joonkimdds

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I was wondering which reaction will this undergo.

It doesn't have aprotic but I think that doesn't mean it's impossible to undergo SN2.

it has small unhindered base/nucleophile so I think E2 is not an answer.

It has strong base/nucleophile that prefers SN2 and E2.

it has protic that prefers SN1 and E1.

I don't know which one it is.
 

sciencegod

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e2. it has a very strong nucleophile so on a secondary halide e2 will be prefered.
 

chessxwizard

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E2 since it's a strong base which creates a pi bond that is conjugated with the ring system.
 
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joonkimdds

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e2. it has a very strong nucleophile so on a secondary halide e2 will be prefered.
But shouldn't it be hindered base to make it E2?
Ethoxide is an unhindered base/nucleophile.

I thought that
strong base/nucleophile = both SN2 and E2
but if it's hindered = E2
if not hindered = SN2
 

doc3232

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I think E1/E2 because it is in the benzylic position. The carbocation is VERY stable because of the aromatic ring. I don't think you can say E2 and not E1 despite the strong base.
 

sciencegod

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as it happens, the reaction would be e2 on a cyclohexane also.
 

sciencegod

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it has protic that prefers SN1 and E1.

I don't know which one it is.
its still e2 if the protic solvent is the conjugagte acid of the strong nucleopihile.
 

Sublimation

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If you enter any chemistry laboratory, and ask the TA or researchers to define which mechanism a reaction will undergo or describe the different mechanisms. You will get an array of answers. yes this is an predominantly E2 reaction, however because there is a lack of heat, you can just as easy argue an sn1 due to stabilization of the carbocation by the benzene ring (resonance stabilized). However, in a lab you will end up with both mixtures and obviously due to the fact that we have a secondary carbon the major product will be a zeitsev << I think i speeled that wrong, Alkene. Here this chart helped me out alot in orgoI. Hope this helps. :)
 

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