Problem: Predict the product(s) or reagents of the following reactions.

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We’re being asked to determine the product of the given reaction.



Recall that alkenes are converted to alkyl halides via hydrohalogenation, which occurs in two steps:

(1) protonation – the alkene is protonated, forming a carbocation intermediate and a halide ion. This follows Markovnikov’s rule, which states that the more stable carbocation is formed.


Also, since a carbocation is formed during the reaction, the carbocation may rearrange into a more stable one.


(2) nucleophilic attack – the halide ion comes in and attacks the positively-charged carbon. The stereochemistry for this reaction is unknown since the nucleophile can attack either side of the empty p-orbital.


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Predict the product(s) or reagents of the following reactions.

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Our tutors have indicated that to solve this problem you will need to apply the Hydrohalogenation concept. You can view video lessons to learn Hydrohalogenation. Or if you need more Hydrohalogenation practice, you can also practice Hydrohalogenation practice problems.

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Based on our data, we think this problem is relevant for Professor Porco's class at BU.