Why is the alkyl halide below not capable of undergoing an E2 reaction upon treatment with sodium ethoxide? O CH3 CH3 sunmur Too much angle strain would be present in the alkene product. The C-H and C-Br bonds which need to break cannot achieve an anti-periplanar orientation. Br is too poor a leaving group. The substrate is too hindered. Submit O Sodium ethoxide is a poor base to use in E2 reactions. Request Answer

Chemistry
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Chapter1: Chemical Foundations
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**Chapter 8 Problem 77**

**Part A**

*Problem Statement:*
Why is the alkyl halide below not capable of undergoing an E2 reaction upon treatment with sodium ethoxide?

*Diagram Description:*
The diagram shows a cyclohexane ring with substituents. The structure includes:
- A bromine (Br) atom attached to one carbon.
- Two methyl (CH₃) groups attached to adjacent carbons.

*Multiple-Choice Options:*
- Too much angle strain would be present in the alkene product.
- The C-H and C-Br bonds which need to break cannot achieve an anti-periplanar orientation.
- Br⁻ is too poor a leaving group.
- The substrate is too hindered.
- Sodium ethoxide is a poor base to use in E2 reactions.

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*Educational Explanation:*
The E2 reaction is a bimolecular elimination process that requires the leaving group (Br in this case) and a hydrogen atom to be anti-periplanar, meaning they should be in the same plane but pointing in opposite directions. This orientation allows for effective overlap of orbitals, facilitating the formation of the double bond. If such an orientation cannot be achieved due to the rigidity and positioning of the groups, the reaction may not proceed efficiently.
Transcribed Image Text:**Chapter 8 Problem 77** **Part A** *Problem Statement:* Why is the alkyl halide below not capable of undergoing an E2 reaction upon treatment with sodium ethoxide? *Diagram Description:* The diagram shows a cyclohexane ring with substituents. The structure includes: - A bromine (Br) atom attached to one carbon. - Two methyl (CH₃) groups attached to adjacent carbons. *Multiple-Choice Options:* - Too much angle strain would be present in the alkene product. - The C-H and C-Br bonds which need to break cannot achieve an anti-periplanar orientation. - Br⁻ is too poor a leaving group. - The substrate is too hindered. - Sodium ethoxide is a poor base to use in E2 reactions. *Interactive Elements:* - "Submit" button. - "Request Answer" button. *Feedback Option:* - Provide feedback link. *Educational Explanation:* The E2 reaction is a bimolecular elimination process that requires the leaving group (Br in this case) and a hydrogen atom to be anti-periplanar, meaning they should be in the same plane but pointing in opposite directions. This orientation allows for effective overlap of orbitals, facilitating the formation of the double bond. If such an orientation cannot be achieved due to the rigidity and positioning of the groups, the reaction may not proceed efficiently.
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