What is the major product of bromobutane and sodium ethoxide?

[![enter image description here](https://i.stack.imgur.com/VfbBp.png)](https://i.stack.imgur.com/VfbBp.png)


I know that the it is SN2 reaction and $\ce{Br}$ is the leaving group. Second Carbon(from right side) is the beta carbon. As the $\ce{Br}$ group leaves, $\ce{OH}$ will create a bond with one of the beta hydrogen and will lead to formation of a double bond between the second and third carbon.  

Can someone please check and explain why the structure i got for major product is wrong ?




This is an SN2 mechanism, not an elimination mechanism. The $\ce{NaOEt}$ is not bulky, and the leaving group is primary. Because of this $\ce{^-OEt}$ will attack the carbon where $\ce{Br}$ is attached via an SN2 backside attack. This will replace the $\ce{ Br}$ with $\ce{^-OCH2CH3}$.


I remember organic was a bit of a rough time. Here is a flow chart I used back in organic from [Clutch Prep](https://www.clutchprep.com/).[!["Big Daddy Flow Chart" by Clutch Prep](https://i.stack.imgur.com/upfQn.png)](https://i.stack.imgur.com/upfQn.png)


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You may be knowing that SN2 do not undergo $carbocation$ $rearrangement$. Therefore your product is incorrect. Now The $\ce{NaOEt}$ is not a bulky group . Because of this $\ce{^-OEt}$ will attack the carbon where $\ce{Br}$ is attached via an SN2 backside attack. This will replace the $\ce{ Br}$ with $\ce{^-OCH2CH3}$.


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