The reason behind rate of bimolecular elimination in 1 , 2 , 3 , 4 , 5 , 6 -hexachlorocyclohexane 7000 times slower than it’s any other stereoisomers should be explained. Concept introduction: Experimental evidence for E2 mechanism pathway suggests that it readily occurs if the leaving group with respect to the proton is in anti- orientation in stable chair conformation. For instance, when cis-1-bromo-4- ( 1,1-dimethylethyl ) cyclohexane is treated with strong base it leads to faster bimolecular elimination to afford the corresponding alkene relative to trans-1-bromo-4- ( 1,1-dimethylethyl ) cyclohexane . This is because in the transition state for E2 elimination as illustrated below:

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Answer 1

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Chapter 7.7, Problem 7.15TIY

(a)

Interpretation Introduction

Interpretation: The reason behind rate of bimolecular elimination in 1,2,3,4,5,6-hexachlorocyclohexane 7000 times slower than it’s any other stereoisomers should be explained.

Concept introduction: Experimental evidence for E2 mechanism pathway suggests that it readily occurs if the leaving group with respect to the proton is in anti- orientation in stable chair conformation. For instance, when cis-1-bromo-4-(1,1-dimethylethyl)cyclohexane is treated with strong base it leads to faster bimolecular elimination to afford the corresponding alkene relative to trans-1-bromo-4-(1,1-dimethylethyl)cyclohexane . This is because in the transition state for E2 elimination as illustrated below:

(b)

Interpretation Introduction

Interpretation: The formation of only specific elimination product should be explained.

Concept introduction: Experimental evidence for E2 mechanism pathway suggests that it readily occurs if the leaving group with respect to the proton is in anti- orientation in stable chair conformation. For instance, when cis-1-bromo-4-(1,1-dimethylethyl)cyclohexane is treated with strong base it leads to faster bimolecular elimination to afford the corresponding alkene relative to trans-1-bromo-4-(1,1-dimethylethyl)cyclohexane . This is because in the transition state for E2 elimination as illustrated below:

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Answer 2

Question

Chapter 7.7, Problem 7.15TIY

(a)

Interpretation Introduction

Interpretation: The reason behind rate of bimolecular elimination in 1,2,3,4,5,6-hexachlorocyclohexane 7000 times slower than it’s any other stereoisomers should be explained.

Concept introduction: Experimental evidence for E2 mechanism pathway suggests that it readily occurs if the leaving group with respect to the proton is in anti- orientation in stable chair conformation. For instance, when cis-1-bromo-4-(1,1-dimethylethyl)cyclohexane is treated with strong base it leads to faster bimolecular elimination to afford the corresponding alkene relative to trans-1-bromo-4-(1,1-dimethylethyl)cyclohexane . This is because in the transition state for E2 elimination as illustrated below:

(b)

Interpretation Introduction

Interpretation: The formation of only specific elimination product should be explained.

Concept introduction: Experimental evidence for E2 mechanism pathway suggests that it readily occurs if the leaving group with respect to the proton is in anti- orientation in stable chair conformation. For instance, when cis-1-bromo-4-(1,1-dimethylethyl)cyclohexane is treated with strong base it leads to faster bimolecular elimination to afford the corresponding alkene relative to trans-1-bromo-4-(1,1-dimethylethyl)cyclohexane . This is because in the transition state for E2 elimination as illustrated below:

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Answer 3

Question

Chapter 7.7, Problem 7.15TIY

(a)

Interpretation Introduction

Interpretation: The reason behind rate of bimolecular elimination in 1,2,3,4,5,6-hexachlorocyclohexane 7000 times slower than it’s any other stereoisomers should be explained.

Concept introduction: Experimental evidence for E2 mechanism pathway suggests that it readily occurs if the leaving group with respect to the proton is in anti- orientation in stable chair conformation. For instance, when cis-1-bromo-4-(1,1-dimethylethyl)cyclohexane is treated with strong base it leads to faster bimolecular elimination to afford the corresponding alkene relative to trans-1-bromo-4-(1,1-dimethylethyl)cyclohexane . This is because in the transition state for E2 elimination as illustrated below:

(b)

Interpretation Introduction

Interpretation: The formation of only specific elimination product should be explained.

Concept introduction: Experimental evidence for E2 mechanism pathway suggests that it readily occurs if the leaving group with respect to the proton is in anti- orientation in stable chair conformation. For instance, when cis-1-bromo-4-(1,1-dimethylethyl)cyclohexane is treated with strong base it leads to faster bimolecular elimination to afford the corresponding alkene relative to trans-1-bromo-4-(1,1-dimethylethyl)cyclohexane . This is because in the transition state for E2 elimination as illustrated below:

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Answer 4

Question

Chapter 7.7, Problem 7.15TIY

(a)

Interpretation Introduction

Interpretation: The reason behind rate of bimolecular elimination in 1,2,3,4,5,6-hexachlorocyclohexane 7000 times slower than it’s any other stereoisomers should be explained.

Concept introduction: Experimental evidence for E2 mechanism pathway suggests that it readily occurs if the leaving group with respect to the proton is in anti- orientation in stable chair conformation. For instance, when cis-1-bromo-4-(1,1-dimethylethyl)cyclohexane is treated with strong base it leads to faster bimolecular elimination to afford the corresponding alkene relative to trans-1-bromo-4-(1,1-dimethylethyl)cyclohexane . This is because in the transition state for E2 elimination as illustrated below:

(b)

Interpretation Introduction

Interpretation: The formation of only specific elimination product should be explained.

Concept introduction: Experimental evidence for E2 mechanism pathway suggests that it readily occurs if the leaving group with respect to the proton is in anti- orientation in stable chair conformation. For instance, when cis-1-bromo-4-(1,1-dimethylethyl)cyclohexane is treated with strong base it leads to faster bimolecular elimination to afford the corresponding alkene relative to trans-1-bromo-4-(1,1-dimethylethyl)cyclohexane . This is because in the transition state for E2 elimination as illustrated below:

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Answer 5

Chapter 7.7, Problem 7.15TIY

(a)

Interpretation Introduction

Interpretation: The reason behind rate of bimolecular elimination in 1,2,3,4,5,6-hexachlorocyclohexane 7000 times slower than it’s any other stereoisomers should be explained.

Concept introduction: Experimental evidence for E2 mechanism pathway suggests that it readily occurs if the leaving group with respect to the proton is in anti- orientation in stable chair conformation. For instance, when cis-1-bromo-4-(1,1-dimethylethyl)cyclohexane is treated with strong base it leads to faster bimolecular elimination to afford the corresponding alkene relative to trans-1-bromo-4-(1,1-dimethylethyl)cyclohexane . This is because in the transition state for E2 elimination as illustrated below:

(b)

Interpretation Introduction

Interpretation: The formation of only specific elimination product should be explained.

Concept introduction: Experimental evidence for E2 mechanism pathway suggests that it readily occurs if the leaving group with respect to the proton is in anti- orientation in stable chair conformation. For instance, when cis-1-bromo-4-(1,1-dimethylethyl)cyclohexane is treated with strong base it leads to faster bimolecular elimination to afford the corresponding alkene relative to trans-1-bromo-4-(1,1-dimethylethyl)cyclohexane . This is because in the transition state for E2 elimination as illustrated below:

Answer 6

Chapter 7.7, Problem 7.15TIY

(a)

Interpretation Introduction

Interpretation: The reason behind rate of bimolecular elimination in 1,2,3,4,5,6-hexachlorocyclohexane 7000 times slower than it’s any other stereoisomers should be explained.

Concept introduction: Experimental evidence for E2 mechanism pathway suggests that it readily occurs if the leaving group with respect to the proton is in anti- orientation in stable chair conformation. For instance, when cis-1-bromo-4-(1,1-dimethylethyl)cyclohexane is treated with strong base it leads to faster bimolecular elimination to afford the corresponding alkene relative to trans-1-bromo-4-(1,1-dimethylethyl)cyclohexane . This is because in the transition state for E2 elimination as illustrated below:

Answer 7

Chapter 7.7, Problem 7.15TIY

(a)

Interpretation Introduction

Interpretation: The reason behind rate of bimolecular elimination in 1,2,3,4,5,6-hexachlorocyclohexane 7000 times slower than it’s any other stereoisomers should be explained.

Concept introduction: Experimental evidence for E2 mechanism pathway suggests that it readily occurs if the leaving group with respect to the proton is in anti- orientation in stable chair conformation. For instance, when cis-1-bromo-4-(1,1-dimethylethyl)cyclohexane is treated with strong base it leads to faster bimolecular elimination to afford the corresponding alkene relative to trans-1-bromo-4-(1,1-dimethylethyl)cyclohexane . This is because in the transition state for E2 elimination as illustrated below:

Answer 8

(b)

Interpretation Introduction

Interpretation: The formation of only specific elimination product should be explained.

Concept introduction: Experimental evidence for E2 mechanism pathway suggests that it readily occurs if the leaving group with respect to the proton is in anti- orientation in stable chair conformation. For instance, when cis-1-bromo-4-(1,1-dimethylethyl)cyclohexane is treated with strong base it leads to faster bimolecular elimination to afford the corresponding alkene relative to trans-1-bromo-4-(1,1-dimethylethyl)cyclohexane . This is because in the transition state for E2 elimination as illustrated below:

Answer 9

(b)

Interpretation Introduction

Interpretation: The formation of only specific elimination product should be explained.

Concept introduction: Experimental evidence for E2 mechanism pathway suggests that it readily occurs if the leaving group with respect to the proton is in anti- orientation in stable chair conformation. For instance, when cis-1-bromo-4-(1,1-dimethylethyl)cyclohexane is treated with strong base it leads to faster bimolecular elimination to afford the corresponding alkene relative to trans-1-bromo-4-(1,1-dimethylethyl)cyclohexane . This is because in the transition state for E2 elimination as illustrated below:

Answer 10

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Answer 11

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Answer 12

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Answer 13

Ch. 7.1 - Prob. 7.1E Ch. 7.2 - Prob. 7.2E Ch. 7.3 - Prob. 7.3E Ch. 7.3 - Prob. 7.5TIY Ch. 7.4 - Prob. 7.7TIY Ch. 7.5 - Prob. 7.9TIY Ch. 7.6 - Prob. 7.10E Ch. 7.7 - Prob. 7.11E Ch. 7.7 - Prob. 7.12E Ch. 7.7 - Prob. 7.13E

Solution Summary: The author explains the reason behind the rate of bimolecular elimination in 1,2,3,4,5,6-hexachlorocyclexane.

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