9.55P

Interpretation Introduction

Interpretation: A step wise, detailed mechanism for the given reaction is to be stated.

Concept introduction: Alcohols undergo dehydration reaction in the presence of strong acids like H2SO4 or p-toluenesulfonic acid (TsOH) and yield alkenes. The mechanism of the reaction involves three steps. The first step is protonation of the oxygen atom to convert poor leaving group into good leaving group. The second step is heterolysis cleavage of C−O bond to form a carbocation intermediate. The third step is abstraction of proton from a carbon adjacent to the carbocation to form desired product.

Answer 7

Chapter 9, Problem 9.55P

Interpretation Introduction

Interpretation: A step wise, detailed mechanism for the given reaction is to be stated.

Concept introduction: Alcohols undergo dehydration reaction in the presence of strong acids like H2SO4 or p-toluenesulfonic acid (TsOH) and yield alkenes. The mechanism of the reaction involves three steps. The first step is protonation of the oxygen atom to convert poor leaving group into good leaving group. The second step is heterolysis cleavage of C−O bond to form a carbocation intermediate. The third step is abstraction of proton from a carbon adjacent to the carbocation to form desired product.

Answer 8

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Answer 9

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Answer 11

Ch. 9 - Draw all constitutional isomers having molecular...Ch. 9 - Prob. 9.2P Ch. 9 - Give the IUPAC name for each compound.Ch. 9 - Problem 9.3 Give the structure corresponding to...Ch. 9 - Prob. 9.5P Ch. 9 - Name CH33COCH3, a gasoline additive commonly...Ch. 9 - Name each epoxide. a. (two ways) b. c. (two...Ch. 9 - Problem 9.6 Rank the following compounds in order...Ch. 9 - Which mechanism is favored by the use of crown...Ch. 9 - Draw the organic product of each reaction.

Solution Summary: The author explains how alcohols undergo dehydration reaction in the presence of strong acids and yield alkenes. The mechanism of the reaction involves three steps.

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Chapter 9 Solutions