#136 Dat Destroyer Ochem

[Demo0710]

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Can someone explain this to me?

It says treating 1-butene with Br2 and methanol yield butane with the Bromine on the 1st carbon and the OCH3 on the 2nd.

I always thought Br would go to the most substituted carbon?

 

[EpicDentist]

Br2 & CH3OH --> the OH will go to more substituted. It's a variation of this reaction: Br2 & H2O---> where the OH will go to more substituted as well !! Hope that helps.

 

[Dotoday]

It is the halohydrin reaction where OR group will go to the most stable carbocation. Hope this helps.

 

[mario0923]

Can someone explain this to me?

It says treating 1-butene with Br2 and methanol yield butane with the Bromine on the 1st carbon and the OCH3 on the 2nd.

I always thought Br would go to the most substituted carbon?

the intermediate of the reaction will be a bromine 3-membered ring
the OCH3 will then attack on the more substituted side so OCH3 will be on C2 and Br on C1
if you have Chad's video go back and look at "Alkene Reactions" video.