a) Interpretation: The major products formed during the addition of one equivalent of HCl to hexa-2, 4-diene along with the mechanism of their formation is to be shown. Concept introduction: Conjugated dienes undergo electrophilic addition reactions through the formation of an allyl carbocation. The allyl cation is resonance stabilized and the attack of chloride ion on each of these forms leads to the formation of a mixture of 1, 2- and 1, 4-addition products. To show: The major product formed during the addition of one equivalent of HCl to hexa-2, 4-diene along with the mechanism of their formation.

Question

2. Propose an efficient synthesis for each of the following transformations. Pay careful attention to both the regio and stereochemical outcomes. ¡ H H racemic

Answer 1

Question

Chapter 14.SE, Problem 20MP

Interpretation Introduction

a)

Interpretation:

The major products formed during the addition of one equivalent of HCl to hexa-2, 4-diene along with the mechanism of their formation is to be shown.

Concept introduction:

Conjugated dienes undergo electrophilic addition reactions through the formation of an allyl carbocation. The allyl cation is resonance stabilized and the attack of chloride ion on each of these forms leads to the formation of a mixture of 1, 2- and 1, 4-addition products.

To show:

The major product formed during the addition of one equivalent of HCl to hexa-2, 4-diene along with the mechanism of their formation.

Interpretation Introduction

b)

Interpretation:

The major products formed during the addition of one equivalent of HX to 3-methylpenta-1, 3-diene along with the mechanism of their formation is to be shown.

Concept introduction:

Conjugated dienes undergo electrophilic addition reactions through the formation of an allyl carbocation. The allyl cation is resonance stabilized and the attack of chloride ion on each of these forms leads to the formation of a mixture of 1, 2- and 1, 4-addition products.

To show:

The major products formed during the addition of one equivalent of HBr to 3-methylpenta-1, 3-diene along with the mechanism of their formation.

Interpretation Introduction

c)

Interpretation:

The major product formed during the addition of one equivalent of HCl to 1, 2-dimethylenecyclobutane, along with the mechanism of their formation is to be shown.

Concept introduction:

Conjugated dienes undergo electrophilic addition reactions through the formation of an allyl carbocation. The allyl cation is resonance stabilized and the attack of chloride ion on each of these forms leads to the formation of a mixture of 1, 2- and 1, 4-addition products.

To show:

The major product formed during the addition of one equivalent of HCl to 1, 2-dimethylenecyclobutane along with the mechanism of their formation.

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2. Propose an efficient synthesis for each of the following transformations. Pay careful attention to both the regio and stereochemical outcomes. ¡ H H racemic

Zeroth Order Reaction In a certain experiment the decomposition of hydrogen iodide on finely divided gold is zeroth order with respect to HI. 2HI(g) Au H2(g) + 12(9) Rate = -d[HI]/dt k = 2.00x104 mol L-1 s-1 If the experiment has an initial HI concentration of 0.460 mol/L, what is the concentration of HI after 28.0 minutes? 1 pts Submit Answer Tries 0/5 How long will it take for all of the HI to decompose? 1 pts Submit Answer Tries 0/5 What is the rate of formation of H2 16.0 minutes after the reaction is initiated? 1 pts Submit Answer Tries 0/5

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Answer 2

Question

Chapter 14.SE, Problem 20MP

Interpretation Introduction

a)

Interpretation:

The major products formed during the addition of one equivalent of HCl to hexa-2, 4-diene along with the mechanism of their formation is to be shown.

Concept introduction:

Conjugated dienes undergo electrophilic addition reactions through the formation of an allyl carbocation. The allyl cation is resonance stabilized and the attack of chloride ion on each of these forms leads to the formation of a mixture of 1, 2- and 1, 4-addition products.

To show:

The major product formed during the addition of one equivalent of HCl to hexa-2, 4-diene along with the mechanism of their formation.

Interpretation Introduction

b)

Interpretation:

The major products formed during the addition of one equivalent of HX to 3-methylpenta-1, 3-diene along with the mechanism of their formation is to be shown.

Concept introduction:

Conjugated dienes undergo electrophilic addition reactions through the formation of an allyl carbocation. The allyl cation is resonance stabilized and the attack of chloride ion on each of these forms leads to the formation of a mixture of 1, 2- and 1, 4-addition products.

To show:

The major products formed during the addition of one equivalent of HBr to 3-methylpenta-1, 3-diene along with the mechanism of their formation.

Interpretation Introduction

c)

Interpretation:

The major product formed during the addition of one equivalent of HCl to 1, 2-dimethylenecyclobutane, along with the mechanism of their formation is to be shown.

Concept introduction:

Conjugated dienes undergo electrophilic addition reactions through the formation of an allyl carbocation. The allyl cation is resonance stabilized and the attack of chloride ion on each of these forms leads to the formation of a mixture of 1, 2- and 1, 4-addition products.

To show:

The major product formed during the addition of one equivalent of HCl to 1, 2-dimethylenecyclobutane along with the mechanism of their formation.

Expert Solution & Answer

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Answer 3

Question

Chapter 14.SE, Problem 20MP

Interpretation Introduction

a)

Interpretation:

The major products formed during the addition of one equivalent of HCl to hexa-2, 4-diene along with the mechanism of their formation is to be shown.

Concept introduction:

Conjugated dienes undergo electrophilic addition reactions through the formation of an allyl carbocation. The allyl cation is resonance stabilized and the attack of chloride ion on each of these forms leads to the formation of a mixture of 1, 2- and 1, 4-addition products.

To show:

The major product formed during the addition of one equivalent of HCl to hexa-2, 4-diene along with the mechanism of their formation.

Interpretation Introduction

b)

Interpretation:

The major products formed during the addition of one equivalent of HX to 3-methylpenta-1, 3-diene along with the mechanism of their formation is to be shown.

Concept introduction:

Conjugated dienes undergo electrophilic addition reactions through the formation of an allyl carbocation. The allyl cation is resonance stabilized and the attack of chloride ion on each of these forms leads to the formation of a mixture of 1, 2- and 1, 4-addition products.

To show:

The major products formed during the addition of one equivalent of HBr to 3-methylpenta-1, 3-diene along with the mechanism of their formation.

Interpretation Introduction

c)

Interpretation:

The major product formed during the addition of one equivalent of HCl to 1, 2-dimethylenecyclobutane, along with the mechanism of their formation is to be shown.

Concept introduction:

Conjugated dienes undergo electrophilic addition reactions through the formation of an allyl carbocation. The allyl cation is resonance stabilized and the attack of chloride ion on each of these forms leads to the formation of a mixture of 1, 2- and 1, 4-addition products.

To show:

The major product formed during the addition of one equivalent of HCl to 1, 2-dimethylenecyclobutane along with the mechanism of their formation.

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Answer 4

Question

Chapter 14.SE, Problem 20MP

Interpretation Introduction

a)

Interpretation:

The major products formed during the addition of one equivalent of HCl to hexa-2, 4-diene along with the mechanism of their formation is to be shown.

Concept introduction:

Conjugated dienes undergo electrophilic addition reactions through the formation of an allyl carbocation. The allyl cation is resonance stabilized and the attack of chloride ion on each of these forms leads to the formation of a mixture of 1, 2- and 1, 4-addition products.

To show:

The major product formed during the addition of one equivalent of HCl to hexa-2, 4-diene along with the mechanism of their formation.

Interpretation Introduction

b)

Interpretation:

The major products formed during the addition of one equivalent of HX to 3-methylpenta-1, 3-diene along with the mechanism of their formation is to be shown.

Concept introduction:

Conjugated dienes undergo electrophilic addition reactions through the formation of an allyl carbocation. The allyl cation is resonance stabilized and the attack of chloride ion on each of these forms leads to the formation of a mixture of 1, 2- and 1, 4-addition products.

To show:

The major products formed during the addition of one equivalent of HBr to 3-methylpenta-1, 3-diene along with the mechanism of their formation.

Interpretation Introduction

c)

Interpretation:

The major product formed during the addition of one equivalent of HCl to 1, 2-dimethylenecyclobutane, along with the mechanism of their formation is to be shown.

Concept introduction:

Conjugated dienes undergo electrophilic addition reactions through the formation of an allyl carbocation. The allyl cation is resonance stabilized and the attack of chloride ion on each of these forms leads to the formation of a mixture of 1, 2- and 1, 4-addition products.

To show:

The major product formed during the addition of one equivalent of HCl to 1, 2-dimethylenecyclobutane along with the mechanism of their formation.

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Answer 5

Chapter 14.SE, Problem 20MP

Interpretation Introduction

a)

Interpretation:

The major products formed during the addition of one equivalent of HCl to hexa-2, 4-diene along with the mechanism of their formation is to be shown.

Concept introduction:

Conjugated dienes undergo electrophilic addition reactions through the formation of an allyl carbocation. The allyl cation is resonance stabilized and the attack of chloride ion on each of these forms leads to the formation of a mixture of 1, 2- and 1, 4-addition products.

To show:

The major product formed during the addition of one equivalent of HCl to hexa-2, 4-diene along with the mechanism of their formation.

Interpretation Introduction

b)

Interpretation:

The major products formed during the addition of one equivalent of HX to 3-methylpenta-1, 3-diene along with the mechanism of their formation is to be shown.

Concept introduction:

Conjugated dienes undergo electrophilic addition reactions through the formation of an allyl carbocation. The allyl cation is resonance stabilized and the attack of chloride ion on each of these forms leads to the formation of a mixture of 1, 2- and 1, 4-addition products.

To show:

The major products formed during the addition of one equivalent of HBr to 3-methylpenta-1, 3-diene along with the mechanism of their formation.

Interpretation Introduction

c)

Interpretation:

The major product formed during the addition of one equivalent of HCl to 1, 2-dimethylenecyclobutane, along with the mechanism of their formation is to be shown.

Concept introduction:

Conjugated dienes undergo electrophilic addition reactions through the formation of an allyl carbocation. The allyl cation is resonance stabilized and the attack of chloride ion on each of these forms leads to the formation of a mixture of 1, 2- and 1, 4-addition products.

To show:

The major product formed during the addition of one equivalent of HCl to 1, 2-dimethylenecyclobutane along with the mechanism of their formation.

Answer 6

Chapter 14.SE, Problem 20MP

Interpretation Introduction

a)

Interpretation:

The major products formed during the addition of one equivalent of HCl to hexa-2, 4-diene along with the mechanism of their formation is to be shown.

Concept introduction:

Conjugated dienes undergo electrophilic addition reactions through the formation of an allyl carbocation. The allyl cation is resonance stabilized and the attack of chloride ion on each of these forms leads to the formation of a mixture of 1, 2- and 1, 4-addition products.

To show:

The major product formed during the addition of one equivalent of HCl to hexa-2, 4-diene along with the mechanism of their formation.

Answer 7

Chapter 14.SE, Problem 20MP

Interpretation Introduction

a)

Interpretation:

The major products formed during the addition of one equivalent of HCl to hexa-2, 4-diene along with the mechanism of their formation is to be shown.

Concept introduction:

Conjugated dienes undergo electrophilic addition reactions through the formation of an allyl carbocation. The allyl cation is resonance stabilized and the attack of chloride ion on each of these forms leads to the formation of a mixture of 1, 2- and 1, 4-addition products.

To show:

The major product formed during the addition of one equivalent of HCl to hexa-2, 4-diene along with the mechanism of their formation.

Answer 8

Interpretation Introduction

b)

Interpretation:

The major products formed during the addition of one equivalent of HX to 3-methylpenta-1, 3-diene along with the mechanism of their formation is to be shown.

Concept introduction:

Conjugated dienes undergo electrophilic addition reactions through the formation of an allyl carbocation. The allyl cation is resonance stabilized and the attack of chloride ion on each of these forms leads to the formation of a mixture of 1, 2- and 1, 4-addition products.

To show:

The major products formed during the addition of one equivalent of HBr to 3-methylpenta-1, 3-diene along with the mechanism of their formation.

Answer 9

Interpretation Introduction

b)

Interpretation:

The major products formed during the addition of one equivalent of HX to 3-methylpenta-1, 3-diene along with the mechanism of their formation is to be shown.

Concept introduction:

Conjugated dienes undergo electrophilic addition reactions through the formation of an allyl carbocation. The allyl cation is resonance stabilized and the attack of chloride ion on each of these forms leads to the formation of a mixture of 1, 2- and 1, 4-addition products.

To show:

The major products formed during the addition of one equivalent of HBr to 3-methylpenta-1, 3-diene along with the mechanism of their formation.

Answer 10

Interpretation Introduction

c)

Interpretation:

The major product formed during the addition of one equivalent of HCl to 1, 2-dimethylenecyclobutane, along with the mechanism of their formation is to be shown.

Concept introduction:

Conjugated dienes undergo electrophilic addition reactions through the formation of an allyl carbocation. The allyl cation is resonance stabilized and the attack of chloride ion on each of these forms leads to the formation of a mixture of 1, 2- and 1, 4-addition products.

To show:

The major product formed during the addition of one equivalent of HCl to 1, 2-dimethylenecyclobutane along with the mechanism of their formation.

Answer 11

Interpretation Introduction

c)

Interpretation:

The major product formed during the addition of one equivalent of HCl to 1, 2-dimethylenecyclobutane, along with the mechanism of their formation is to be shown.

Concept introduction:

Conjugated dienes undergo electrophilic addition reactions through the formation of an allyl carbocation. The allyl cation is resonance stabilized and the attack of chloride ion on each of these forms leads to the formation of a mixture of 1, 2- and 1, 4-addition products.

To show:

The major product formed during the addition of one equivalent of HCl to 1, 2-dimethylenecyclobutane along with the mechanism of their formation.

Answer 12

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Ch. 14.1 - Prob. 1P Ch. 14.2 - Give the structures of both 1, 2 and 1, 4 adducts...Ch. 14.2 - Prob. 3P Ch. 14.2 - Give the structures of both 1, 2 and 1, 4 adducts...Ch. 14.3 - Prob. 5P Ch. 14.3 - Prob. 6P Ch. 14.5 - Predict the product of the following Dielsâ€“Alder...Ch. 14.5 - Prob. 8P Ch. 14.5 - Which of the following dienes have an s-cis...Ch. 14.5 - Predict the product of the following Dielsâ€“Alder...

Solution Summary: The author explains that the major products formed during the addition of one equivalent of HCl to hexa-2, 4-diene and the mechanism of their formation are to be shown.

Chapter 14 Solutions