Identify the cyclohexyl substrate which would undergo the fastest E2 with base. The image contains structural diagrams of four cyclohexane derivatives, labeled A, B, C, and D.- **Compound A**: This structure is a cyclohexane ring with a chlorine (Cl) atom attached to it.- **Compound B**: This is a cyclohexane ring with a bromine (Br) atom attached.- **Compound C**: Similar to compound A, this is a cyclohexane ring with a chlorine (Cl) atom attached. However, this chlorine atom is positioned differently compared to compound A.- **Compound D**: This structure is a cyclohexane ring with an OTos group attached. OTos stands for p-toluenesulfonate, which is often used as a leaving group in organic chemistry reactions.These structural representations illustrate the different substituents on the cyclohexane ring, which can affect the chemical properties and reactivity of the compounds.

E2 elimination is a one step concerted mechanism reaction in which dehydrohalogenation (or any other…

Answered: Identify the cyclohexyl substrate which…

Chemistry

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ISBN:9781305957404

Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Chapter1: Chemical Foundations

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Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...

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Identify the cyclohexyl substrate which would undergo the fastest E2 with base.

The image contains structural diagrams of four cyclohexane derivatives, labeled A, B, C, and D.

- **Compound A**: This structure is a cyclohexane ring with a chlorine (Cl) atom attached to it.

- **Compound B**: This is a cyclohexane ring with a bromine (Br) atom attached.

- **Compound C**: Similar to compound A, this is a cyclohexane ring with a chlorine (Cl) atom attached. However, this chlorine atom is positioned differently compared to compound A.

- **Compound D**: This structure is a cyclohexane ring with an OTos group attached. OTos stands for p-toluenesulfonate, which is often used as a leaving group in organic chemistry reactions.

These structural representations illustrate the different substituents on the cyclohexane ring, which can affect the chemical properties and reactivity of the compounds.

Expert Solution

Step 1

E₂ elimination is a one step concerted mechanism reaction in which dehydrohalogenation (or any other leaving group) occurs to yield the corresponding alkene.
It is a bimolecular reaction. It is a second order reaction.
The bond anti- to Carbon-halogen (or any other leaving group) migrates so as to give the elimination product.

Step 2

The anti- bonds in the given molecules A-D are:

In molecules B and C, the anti- bond cannot assist the elimination reaction as the hydrogen is not trans- to leaving group.
In molecules A and D, the hydrogen is trans- to leaving group, so they will show fast elimination.
Among A and D, as -OTs in D is a better leaving group, so the reaction will be fastest.

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