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Hydroboration Oxidation of Alkenes

November 10, 2014 By Leah4sci 10 Comments

hydroboration oxidation alkene reaction mechanism tutorial videoHydroboration-oxidation is yet another alcohol yielding alkene reaction. However this reaction results in an alcohol adding to the less substituted carbon for an anti-Markovnikov product.

The video below helps you understand the reactivity of Boron as well as the hydroboration and oxidation steps of the reaction mechanism.

Watch this video on YouTube or read the transcript (coming soon)

Watch previous video: Alkoxymercuration Demercuration Reduction

Watch Next Video: Epoxidation of Alkenes

Return to: Alkene Reaction Mechanisms Home Page

Ready to test your skills? Click HERE for my FREE Alkene Reactions Practice Quiz

Filed Under: Alkene Reactions Tagged With: alkene reactions, bh3, hydroboration, oxidation

Comments

  1. Elizabeth N Smith says

    January 17, 2019 at 3:39 pm

    I love your videos however, I would have loved to see the first reaction done as well. Do you have another video explaining this first reaction you have drawn?

    Reply
  2. Sarah says

    May 22, 2016 at 11:30 am

    What is the final product than that we normally need to show? Still a bit confused…

    Reply
    • Leah4sci says

      May 26, 2016 at 10:59 am

      OH on the anti-markovnikov position

      Reply
  3. Theodore says

    March 16, 2016 at 5:14 pm

    I don’t understand why Boron behaves differently than Carbon with regard to the octet rule, nor do I understand why you seem concerned only with one of the empty p orbitals when there are two? Also, what about the 3rd p orbital with only one electron? Aren’t there features about Boron’s reactivity that are tied to that fact?

    Could you please provide more explanation about Boron’s unique behaviors that relate to the s orbitals, the 2 empty p orbitals, the 1/2 filled P orbital, and hybridization possibilities?

    Reply
  4. Harsh says

    January 30, 2016 at 10:00 pm

    When alkyl group is kicked by B then why does it attacks the Oxygen bound to B and not the other oxygen?

    Reply
  5. Rita says

    August 3, 2015 at 4:08 am

    Thank you for the video, amazing explanation. I do have a question though, if we are in a basic solution and it is okay to have OH-, and it was reactive earlier on and attacked the Boron when it was linked to 3 O_R, does OH- at the end continue to break and form bonds with B(OH)3?

    Reply
    • Leah4sci says

      August 5, 2015 at 10:58 pm

      Boron bound to oxygen has different reactivity when compared to boron with H

      Reply
  6. ibironkeaderonke says

    June 28, 2015 at 12:46 am

    This video helped a lot. Thank You

    Reply
  7. rogieto hinojales says

    November 12, 2014 at 10:17 am

    thanks for this video..even it is a little tricky but its okay Ive already got an idea from this video. 🙂

    Reply
    • Leah4sci says

      November 13, 2014 at 6:55 pm

      What did you find tricky about the video Rogieto?

      Reply

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