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:

Question

Want to see the full answer?

Answer 1

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:

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Students have asked these similar questions

None

Transmitance 3. Which one of the following compounds corresponds to this IR spectrum? Point out the absorption band(s) that helped you decide. OH H3C OH H₂C CH3 H3C CH3 H3C INFRARED SPECTRUM 0.8- 0.6 0.4- 0.2 3000 2000 1000 Wavenumber (cm-1) 4. Consider this compound: H3C On the structure above, label the different types of H's as A, B, C, etc. In table form, list the labeled signals, and for each one state the number of hydrogens, their shifts, and the splitting you would observe for these hydrogens in the ¹H NMR spectrum. Label # of hydrogens splitting Shift (2)

None

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:

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

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:

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

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:

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

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

Expert Solution & Answer

Answer 11

Expert Solution & Answer

Answer 12

Want to see the full answer?

Check out a sample textbook solution

See solution

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.

Want to see the full answer?

Chapter 7 Solutions