Oxymercuration Demercuration Reduction - Alkene Reaction Mechanism by Leah Fisch
leah4sci.com/alkene-reactions/ Presents: Oxymercuration Demercuration Alkene Reaction Mechanism
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This video is a continuation of my alkene reaction mechanism video series. This video shows you the step by step reaction mechanism for Oxymercuration my mecuric acetate followed by reduction using sodium borohydride to form a regioselective alcohol product.
Catch my entire Alkene Reactions video series on my website: leah4sci.com/alkene-reactions/
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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Пікірлер: 104
Just letting you know that you're still helping students, 8 years later. Your website is what is helping me feel prepared for my ochem final when I didn't know where to start.
@Leah4sci
Жыл бұрын
Wow, always happy to help! I hope the final goes well!
You’re so awesome, and the best out there, Leah and I could only wish I could be as great as you in understanding ochem with this level of understanding. I honestly love checking out the resources you put out there for us which helped/helps me more than you know so I at least wanted to let you know that! I also appreciate how clear, concise and colorful your explanations are and love your enthusiasm which I can tell from your voice that you’re truly passionate about these topics and what you do..Thank you!!! :)
@Leah4sci
5 жыл бұрын
awww! thank you so much for the wonderful feedback. You are very much welcome! Always glad to help. All the best! :)
Thank you!!!! You saved my life! I love the way you make things sound sooo easy! Thanks from France!
@Leah4sci
6 ай бұрын
You're very welcome, happy to help!
Thank you so much Leah! Your explanation is so clear and makes everything much easier to understand! Keep up the good work! :)
@Leah4sci
5 жыл бұрын
Glad the video helped you understand the topic better! You are very much welcome!
God bless your soul.
@Leah4sci
6 ай бұрын
thank you!
Thank you so much! Great explanation, the colors helped so much.
@Leah4sci
6 ай бұрын
You're so very welcome!
Outstanding! I was struggling to understand my textbook's explanation and example. Your explanation is fantastic.
@Leah4sci
5 жыл бұрын
awwwee! you're welcome! Glad to help!
I love you, thank you so much! This video will help me pass Organic Chemistry II :)
@Leah4sci
5 ай бұрын
You're so very welcome!
Excellent & clear explanation. Thank you so much. Please keep up the good work! So much easier to follow than "The organic chem tutor"
@Leah4sci
5 жыл бұрын
Thank you for the nice feedback. You are very much welcome.
@zaminahmed297
3 жыл бұрын
Well he is more to find problems and work through those. This is more of telling you exactly the mechanism. THey both work in different ways
very helpful for students! good job Miss Fisch
@Leah4sci
7 ай бұрын
You're so welcome, I'm happy to help!
Excellent so clear! Thank you so much!
@Leah4sci
5 ай бұрын
You're very welcome!
I am a student studying in Korea🇰🇷 It was very helpful. thank you!!👏👏
@Leah4sci
5 жыл бұрын
Glad I could help!
everything makes sense now, thank you so much
@Leah4sci
6 ай бұрын
You're very welcome!
hey leah i love you videos so much, they've been helping me to study a lot recently. can you make videos about alkene reactions ? thank you
@Leah4sci
5 ай бұрын
You're so very welcome! You can find all of my resources matched to the topic you're studying here: leah4sci.com/syllabus
Wonderfully explained!
@Leah4sci
4 жыл бұрын
Thanks for your kind words :)
I love your videos. So much help!! Thank you.
@Leah4sci
6 ай бұрын
Glad you love them and happy to help!
I love your voice When she hit you with that "leah heerree"
@Leah4sci
6 ай бұрын
Aww thanks
thanks a ton...today i understood the exact reason for formation of a non classical carbocation...😘
@Leah4sci
7 ай бұрын
You're very welcome, happy to help!
Thanks for the good explanation
@Leah4sci
5 ай бұрын
You're welcome, so happy to help!
Thank you so much!!
@Leah4sci
6 ай бұрын
You're very welcome!
thanku very much.... it was a great explanation... helped a lot...😊😊
@Leah4sci
7 жыл бұрын
You're very welcome! I'm glad it helped!
Thank you!
@Leah4sci
5 ай бұрын
You're so very welcome!
Thank you very much.
@Leah4sci
7 ай бұрын
You're welcome!
Am helped very much ❤❤
@Leah4sci
4 ай бұрын
So glad I could help!
Thank you so much!
@Leah4sci
6 ай бұрын
You're very welcome!
thanks leah
@Leah4sci
2 жыл бұрын
You're welcome!
Very helpful congratulations madam 👍👍
@Leah4sci
Жыл бұрын
So glad to hear it!
We just learned this. It was so confusing until now!
@Leah4sci
5 ай бұрын
Happy to help clear things up!
Thanks for creating such a helpful video!! Could you explain where the lone pair on mercury comes from at 2:20? Thanks!
@Leah4sci
4 жыл бұрын
This is part of Mercury’s configuration at this oxidation number. Not required knowledge at the undergrad level so easier to take as fact.
just saved me from going nuts.!! thank you
@Leah4sci
6 жыл бұрын
Whew! Glad I could help!
at min 2:58, what do you mean that the positive charge on the carbon transferred to Hg, making it positive?
@Leah4sci
7 жыл бұрын
positive charges are not transferred. However, when a positive atom pulls electrons away from another atom that other atom is now slightly less negative. see my video on polar bonds which explains this concept in more detail.
What is the product formed when i carry out oxymercuration-demercuration hydration of a benzyl methyl ketone like 1-phenyl-3-butanone?
@Leah4sci
2 жыл бұрын
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/
Awesome video, thank you so much! I just have a question at 3:05, when you say that the carbons have a slight positive charge. Why is that? The electronegativity values of carbon (2.5) and mercury (1.9) tell otherwise... Or is it more like mercury "sharing" that positive charge through the bond?
@Leah4sci
2 жыл бұрын
The electrons in the bond with mercury will gravitate towards that positive charge on mercury, leaving a partial positive (not a full positive) charge on the carbons. So if mercury and carbon were both neutral, you would be absolutely right. The electrons would gravitate towards what is more electronegative. But in this case, the mercury is not neutral. It holds a full positive charge. And electrons are attracted to positive charges.
@kenhagiya565
2 жыл бұрын
@@Leah4sci Ohh, thank you for the explanation. It makes sense now. As always, love your videos!
I can’t thank you enough I have subscribed and recommended you to others to subscribe too. Thanks so much
@Leah4sci
2 жыл бұрын
You're so welcome, and thanks for referring others to my channel! That's the highest praise I can get!
Woman this video is life.
@Leah4sci
7 ай бұрын
Awesome!
@m.t1446
7 ай бұрын
@@Leah4sci omg 5 years later your teachings let me get into a PhD program currently a PhD candidate. Leah, thank you so much for all your hard work we appreciate you so much. Proud to be a woman in stem too.
When we reducing with hydride, what the mechanism that happened? What makes the H placed the HgOAC ?
@Leah4sci
4 ай бұрын
This mechanism isn't well understood / taught. That's whY i skipped over that bit (as I explained in the video)
One thing thing you should explain is how the mercury is able to form a bond with the acetate while still having an inert lone pair. Confused me for days and have just been told that the bond between it and the acetate is actually between the 5d10 electron orbitals and not the 6s2's!
@arsenal78910
7 жыл бұрын
damn i never knew bond is between the 5d10 orbitals.. not sure how that works but was confused about this as well, thanks
@arsenal78910
7 жыл бұрын
Also, why is there a lone pair when mercury is bonded with 1 acetate and no lone pair when mercury is bonded with 2 acetates?
I had a quick question regarding these alkene reactions...are they all reversible?
@Leah4sci
Жыл бұрын
Most organic reactions are reversible, under the right conditions. 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/
in the end product should it be syn - hydration or not ? ( i mean the H in the same side as OH )
@beingfor1825
8 жыл бұрын
+Rania Mahfouz Hello, if you look at the mechanism carefully, you will find out that the oxymercuration method involves the of a triangle intermediate. so, the best way would be to add from the opposite side. It is anti.
@myappleidmoz
8 жыл бұрын
Ok ! ThanQ so much for helping ^^
@Leah4sci
3 ай бұрын
Oxymercuration is an Anti addition (Hydroboration follows syn addition)
In presence of Mercuric ion nucleophilic reaction occurs whether there is carbon carbon double bond. So why this reaction is known as electrophilic addition
@deepakpanjwani5214
5 жыл бұрын
Pl z mam reply fast
@Leah4sci
5 жыл бұрын
I'm sorry, but I don't offer tutoring through KZread comments. For help with this and more, I recommend joining the organic chemistry study hall. Full details: leah4sci.com/join
where did the hg lone pair come from? at 2:38
@Leah4sci
10 ай бұрын
If you write the electron configuration of Hg, you'll see that it has valence electrons that are present on the outermost shell of the atom. This lone pair is more than likely being pulled from the 5d subshell.
your awesome
@Leah4sci
7 жыл бұрын
Thank you :)
why did HG go to the primary than secondary if the secondary is the more stable one
@ayummuchan2374
8 жыл бұрын
markovnikov rule says that you should add the nucleophile to the carbon attached to the less carborn (more hydrogen) and that's why she add HgoAc to the primary carbon.
@Supsup516
8 жыл бұрын
***** Thanks for the reply!
@Leah4sci
2 ай бұрын
If Hg initially holds on to bot a primary and secondary carbon, the secondary carbon will have more partial positive character and THAT is where the incoming nucleophile will attack. In doing so, it breaks the bond between that carbon (secondary) and is no longer attached. However, because it didn't break the bond between Hg and primary, those 2 are still attached specifically BECAUSE it was less stable / less partial positive character
super
@Leah4sci
6 жыл бұрын
Glad you like it!
why the more substituted carbon has a bigger partial charge,and attracts the nucleophile.
@DJoeLawless
5 жыл бұрын
the hyperconjugation from the p orbitals of adjacent carbon atoms has a greater stabilizing effect on a more substituted carbon. basically more neighbors = more substitution = more sharing the electron deficiency
@Leah4sci
5 ай бұрын
If you're asking why the more substituted carbon has more partial charge, this has to do with carbocation stability, the more substituted the more stable. (I have a video on it here: leah4sci.com/carbocation
Where does acetate come from at 4:43 ?
@Leah4sci
Жыл бұрын
If you go back to the first step of the mechanism at 1:11, you'll see that one of the acetate groups was kicked out from the original Hg(OAc)2 reagent. That remains in solution, up until it might be needed to remove a proton.
@sillybilly5660
Жыл бұрын
@@Leah4sci thank you Leah. Great content even all these years later!