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Oxymercuration Demercuration Reaction Mechanism

  Рет қаралды 171,694

The Organic Chemistry Tutor

The Organic Chemistry Tutor

Күн бұрын

This organic chemistry video tutorial provides a basic introduction into the oxymercuration demercuration reaction mechanism of alkenes into alcohols using Hg(OAC)2 with H2O and NaBH4.
Alkene Reaction - Stereochemistry: • Meso Compounds, Enanti...
Simmons Smith Reaction Test Question:
• Cyclopropane Ring Form...
Syn Vs Anti Addition Test Question:
• Anti Addition vs Syn A...
Alkene Epoxidation Test Question:
• Halohydrin Formation a...
Alkoxymercuration Demercuration Test Question:
• Alkene + Hg(OAc)2 - Al...
Ozonolysis Test Question:
• Oxidative Cleavage of ...
________________________________
Stereochemistry R/S Configuration:
• Stereochemistry - R S ...
Optical Activity & Specific Rotation:
• Optical Activity - Spe...
SN1, SN2, E1, E2 Reaction Mechanisms:
• SN2 SN1 E1 E2 Reaction...
SN1, SN2, E1, E2 - Practice Test:
• SN1 SN2 E1 E2 Reaction...
Alkene Reactions Review:
• Alkene Reactions
________________________________
Alkyne Reactions Review:
• Alkyne Reactions
Organic Chemistry PDF Worksheets:
www.video-tuto...
Organic Chemistry 1 Exam 2 Playlist:
bit.ly/3PKEApB
Organic Chemistry 1 Final Exam Review:
• Organic Chemistry 1 Fi...
Full-Length Videos and Worksheets:
/ collections

Пікірлер: 87
@TheOrganicChemistryTutor
@TheOrganicChemistryTutor Жыл бұрын
Organic Chemistry PDF Worksheets: www.video-tutor.net/orgo-chem.html Full-Length Exams and Worksheets: www.patreon.com/MathScienceTutor/collections Next Video: kzfaq.info/get/bejne/fd1-arVhqb3SdHk.html Alkene Reactions: kzfaq.info/get/bejne/orGCgrtiqJaugqc.html
@redwillowofdreams8931
@redwillowofdreams8931 Жыл бұрын
Holy crud I might cry, it's near the end of the semester and I've discovered this guy's Ochem full playlist. I will watch these and study them for my primary ochem knowledge through the end of ochem 1 and all of ochem 2. He even made final exam reviews for both...OChem tutor, you are my hero now, I'm not even kidding, I am on the verge of tears of relief
@brooklynnb7782
@brooklynnb7782 4 жыл бұрын
this is where i give up
@tomatrix7525
@tomatrix7525 4 жыл бұрын
Brooklynn B Don’t give up! I’m finding this hard too, but you will do it? How did you do on your exams? I bet you passed. Do not give up, because that is worst thing you can do. I believe in you
@l1mbo69
@l1mbo69 3 жыл бұрын
@@tomatrix7525 that was really wholesome
@ellen488
@ellen488 3 жыл бұрын
@@tomatrix7525 I really needed to hear that, thank you
@OLUWAMAYOWA.
@OLUWAMAYOWA. 3 жыл бұрын
dont !!!!
@brooklynnb7782
@brooklynnb7782 3 жыл бұрын
@@tomatrix7525 hiiii i never saw this! i passed orgo with a B 😭 and now i’m in grad school and THIS is where i give up 🤣🤣🤣 jk thank you for your kind words 😍🥺💕
@ScottNguyenRCAC
@ScottNguyenRCAC 5 жыл бұрын
Prof lecture + this vid = perfection
@albertmanqueros6896
@albertmanqueros6896 2 жыл бұрын
I am surprised this series has such few views. This guy has helped us all.
@daroofisonfire6370
@daroofisonfire6370 2 жыл бұрын
I did poorly on my first exam but your videos are helping me keep up. Thank you for the help boss
@SirChesterElderberry
@SirChesterElderberry 2 жыл бұрын
How'd the next one go?
@matthewmedina.
@matthewmedina. 10 ай бұрын
After multiple lectures I never understood this but in 90 seconds you made it make sense. God bless you man
@adrijeetnanda8134
@adrijeetnanda8134 Ай бұрын
The video explains the oxymercuration-demercuration reaction of alkenes, its regioselectivity, and mechanism. It also provides a practice problem and offers100 multiple choice problems for a chemistry final exam. [00:00] The video explains the oxymercuration demercuration reaction of alkanes - The reaction involves reacting an alkene with mercury two acetate and water - The oxymercuration step adds an OH group to the more substituted carbon and mercury to the less substituted carbon - The demercuration step removes the mercury and replaces it with a hydrogen atom using sodium borohydride - The mechanism involves the ionization of mercury acetate, attack of the alkene on the mercury atom, and stabilization of the intermediate by resonance [03:00] Oxymercuration reaction produces a racemic mixture of both R and S two-butanol. - Secondary carbons with a positive charge are more stable than primary carbons - The major resonance contributor is the most stable resonance structure - Water attacks the secondary carbon atom due to its higher partial positive charge - The oxymercuration step involves using a base to remove a hydrogen atom - Sodium borohydride is added in the final step to get the alcohol product [06:05] Oxymercuration reaction does not undergo rearrangement and results in OH group on more substituted carbon atom of double bond - No rearrangement occurs in oxymercuration reaction - OH group is added to the more substituted carbon atom of the double bond - Results in a racemic mixture of products [09:05] The oxymercuration reaction results in anti-addition and can produce enantiomers - The O-H group and mercury acetate group must be on opposite sides - The alcohol group can be placed on either carbon atom of the double bond - For a non-chiral carbon, only one stereoisomer is produced - For a chiral carbon, two stereoisomers can be produced with the O-H group on the wedge or dash
@shreyaskarsaha9967
@shreyaskarsaha9967 2 жыл бұрын
your teaching is lucid clear
@valerierachaelwinter4701
@valerierachaelwinter4701 2 жыл бұрын
The key with OCM watch and practice as much as possible ..expose yourself ..otherwise just watching without doing anything is risking....I watched this video first time it was hardddd ..but the more I practiced the more I got the drift and remembered what The OCM tutor was sayin in this video ..dont be lazy lol ..just practice
@christophemakilanko4704
@christophemakilanko4704 5 жыл бұрын
I love your teaching, you help me for many things.
@darshmenon5538
@darshmenon5538 5 жыл бұрын
welcome
@Sai1ence
@Sai1ence 4 жыл бұрын
Things starting to get interesting!
@Ririavery
@Ririavery 11 күн бұрын
Why aren't we doing ring expansion at 8:30?
@ayshaazath4240
@ayshaazath4240 Жыл бұрын
Thank you so much sir
@abohamzamohamed8288
@abohamzamohamed8288 Жыл бұрын
sir you must add THF to H2o to make a reaction
@TheToxicMegacolon
@TheToxicMegacolon 5 жыл бұрын
Thank you, the problems helped a lot!
@darshmenon5538
@darshmenon5538 5 жыл бұрын
welcome
@dQ__dU_dW
@dQ__dU_dW 5 ай бұрын
​@@darshmenon5538why the hell are you saying welcome 💀💀
@ebysco2360
@ebysco2360 5 ай бұрын
Thank you so much for making this video
@aiyshasulaiman5755
@aiyshasulaiman5755 3 жыл бұрын
Super helpful video. Thank you so much!
@lalusona59
@lalusona59 2 жыл бұрын
Sir, in the hybrid structure, the +ve charge on Hg>+ve charge on 2°C atom>+ve charge on 1°C atom.Now,H2O is a nucleophile.Then it should attack the most electron deficient region of the hybrid that is, the Hg atom.But instead of that it attacks the 2°C atom.Why is this so?Could you explain?
@realbruh850
@realbruh850 6 ай бұрын
no space for h2o to attack
@fadophreumz5865
@fadophreumz5865 3 жыл бұрын
Why mercury has more than 2 valence electrons?
@ebennani9936
@ebennani9936 24 күн бұрын
Why didn't you do a ring expansion for the vinyl pentene and mercury acetate with sodium borohydride reaction
@asquire9955
@asquire9955 Жыл бұрын
In the first example, why did the carbocation not shift to the left since it has more alpha-H and will be stabilized by hyper-conjugation?
@cddancefilm1752
@cddancefilm1752 Жыл бұрын
My prof said no rearrangement for these reactions. Don’t ask me why … I’ve just accepted it and committed it to memory 😂
@Kynxs
@Kynxs 2 жыл бұрын
ong this guy deserves more
@subhadeepacharya6894
@subhadeepacharya6894 6 жыл бұрын
I love your teaching
@darshmenon5538
@darshmenon5538 5 жыл бұрын
thanks
@lectures7852
@lectures7852 3 жыл бұрын
by May 2021 you will be at 3M subs
@brax300
@brax300 2 ай бұрын
3 years later in 2024… almost 8M
@tinimeshack2242
@tinimeshack2242 2 жыл бұрын
What is the product formed when i carry out oxymercuration-demercuration hydration of a benzyl methyl ketone like 1-phenyl-3-butanone?
@gersonmorales1139
@gersonmorales1139 2 жыл бұрын
What about the intramolecular capture of mercuronium salt?
@saphonymousplayer1235
@saphonymousplayer1235 5 жыл бұрын
11:31 is first one major due to inductive effect stabilizing carbocation?
@sandeep7973
@sandeep7973 4 жыл бұрын
There is no carbocation formation
@fstudies6913
@fstudies6913 2 жыл бұрын
sir pls my question is, are the acetate and the mecury gonna form part of the products for the anti addition?
@user-hy1mr6vh1v
@user-hy1mr6vh1v 3 жыл бұрын
CH3-CH2-CH(OH)-CH2(HgOAc) Как называется это вещество?
@WorldisOne
@WorldisOne 2 жыл бұрын
Butan-2-ol acetoxymercury
@aiyshasulaiman5755
@aiyshasulaiman5755 3 жыл бұрын
Thank you so much!!
@kingsleyobuobi7421
@kingsleyobuobi7421 3 жыл бұрын
Thanks man
@maruather8588
@maruather8588 3 жыл бұрын
man I love you
@melanierodriguez4168
@melanierodriguez4168 3 жыл бұрын
are we always adding OH
@ryanromola6267
@ryanromola6267 4 жыл бұрын
why wouldn't the cyclopentane under go a ring expansion during the time there is a carbocation intermediate?
@nazehsaad9491
@nazehsaad9491 4 жыл бұрын
Rearrangements don't occur in oxymercuration reactions.
@saramatraku6317
@saramatraku6317 Жыл бұрын
methyl shift?? 8:20
@Anaschro
@Anaschro 4 жыл бұрын
On the problem of 7:33, why can't you do a methyl shift?
@Anaschro
@Anaschro 4 жыл бұрын
I assume that hydride/ methyl shifts just aren't a thing for this type of reaction
@sandeep7973
@sandeep7973 4 жыл бұрын
No rearranging due to non formation of carbocation
@mabe1272
@mabe1272 4 жыл бұрын
I love you really ❤️
@prometheus6853
@prometheus6853 6 жыл бұрын
How old are you?
@darshmenon5538
@darshmenon5538 5 жыл бұрын
15 years
@abohamzamohamed8288
@abohamzamohamed8288 Жыл бұрын
mercuric acetate with water without THF does not make any reaction
@N1tTROxUMP45
@N1tTROxUMP45 5 жыл бұрын
Can someone explain to me why there is no ring expansion at 8:45 ?
@darshmenon5538
@darshmenon5538 5 жыл бұрын
no time
@chrisattya5278
@chrisattya5278 5 жыл бұрын
I believe it is because there are no rearrangements with oxymercuration reactions
@barkhagangwani4066
@barkhagangwani4066 5 жыл бұрын
no carbocation forms so there is no substitution or expansion
@NavinKumar-im2gq
@NavinKumar-im2gq 5 жыл бұрын
Was the reaction at 11:28 correct?
@NavinKumar-im2gq
@NavinKumar-im2gq 5 жыл бұрын
I thought the one at the right was primary so you'd only have one place for the nucleophile to attack but then again I am not the best o chem student around so idk
@darshmenon5538
@darshmenon5538 5 жыл бұрын
it is correct u stupid boy
@Htiy
@Htiy 8 ай бұрын
My exams in 6 hours.. I feel like I’m gonna get a 5 a literal 5. Wish me luck I’ll update with the score tomorrow. I need a 25 to pass and idk if I’m even gonna get it 😅😅😢😢😢
@eka_chemist
@eka_chemist 7 ай бұрын
How much did you get
@gourangabiswas3377
@gourangabiswas3377 5 жыл бұрын
Great
@darshmenon5538
@darshmenon5538 5 жыл бұрын
welcome
@catherinawood3170
@catherinawood3170 Жыл бұрын
Can somebody help Me? !! My exam is tomorrow 😭
@nocap1398
@nocap1398 3 жыл бұрын
❤️
@triptiverma66
@triptiverma66 6 жыл бұрын
Nyc
@calluslabuschagne4653
@calluslabuschagne4653 3 жыл бұрын
But your display picture is ugly🤢🤢🤒
@annduruibe625
@annduruibe625 2 жыл бұрын
Damn
@jacobanthonygoldfine489
@jacobanthonygoldfine489 Жыл бұрын
Thumbnail inaccurate, terrible job
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