orgo question...need help

[biostudent101]

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Hi,

when a compound is assymetrical, and Bromine in CH3O- reagent is used, does the Br go to the less substituted carbon, while the OCH3 attaches itself to the more substituted carbon?

Thanks!

 

[loveoforganic]

"a compound"

?

A ketone/aldehyde?

 

[Teeth4Life]

Bromine is highly selective it will prefer going to a tertiary>secondary>primary carbon in that order unless you have a benzylic in there as well then it will go to the benzylic tertiary. Also I believe you are talking in terms of markovnikov with the whole "assymetrical" thing 🙂