Sodium Borohydride NaBH4 Reduction Reaction Mechanism

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  • Опубліковано 2 чер 2024
  • Leah4sci.com/redox presents: Carbonyl Reduction using NaBH4 - Sodium Borohydride. Reaction, Mechanism and examples.
    Need help with orgo? Download my free guide '10 Secrets to Acing Organic Chemistry' HERE: leah4sci.com/orgo-ebook/
    This video breaks down the reducing agent NaBH4 to help you understand its reactivity with carbonyl compounds.
    This is video 6 in the Organic Chemistry Oxidation/Reduction video series. Catch the entire series along with my redox practice quiz and cheat sheet on my website: leah4sci.com/redox
    For more in-depth review including practice problems and explanations, check out my online membership site: studyhall.leah4sci.com/join
    For private online tutoring visit my website: leah4sci.com/organic-chemistry...
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КОМЕНТАРІ • 132

  • @magalysanchez8939
    @magalysanchez8939 2 роки тому +2

    I just came across your channel as im studying for my lab and I can't say this enough, this is SUCH a good video !!! thank you !!!

    • @Leah4sci
      @Leah4sci  2 роки тому +2

      Awww, thanks for your kind words! Glad you like it!

  • @lynnnguyen4356
    @lynnnguyen4356 Рік тому +4

    I can’t thank you enough, been trying to find a mechanism video like this for the last hour 😭🙏🏼

    • @Leah4sci
      @Leah4sci  Рік тому

      Glad the video helped!

  • @malekayoub2041
    @malekayoub2041 8 років тому +9

    Thank you so much for such a great video! Actually I never thought about the Mechanism of NaBH4, Its great to know for MCAT!

    • @Leah4sci
      @Leah4sci  4 місяці тому

      You're very welcome, happy to help!

  • @olittalanu
    @olittalanu 8 років тому +2

    thank you! it' s very easy to understand your teaching. It's help a lot

    • @Leah4sci
      @Leah4sci  4 місяці тому

      You're very welcome, happy to help!

  • @lee-anneoberholzer1102
    @lee-anneoberholzer1102 6 років тому +5

    Wish I've discovered your channel back when I had second year chemistry! Great video!

    • @Leah4sci
      @Leah4sci  6 років тому +5

      Better late than never. Glad you enjoyed it!

    • @MANOJYADAV-gn6kg
      @MANOJYADAV-gn6kg 3 роки тому +2

      @@Leah4sci you guys are studied this at second year .
      I am studiying this in 12 th class .
      For entrance exam called Jee advanced

  • @pletyntynhiang
    @pletyntynhiang 10 місяців тому

    Thanks Leah, like your explanations always .Keep going on.

    • @Leah4sci
      @Leah4sci  10 місяців тому

      You're welcome! Will do!

  • @Migraman2
    @Migraman2 5 років тому +2

    Very good explanation! Thank you very much!

    • @Leah4sci
      @Leah4sci  5 років тому +1

      Thanks! You're welcome Kaio! :)

  • @alattar4154
    @alattar4154 7 років тому +21

    I have a lab on this In an hour :) this makes a lot of sense now!

  • @bartosznaporowski6383
    @bartosznaporowski6383 3 роки тому

    this video explains the science not leaving out any information. very good! thank you :)

    • @Leah4sci
      @Leah4sci  3 роки тому +1

      My pleasure, glad it was helpful!

  • @dharaasingh8861
    @dharaasingh8861 3 роки тому +3

    thankyou so much
    finally someone who cleared this doubt effortlessly
    love from india

    • @Leah4sci
      @Leah4sci  3 роки тому +2

      So happy to help you!

  • @roshinyroy7153
    @roshinyroy7153 Місяць тому

    Hi Leah, your videos are truly helpful and useful in all ways.. Organic chem seems to make more sense now..

    • @Leah4sci
      @Leah4sci  Місяць тому

      Awesome, so glad you think so!

  • @Yeshwanti2
    @Yeshwanti2 2 роки тому +2

    Thank you ma'am👏 this video is very helpful from the exam prospective. Your chemistry is outstanding..
    Your channel is help to make chemistry very easy... Specially 2nd year chemistry Thank you 😊😊 so much..

    • @Leah4sci
      @Leah4sci  2 роки тому

      Thanks so much for your kind words, and you're very welcome!

  • @hoonisalive
    @hoonisalive 3 роки тому +2

    Thank you for your nice education, It's really useful to me as a student of engineering college in Korea

    • @Leah4sci
      @Leah4sci  3 роки тому +1

      Glad it was helpful!

  • @freeshipping7
    @freeshipping7 6 місяців тому

    your didactics are so good, amazing video!

    • @Leah4sci
      @Leah4sci  6 місяців тому +1

      Thank you, after having to google didactics, I'm humbled and honored as that is something I strive for every day

    • @freeshipping7
      @freeshipping7 6 місяців тому

      @@Leah4sci aah you deserve it, it's such a hard skill and you do a really incredible job :)

  • @topicalyard8079
    @topicalyard8079 3 роки тому

    This video was helped me big time. Thank you

  • @710771able
    @710771able 8 років тому +2

    Very Clear ~~ thank you !

    • @Leah4sci
      @Leah4sci  4 місяці тому

      you're welcome!

  • @athira3968
    @athira3968 2 роки тому

    Thank you... Very helpful clz

    • @Leah4sci
      @Leah4sci  2 роки тому +1

      You're welcome 😊

  • @CHEM-Fahd
    @CHEM-Fahd 4 роки тому

    This video is very nice.
    Thank u so much for this video

    • @Leah4sci
      @Leah4sci  4 роки тому

      You're welcome!

    • @CHEM-Fahd
      @CHEM-Fahd 4 роки тому

      @@Leah4sci I have some questions, u can help me.
      When react alcohole with thionyl chloride to product alkyl halide
      what are catalyst and solvent I will use for this reaction

  • @thembelihlembayimbayi7152
    @thembelihlembayimbayi7152 7 років тому +3

    Your videos are always remarkable! Thank You! :) :)

    • @Leah4sci
      @Leah4sci  5 років тому

      You're welcome :)

  • @riyadhhaiy6986
    @riyadhhaiy6986 5 років тому +1

    Excellent video

    • @Leah4sci
      @Leah4sci  5 місяців тому

      Glad you liked it!

  • @simonpeapo9521
    @simonpeapo9521 2 роки тому +1

    Legend 👏 explained well, even elementary kids can be able to understand it.. thanks gifted

    • @Leah4sci
      @Leah4sci  2 роки тому +1

      Thanks so much for your kind words, I appreciate it!

    • @simonpeapo9521
      @simonpeapo9521 2 роки тому

      @@Leah4sci you're welcome.. these words comming from my heart 💓, l really appreciate you, to be honest, you have a gift that our good Lord put it in you is that, your single word in explaining any problems in organic chemistry makes more sense, meaning and your Vocal voice is quite cool where it diffuse in to our minds easily without spending much time.. gifted, humble, humility,respect, potential are now your character because Leah4science.. can explain more concerpt in less time so gifted and talented, will explain not too fast or too quite but in good middle mood so humble, humility and in respectful manner,,, thanks Leah for imparting knowledge in to my brain... I Simon Peapo from NEW GUINEA ISLAND (PNG) major in chemistry 3rd year student from university Of Papua New Guinea

  • @hansikakhosla8418
    @hansikakhosla8418 6 років тому

    ur video made my day

    • @Leah4sci
      @Leah4sci  6 років тому

      Glad I could help :)

  • @shobhitchaudhary282
    @shobhitchaudhary282 2 роки тому

    Hey Leah, while explaining the mechanism you said Boron contains a negative charge but if we see the electronegativity chart the Hydrogen has electronegativity of 2.1 which is slightly more than that of Boron's (2.0). Therefore, the charge on hydrogen should be partially negative as it will pull the electrons from Boron on which charge should become partially positive. Can you please explain why you represented a negative charge on Boron?
    Great Explanation by the way!!

    • @Leah4sci
      @Leah4sci  2 роки тому +1

      Yes, of course! I said that boron has a formal charge of -1. That's because it is surrounded by one more electron than what a typical boron atom would have in its valence shell. I do recognize that hydrogen is more electronegative, and you'll see I explain that the hydride is negative around --0:40--. You can think of BH4^- as a neutral BH3 attached to a negative hydrogen atom, for the purposes of this reaction. To read more about formal charge, you can see my tutorial at leah4sci.com/formal-charge-formula-and-shortcut/

  • @akashjaiswal2138
    @akashjaiswal2138 Рік тому

    Thank you
    Nice explanation
    I am from India ❤❤❤

    • @Leah4sci
      @Leah4sci  11 місяців тому

      You're welcome. Happy to help.

  • @cynthiamiranda5081
    @cynthiamiranda5081 2 роки тому

    Hi Leah thanks for your video..Really helped me a lot. What would be the purpose of adding NAOH to the solution during lab?

    • @simonpeapo9521
      @simonpeapo9521 2 роки тому

      I think adding NAOH is to deprotonate hydrogen From the compound that you have use in lab,,, where oh ion will act as nucleophile by deprotonating H from compound

    • @Leah4sci
      @Leah4sci  2 роки тому

      That's not exactly what this video covers. But as a base, NaOH is a proton acceptor and will choose to pull a proton from another compound, when possible.

  • @MrMrannoying
    @MrMrannoying 4 роки тому

    I had a lab where we reduced an Imine with NaBH4 and during this step in the lab there was bubbling (and also dissolving of the imine in the solution it was in). I was wondering if hydrogen gas was a by product of the reduction and caused the bubbling. Might hydrogen gas come from this? and if more info's need i could probably delve into it more

    • @Leah4sci
      @Leah4sci  4 роки тому

      I'm sorry but I don't offer tutoring through UA-cam comments. For help with this and more, I recommend joining the orgo study hall. Full details: leah4sci.com/join

  • @pingolkyleerikab.5005
    @pingolkyleerikab.5005 2 роки тому

    Hi, can i ask a what is the major product for the reaction of sodium borohydrite with propan-2-ene. Thank you!

    • @Leah4sci
      @Leah4sci  2 роки тому

      I don't believe that particular reaction is discussed in this video, and unfortunately I do no offer tutoring over social media. For help with questions like this and more, I recommend joining the organic chemistry study hall. Details: leah4sci.com/join or contact me through my website leah4sci.com/contact/

  • @bashirkarmi424
    @bashirkarmi424 4 роки тому

    thank u so mush for this

    • @Leah4sci
      @Leah4sci  4 роки тому

      you're very welcome

  • @__Jessica
    @__Jessica 2 роки тому

    I have a question, what do you mean by looking for a nucleophilic attack rather than basic? *isn't a nucleophile a base? 1:08

    • @Leah4sci
      @Leah4sci  2 роки тому

      not exactly! They can be but the definition is determined by context

  • @diegozuliani9597
    @diegozuliani9597 3 роки тому

    Great video, I´m from Argentina and I couldn´t find an explanation for NaBH4

  • @nycs9738
    @nycs9738 5 років тому

    thank you so much!!!

    • @Leah4sci
      @Leah4sci  6 місяців тому +1

      You're very welcome!

  • @eliefant6353
    @eliefant6353 5 років тому +2

    Great video. At 3:37 why will it reduce the aldehyde and not the ester?

    • @kc4648
      @kc4648 5 років тому +2

      Super late and may not be helpful but NaBH4 is only a mild and selective reducing agent, and reacts with esters very slowly at room temp which is why it may not react with the ester.

    • @erenyeager9161
      @erenyeager9161 3 роки тому +1

      @@kc4648 Thanks a lot sir/mam for your explanation. I got it.

    • @Leah4sci
      @Leah4sci  5 місяців тому

      When dealing with a weaker reducing agent, you have to consider anything on the molecule that will compete or prevent the reaction. In the case of an ester, the extra oxygen's resonance makes the carbonyl carbon less reactive/less accessible. Only a stronger reducing agent can attack, a weaker one will not be able to

  • @jhinushreesharavana9039
    @jhinushreesharavana9039 5 років тому +1

    Thank you 😇

    • @Leah4sci
      @Leah4sci  6 місяців тому

      You're welcome!

  • @shraddhapiligaonkar3639
    @shraddhapiligaonkar3639 3 роки тому

    Nice video

  • @ziyandadee1819
    @ziyandadee1819 3 роки тому

    In the example with 2 carbonyls why is the aldehyde reduced and not the ketone? I have an example where the structure has a ketone and a carboxylic acid and I'm not sure which one will be reduced.

    • @Leah4sci
      @Leah4sci  2 роки тому +1

      This example does not have a ketone. Rather, it has an aldehyde group along with an ESTER. An ester is much less reactive than an aldehyde. In fact, its carbonyl group is only weakly electrophilic. Since NaBH4 is a weak reducing agent, we see it selectively choose the ‘easier’ carbonyl to reduce. In this case, that’s the aldehyde. Hope this clears it up for you.

  • @Le_casual_gamer
    @Le_casual_gamer 6 років тому

    Thank you for the video, I forgot about the Na + ion hahahaha

    • @Leah4sci
      @Leah4sci  6 років тому

      Can't forget that! Glad I could help

  • @aritraghosh3441
    @aritraghosh3441 2 роки тому

    Thanks i needed to check if ch3ona was indeed forming.

  • @bhagyashreeurao7931
    @bhagyashreeurao7931 4 роки тому

    Thank you

  • @NisarAli-df3nc
    @NisarAli-df3nc 7 років тому +2

    nice lectur

    • @Leah4sci
      @Leah4sci  5 місяців тому

      Glad you liked it

  • @priyankaborgude1569
    @priyankaborgude1569 7 років тому

    if acid and ester both functional group present in one molecule... BH4 react with acid not ester why????

    • @Leah4sci
      @Leah4sci  6 років тому

      see the video comparing LiAlH4 to NaBH4 in this series: leah4sci.com/redox

  • @sience-gt3mx
    @sience-gt3mx Рік тому

    Thank you you save me

    • @Leah4sci
      @Leah4sci  11 місяців тому

      you're very welcome

  • @pagalalp123
    @pagalalp123 6 років тому

    truly amazing

    • @Leah4sci
      @Leah4sci  6 років тому

      Glad you like it!

  • @AbhishekSharma-hg3pi
    @AbhishekSharma-hg3pi Рік тому

    😍😍😍nice

  • @aryandilawarkhan6155
    @aryandilawarkhan6155 2 роки тому

    MAM , NaBH4 in ACIDIC Methylene blue how to react . mam if you have solve this reaction then mentioned me plz on the vadio

    • @Leah4sci
      @Leah4sci  2 роки тому +1

      I have no plans to do a video on that anytime soon, sorry

  • @rittenbrake1613
    @rittenbrake1613 6 років тому +1

    good

  • @shrawon3605
    @shrawon3605 Рік тому

    Does NaBH4 reduce Ketal and Acetal?

    • @Leah4sci
      @Leah4sci  Рік тому

      I'm sorry, but I don't offer tutoring over social media. For help with questions like this and more, I recommend joining the organic chemistry study hall. Details: leah4sci.com/join or contact me through my website leah4sci.com/contact/

  • @Corey91666
    @Corey91666 4 місяці тому

    why is everything neglecting the fact that after abstracting the hydride off of borohydride that the rest will actually bond to the oxygen since the carbonyl oxygen still has free electron pairs to fill the electron deficit of bor.
    this mechanism is too basic because the cool thing of borohydride is its ability to do this kind of reaction up to 4 times. so using it in reactions you have to be careful with how many equivilants you really need.
    seems like i dont find the answers i am looking for.

    • @Leah4sci
      @Leah4sci  4 місяці тому

      It sounds like you're in an advanced organic chemistry class or beyond. This video is meant for undergraduate students looking to learn the basics of this mechanism for pen-and-paper chemistry. I hope you are able to find the advanced explanations you're looking for

  • @sanjaykumarskr579
    @sanjaykumarskr579 4 роки тому

    Suprrrr......❣️❣️

  • @trevorblair7602
    @trevorblair7602 4 роки тому

    Come teach at Wayne State University, the lead professor for our lab sucks.

    • @Leah4sci
      @Leah4sci  4 роки тому +1

      Sorry your professor isn't ideal, but why would I limit myself to teaching at one school when I can help more people by being on UA-cam ;)

  • @danielschmidt5188
    @danielschmidt5188 4 роки тому

    Chemistry exam tomorrow. Lets have some fun

    • @Leah4sci
      @Leah4sci  3 роки тому +1

      How'd it turn out?

  • @biologyyfsclivetutionclass6060
    @biologyyfsclivetutionclass6060 4 роки тому

    which Bond will Break In Butanone By Oxidation...Tell Me which Bond and also with Reason..Anyone here

    • @Leah4sci
      @Leah4sci  4 роки тому +1

      For help with this question and more, I recommend joining the orgo study hall. Full details: leah4sci.com/join

    • @biologyyfsclivetutionclass6060
      @biologyyfsclivetutionclass6060 4 роки тому

      @@Leah4sci thanks Mam

  • @aleej3315
    @aleej3315 3 роки тому

    Can I cite this ?

    • @Leah4sci
      @Leah4sci  3 роки тому +1

      Yes, just give full credit to my channel.

  • @Canvas58027
    @Canvas58027 Рік тому

    nh very good vifeo

  • @leenalsader8476
    @leenalsader8476 3 роки тому

    👏👏

  • @deepiyadav8634
    @deepiyadav8634 3 роки тому

    Sodium has a weak reducing agent

    • @Leah4sci
      @Leah4sci  2 роки тому

      I’m sorry, but I don’t understand your question. Is there a specific point in the video you are concerned about?

  • @JonathanR1994
    @JonathanR1994 5 років тому +1

    Easy as pi (bonds)

  • @Maximuss1999
    @Maximuss1999 4 роки тому +1

    This shits crazy

  • @faction_496
    @faction_496 Рік тому

    oi

    • @Leah4sci
      @Leah4sci  Рік тому

      Hope you liked the video!

  • @harsh____singh9589
    @harsh____singh9589 5 років тому

    Your voice is like the girl who says...
    Hey you yes you! 😂

    • @Leah4sci
      @Leah4sci  5 років тому

      hahaha! thanks? I hope the video helped you.

    • @harsh____singh9589
      @harsh____singh9589 5 років тому

      @@Leah4sci don't get offended I was actually talking about the girl in adult sites.😅

  • @abdulhaseeb3563
    @abdulhaseeb3563 5 років тому

    U always talk about go back and go back , from where the hell i will search for the videos and waste my time .
    why dont u upload all the videos in detail on utube ..... i often use to search on ur boring website .. waste of time take action on my comment .. adviced freely ..

    • @Leah4sci
      @Leah4sci  6 місяців тому

      I appreciate you taking the time to let me know that you're finding it difficult to go back for the other referenced videos, and for letting me know that you find my website boring. I get that it's not for everyone and that's ok.
      I strive to make the best videos and resources and accept that not everyone will find it helpful, but as long as some students do, I will continue making these videos.
      As for where to find resources, they're always linked in the description so you don't actually have to go hunting on my website