A mechanism for the dehydration of 4-methylcyclohexanol catalyzed by phosphoric acid needs to be explained. Concept Introduction: A dehydration reaction takes place after the removal of water molecule/s from the reactant molecule. In the mechanism of any organic reaction, negative charge always attacks on the positive center, and removal of good leaving group takes place. The stability of a leaving group depends on the stability of the molecule which can be shown by inductive, hyperconjugation or resonance effect.

Question

Want to see more full solutions like this?

Answer 1

Question

Chapter 22, Problem 1Q

Interpretation Introduction

Interpretation:

A mechanism for the dehydration of 4-methylcyclohexanol catalyzed by phosphoric acid needs to be explained.

Concept Introduction:

A dehydration reaction takes place after the removal of water molecule/s from the reactant molecule. In the mechanism of any organic reaction, negative charge always attacks on the positive center, and removal of good leaving group takes place. The stability of a leaving group depends on the stability of the molecule which can be shown by inductive, hyperconjugation or resonance effect.

Expert Solution & Answer

Explanation of Solution

Below is the mechanism for the dehydration of 4-methyl cyclohexanol catalyzed by phosphoric acid:

In the first step, lone pair of electrons attack on the H atom which results in the formation positive charge on the O of the -OH group of 4-methyl cyclohexanol.

EBK A SMALL SCALE APPROACH TO ORGANIC L, Chapter 22, Problem 1Q , additional homework tip 1

Here, the good leaving group is H₂O. The derivative of hydronium ion removes a water molecule to form a carbocation intermediate.

EBK A SMALL SCALE APPROACH TO ORGANIC L, Chapter 22, Problem 1Q , additional homework tip 2

The nucleophile (H₂PO₄^-) abstracts a proton from adjacent carbon of carbocation to form 4-methyl-1-cyclohexene.

EBK A SMALL SCALE APPROACH TO ORGANIC L, Chapter 22, Problem 1Q , additional homework tip 3

Want to see more full solutions like this?

Subscribe now to access step-by-step solutions to millions of textbook problems written by subject matter experts!

Students have asked these similar questions

write the mechanism for a decarboxylation and state the structural features necessary for a decarboxylation.

11) Synthesize 2-methyl-3-hydroxycyclohexone from cyclohexone, methyl iodide, and inorganic precursors.

In an attempt to synthesize compound C through a two-step process, a chemist discovered after completing the first step that they had inadvertently produced two distinct compounds, A and B. Upon examining the infrared spectroscopy (IR) results, it was observed that both A and B exhibited peaks indicative of a ketone and an ester group. Please provide the molecular structures of A and B. OEt NaOEt ΕΙΟ A B In a chemical experiment, they noticed that both components, A and B, from a combined sample turned into a new compound, C, during the following stage. The task is to determine what compound C looks like and explain how compound A or B changes into compound C through a reaction. Compound C should be the primary molecule containing carbon created in this process, not just a by-product. A B H3O+, H₂O, A Mechanism = с

Answer 2

Question

Chapter 22, Problem 1Q

Interpretation Introduction

Interpretation:

A mechanism for the dehydration of 4-methylcyclohexanol catalyzed by phosphoric acid needs to be explained.

Concept Introduction:

A dehydration reaction takes place after the removal of water molecule/s from the reactant molecule. In the mechanism of any organic reaction, negative charge always attacks on the positive center, and removal of good leaving group takes place. The stability of a leaving group depends on the stability of the molecule which can be shown by inductive, hyperconjugation or resonance effect.

Expert Solution & Answer

Explanation of Solution

Below is the mechanism for the dehydration of 4-methyl cyclohexanol catalyzed by phosphoric acid:

In the first step, lone pair of electrons attack on the H atom which results in the formation positive charge on the O of the -OH group of 4-methyl cyclohexanol.

EBK A SMALL SCALE APPROACH TO ORGANIC L, Chapter 22, Problem 1Q , additional homework tip 1

Here, the good leaving group is H₂O. The derivative of hydronium ion removes a water molecule to form a carbocation intermediate.

EBK A SMALL SCALE APPROACH TO ORGANIC L, Chapter 22, Problem 1Q , additional homework tip 2

The nucleophile (H₂PO₄^-) abstracts a proton from adjacent carbon of carbocation to form 4-methyl-1-cyclohexene.

EBK A SMALL SCALE APPROACH TO ORGANIC L, Chapter 22, Problem 1Q , additional homework tip 3

Want to see more full solutions like this?

Subscribe now to access step-by-step solutions to millions of textbook problems written by subject matter experts!

Answer 3

Question

Chapter 22, Problem 1Q

Interpretation Introduction

Interpretation:

A mechanism for the dehydration of 4-methylcyclohexanol catalyzed by phosphoric acid needs to be explained.

Concept Introduction:

A dehydration reaction takes place after the removal of water molecule/s from the reactant molecule. In the mechanism of any organic reaction, negative charge always attacks on the positive center, and removal of good leaving group takes place. The stability of a leaving group depends on the stability of the molecule which can be shown by inductive, hyperconjugation or resonance effect.

Expert Solution & Answer

Explanation of Solution

Below is the mechanism for the dehydration of 4-methyl cyclohexanol catalyzed by phosphoric acid:

In the first step, lone pair of electrons attack on the H atom which results in the formation positive charge on the O of the -OH group of 4-methyl cyclohexanol.

EBK A SMALL SCALE APPROACH TO ORGANIC L, Chapter 22, Problem 1Q , additional homework tip 1

Here, the good leaving group is H₂O. The derivative of hydronium ion removes a water molecule to form a carbocation intermediate.

EBK A SMALL SCALE APPROACH TO ORGANIC L, Chapter 22, Problem 1Q , additional homework tip 2

The nucleophile (H₂PO₄^-) abstracts a proton from adjacent carbon of carbocation to form 4-methyl-1-cyclohexene.

EBK A SMALL SCALE APPROACH TO ORGANIC L, Chapter 22, Problem 1Q , additional homework tip 3

Want to see more full solutions like this?

Subscribe now to access step-by-step solutions to millions of textbook problems written by subject matter experts!

Answer 4

Question

Chapter 22, Problem 1Q

Interpretation Introduction

Interpretation:

A mechanism for the dehydration of 4-methylcyclohexanol catalyzed by phosphoric acid needs to be explained.

Concept Introduction:

A dehydration reaction takes place after the removal of water molecule/s from the reactant molecule. In the mechanism of any organic reaction, negative charge always attacks on the positive center, and removal of good leaving group takes place. The stability of a leaving group depends on the stability of the molecule which can be shown by inductive, hyperconjugation or resonance effect.

Expert Solution & Answer

Explanation of Solution

Below is the mechanism for the dehydration of 4-methyl cyclohexanol catalyzed by phosphoric acid:

In the first step, lone pair of electrons attack on the H atom which results in the formation positive charge on the O of the -OH group of 4-methyl cyclohexanol.

EBK A SMALL SCALE APPROACH TO ORGANIC L, Chapter 22, Problem 1Q , additional homework tip 1

Here, the good leaving group is H₂O. The derivative of hydronium ion removes a water molecule to form a carbocation intermediate.

EBK A SMALL SCALE APPROACH TO ORGANIC L, Chapter 22, Problem 1Q , additional homework tip 2

The nucleophile (H₂PO₄^-) abstracts a proton from adjacent carbon of carbocation to form 4-methyl-1-cyclohexene.

EBK A SMALL SCALE APPROACH TO ORGANIC L, Chapter 22, Problem 1Q , additional homework tip 3

Want to see more full solutions like this?

Subscribe now to access step-by-step solutions to millions of textbook problems written by subject matter experts!

Answer 5

Chapter 22, Problem 1Q

Interpretation Introduction

Interpretation:

A mechanism for the dehydration of 4-methylcyclohexanol catalyzed by phosphoric acid needs to be explained.

Concept Introduction:

A dehydration reaction takes place after the removal of water molecule/s from the reactant molecule. In the mechanism of any organic reaction, negative charge always attacks on the positive center, and removal of good leaving group takes place. The stability of a leaving group depends on the stability of the molecule which can be shown by inductive, hyperconjugation or resonance effect.

Expert Solution & Answer

Explanation of Solution

Below is the mechanism for the dehydration of 4-methyl cyclohexanol catalyzed by phosphoric acid:

In the first step, lone pair of electrons attack on the H atom which results in the formation positive charge on the O of the -OH group of 4-methyl cyclohexanol.

EBK A SMALL SCALE APPROACH TO ORGANIC L, Chapter 22, Problem 1Q , additional homework tip 1

Here, the good leaving group is H₂O. The derivative of hydronium ion removes a water molecule to form a carbocation intermediate.

EBK A SMALL SCALE APPROACH TO ORGANIC L, Chapter 22, Problem 1Q , additional homework tip 2

The nucleophile (H₂PO₄^-) abstracts a proton from adjacent carbon of carbocation to form 4-methyl-1-cyclohexene.

EBK A SMALL SCALE APPROACH TO ORGANIC L, Chapter 22, Problem 1Q , additional homework tip 3

Answer 6

Chapter 22, Problem 1Q

Interpretation Introduction

Interpretation:

A mechanism for the dehydration of 4-methylcyclohexanol catalyzed by phosphoric acid needs to be explained.

Concept Introduction:

A dehydration reaction takes place after the removal of water molecule/s from the reactant molecule. In the mechanism of any organic reaction, negative charge always attacks on the positive center, and removal of good leaving group takes place. The stability of a leaving group depends on the stability of the molecule which can be shown by inductive, hyperconjugation or resonance effect.

Expert Solution & Answer

Explanation of Solution

Below is the mechanism for the dehydration of 4-methyl cyclohexanol catalyzed by phosphoric acid:

In the first step, lone pair of electrons attack on the H atom which results in the formation positive charge on the O of the -OH group of 4-methyl cyclohexanol.

EBK A SMALL SCALE APPROACH TO ORGANIC L, Chapter 22, Problem 1Q , additional homework tip 1

Here, the good leaving group is H₂O. The derivative of hydronium ion removes a water molecule to form a carbocation intermediate.

EBK A SMALL SCALE APPROACH TO ORGANIC L, Chapter 22, Problem 1Q , additional homework tip 2

The nucleophile (H₂PO₄^-) abstracts a proton from adjacent carbon of carbocation to form 4-methyl-1-cyclohexene.

EBK A SMALL SCALE APPROACH TO ORGANIC L, Chapter 22, Problem 1Q , additional homework tip 3

Answer 7

Chapter 22, Problem 1Q

Interpretation Introduction

Interpretation:

A mechanism for the dehydration of 4-methylcyclohexanol catalyzed by phosphoric acid needs to be explained.

Concept Introduction:

A dehydration reaction takes place after the removal of water molecule/s from the reactant molecule. In the mechanism of any organic reaction, negative charge always attacks on the positive center, and removal of good leaving group takes place. The stability of a leaving group depends on the stability of the molecule which can be shown by inductive, hyperconjugation or resonance effect.

Answer 8

Expert Solution & Answer

Explanation of Solution

Below is the mechanism for the dehydration of 4-methyl cyclohexanol catalyzed by phosphoric acid:

In the first step, lone pair of electrons attack on the H atom which results in the formation positive charge on the O of the -OH group of 4-methyl cyclohexanol.

EBK A SMALL SCALE APPROACH TO ORGANIC L, Chapter 22, Problem 1Q , additional homework tip 1

Here, the good leaving group is H₂O. The derivative of hydronium ion removes a water molecule to form a carbocation intermediate.

EBK A SMALL SCALE APPROACH TO ORGANIC L, Chapter 22, Problem 1Q , additional homework tip 2

The nucleophile (H₂PO₄^-) abstracts a proton from adjacent carbon of carbocation to form 4-methyl-1-cyclohexene.

EBK A SMALL SCALE APPROACH TO ORGANIC L, Chapter 22, Problem 1Q , additional homework tip 3

Answer 9

Expert Solution & Answer

Answer 10

Expert Solution & Answer

Answer 11

Ch. 22 - Prob. 1Q Ch. 22 - Prob. 2Q Ch. 22 - Prob. 3Q Ch. 22 - Prob. 4Q Ch. 22 - Prob. 5Q

Explanation of Solution

Want to see more full solutions like this?

Chapter 22 Solutions