Problem: Predict the product(s).

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

Recall that alkenes are converted to alcohols via hydroboration-oxidation:

This occurs in three steps:

(1) electrophilic addition – the alkene attacks the boron compound, forming a borane. This does not follow Markovnikov’s rule, where boron ends up on the less-substituted carbon.

(2) oxidation – NaOH and H2O2 react with the intermediate to form the alcohol. The stereochemistry of this reaction is sys, where –OH and –H will be cis to each other.

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Predict the product(s).

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