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Elimination

Mack1023
in Organic Chemistry

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I know the reaction below is E2 as I looked up the answer, but my question is why can it not be Sn1.

 

 

 

(1-bromocyclohexyl)benzene + CH3CH2O- ---EtOH-----> E2 rxn.

 

 

 

 

I realize Ethoxide Anion is a decent base, but as I was instructed Ethoxide has slightly higher nucelophlicity than basicity. I understand that the nucleophile is not part of the Sn1 rate law, but why would it not perform the reaction that involves ethoxide to be a nucelophile just because it can "act better as one" (so to speak).

 

Additionally, its tertiary, with a decent leaving group, and in a polar protic solvent---All suitable for Sn1. I just don't understand why Sn1 is not possible? Any input would be appreciated so I can straighten this is my head.

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