O-Chem: Alkene Reaction with HBr and Methanol

AI Thread Summary
When cis-2-butene reacts with HBr and methanol, the reaction can yield two final products due to the possibility of bromine attaching to either of the secondary carbons. The mechanism involves HBr potentially attacking the double bond first, leading to the formation of a carbocation, followed by methanol acting as a nucleophile. The presence of methanol suggests that it can provide an -OH group, which may result in an ether or alcohol product alongside the alkyl bromide. The uncertainty lies in whether the HBr or methanol interacts with the double bond first, affecting the final product distribution. Understanding the reaction pathway is crucial for predicting the outcomes accurately.
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Homework Statement



What are the two final products when cis-2-butene reacts with HBr and CH3OH?

Homework Equations



Reactions of Alkenes.

The Attempt at a Solution



I'm not sure if the HBr will attack the double bond first or if the OH on methane will take the H off HBr and create a radical. This sample final I'm working on does not have a key, so there is no way I can check the correct answer and reverse engineer it.

Thank you :)
 
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Remember there are two products-- what product would each of the options you outlined yield?
 
Since there are two secondary carbons, I think I could end up with Bromine on either side of the structure and that the cis-2-butene would be an alkane. I don't know how the methanol plays a part in this though. It's not a peroxide.
 

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