Hydroboration-Oxidation

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Hydroboration-Oxidation

Рет қаралды 83,912

Күн бұрын

We now know two ways of doing Markovnikov hydration, but what about anti-markovnikov hydration? Here is one way to do that, called hydroboration-oxidation. It has two steps, you guessed it, a hydroboration, and then an oxidation. Let's check out the mechanism!
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Пікірлер: 86

@lilysheehan1608 4 жыл бұрын

you are the best thing that has happened to chemistry

@quinnpuffer7901 6 ай бұрын

As someone with ADHD, learning from your channel is extremely easy. The way you organize the flow of information is perfect, and you make the video super engaging. My first college chemistry teacher was head of chemistry department at the school and he taught in a very similar way too you. I appreciate your work and effort very much. Also purely from the POV of a student, the way you explain material in smaller simpler ideas/terms is extremely helpful

@conman1395 6 жыл бұрын

I'm not even in ochem anymore. I just watch these for Dave

@alisalman9283 3 ай бұрын

This a craaaazy glaze but I feel you

@vasanthisuperkaruna3407 3 жыл бұрын

I am preparing for JEE exam. This Prof. Dave's 11 mins clip cleared all my confusions in comparison to My School teacher's 1 hr none whatsoever. Love you my dear sir.

@PunmasterSTP 2 жыл бұрын

Hey how'd the JEE go?

@HOPE-jm9zl 6 ай бұрын

@@PunmasterSTP Hey, how's your life?

@PunmasterSTP 6 ай бұрын

@@HOPE-jm9zlIt's pretty good right now! How is yours?

@HOPE-jm9zl 6 ай бұрын

@@PunmasterSTP average, preparing for jee too.

@PunmasterSTP 6 ай бұрын

@@HOPE-jm9zlI never took the jee, nor do I plan to, but I hear it can be tough. I wish you the best of luck!

@shanemichael9011 5 жыл бұрын

This was an Outstanding video. A great illustrative explanation of hydroboration along with syn addition and anti markovnikov products. Thanks again Prof. Dave for this !

@aurelienvandermosten1229 Ай бұрын

I don't comment often but couldn't say nothing this time... I was having a hard time with organic chemistry, beginning to be desesperate but your video is really helpful. Now I have hope again and start to understand. So thanks a lot ! (Btw it's really nice to have full access to the videos without having to pay and sell a kidney)

@pramodjaveri9743 3 жыл бұрын

Well explained Dave! And on a side note I must say that you look-alike an actor Ranveer Kapoor in India! Juz a fun fact...!

@nononomimi Жыл бұрын

thank you so much Prof Dave you helped me in almost every course I've taken😭

@AnilAbsolution 5 жыл бұрын

10:54 when we got that racemic mixture; since it's Anti-Markovnikov syn-addition; aren't we suppose to have methyl group as wedge bond, instead of a dash one. On the first racemic product, yes, the methyl group has dashed bond and its behind but for the second product of racemic mixture; if -OH group is being added from behind, from same side to the adjacent alkene group Carbon an H is also being added so doesn't that push -CH3 to front? Thanks Prof.Dave; your videos are making my life easier every day. I feel like you're family, since I see you more than I do my family :D

@ProfessorDaveExplains 5 жыл бұрын

for that one whether you draw the methyl on dash or wedge it's the same molecule, that's not a stereocenter. thanks for watching!

@AnilAbsolution 5 жыл бұрын

Thank you@@ProfessorDaveExplains! Hope to see you some day at our university, here in Umeå! Take care.

@preetindersingh570 4 жыл бұрын

@@ProfessorDaveExplains But shouldn't the CH3 group be a wedge on the second one, right?

@myrrhag3206 4 жыл бұрын

@@ProfessorDaveExplains Yes, I have the same question, on the second racemic product, shouldn't the H and OH add in syn fashion, so shouldn't the methyl group be on a wedge?

@ProfessorDaveExplains 4 жыл бұрын

guys, see above comment. there are two methyls so it's irrelevant which way you draw it, that is not a stereocenter.

@user-hq4bz5sb6c Жыл бұрын

This was awesome, my book shows none of the mechanisms and that's how I understand Organic! Thank you for your hard work and sharing your knowledge!

@kennedyweber9850 2 жыл бұрын

You sir, are amazing! You explain everything so well! Thank you!

@innocenttendomugaanire8278 4 жыл бұрын

Beautiful, Prof! Thanks so much

@SanaaJadeCruz 2 жыл бұрын

learned from my Professor clarified by you thank you

@colebrady178 9 ай бұрын

This was even clearer that o chem tutor well done! Thank you!

@cameronbose6946 3 жыл бұрын

Thank you so much! Very concise and helpful explanation

@gabyv572 Жыл бұрын

thanks that was awsome honestly

@newspace050 4 жыл бұрын

What if both carbons are the same? As in both secondary or something. Do you have two different answers? Will it not react? I'm working on a problem where I have to protect an alcohol, do the hydroboration-oxidation, oxidize it, then deprotect it.

@ProfessorDaveExplains 4 жыл бұрын

yes if the carbons are of equal substitution then you have the potential for structurally different products

@rubymiller4829 2 жыл бұрын

This helps explain it so well but I was wondering what is the structure names of the Anti-markovnikov name. I cant seem to get a right answer.

@user-gh1ns8uy7v 7 ай бұрын

We're enjoying your videos, they are helpful

@learningisfun889 Жыл бұрын

Thank You!

@Eric-sq4hd 4 жыл бұрын

makes perfect sense. getting straight A's in O chem... haven't made a single flashcard

@PunmasterSTP 2 жыл бұрын

Dang, straight A's without a single flashcard. That's impressive!

@wyrmofvt 3 жыл бұрын

What amoral reactions! They all just want to syn! I'll see myself out...

@khaketaiba228 Жыл бұрын

Your videos are quiet enough for me to understand 👍

@mariaaminasaoudi821 Жыл бұрын

in 11:24 can we consider the reaction non stereoselective since we obtain a racemic mixture ? Thank you

@mosuputsasuzanne3905 2 жыл бұрын

So without OH- in the NaOH, the oxidation will not occur?

@muhamadfaisalbinrachmanmoe5228 9 ай бұрын

U re the best❤

@rassimsimou1594 Жыл бұрын

Good

@Matz3randy 5 жыл бұрын

When do you call it stereoselektiv / specific? Since it is a syn-Addition we will always get the cis product....?

@ProfessorDaveExplains 5 жыл бұрын

so that is a kind of stereospecificity, but we can still get multiple products

@willperks789 7 ай бұрын

Shouldn’t the cyclo molecule react with 2 equivalents of its alkene form to make a trialkyl Borane? Then the deprotonated h2o2 attacks the boron? Then we continue the reaction with the -o-oh attacking one of the cyclohexane molecules attached to the borane followed by subsequent reaction of the OH to then allow the cyclo molecule with a O- to break off. Then we oxidize to get our alcohol product? Please correct me if I’m wrong.

@galymzhanserikzhan3609 Жыл бұрын

Professor Dave is a TopG 😎

@Ilosmycarro 3 жыл бұрын

You are more valuable to science than any other scientist to ever live. You’ve helped so many college students survive organic chemistry

@rebeccamussa7363 3 жыл бұрын

Thanks be blessed professor

@PunmasterSTP 2 жыл бұрын

I don't know about that; I thought Einstein and Newton were pretty valuable. But in any case, I definitely agree that Professor Dave is truly awesome!

@genathaimed2828 4 жыл бұрын

wow thank you so much.

@ankithsmenon1935 4 жыл бұрын

Great video

@pintyoke7856 4 жыл бұрын

thank you!!

@user-yn9im2kv3q 4 жыл бұрын

4:20 why's the carbon that is connected to two carbons is charged positive?

@ProfessorDaveExplains 4 жыл бұрын

the pi bond is dissipating and moving towards the carbon that will act as the nucleophile

@PunmasterSTP 2 жыл бұрын

Man, trying to study ochem without watching Professor Dave's videos would be a real syn. 😎

@quinnpuffer7901 6 ай бұрын

When I try to learn the next week of material by reading the textbook, this is how I feel

@PunmasterSTP 6 ай бұрын

@@quinnpuffer7901 After finding Professor Dave and everyone else on KZfaq, it’s a bit harder for me to imagine reading through a textbook.

@chriskim7123 5 жыл бұрын

First of all,Iam so thankful for these videos ! But, I think in the last example, you missed out the left methyl group on the bottom structure of backside syn addition. Hope you have a great day sir. :)

@ProfessorDaveExplains 5 жыл бұрын

no it's on there!

@chriskim7123 5 жыл бұрын

@@ProfessorDaveExplains Oh yes. You did mention that. Oops my bad :) I think my mind slipped a little. Thank you very much!

@nusratzahan2356 3 жыл бұрын

THANK YOU THANK YOU THANK YOU

@RaNdomGamers_Nitish4144 Жыл бұрын

What is the complex formed in the transition state called?

@mahbadabdulla7711 5 жыл бұрын

5:50

@BecomingAMan 4 жыл бұрын

I wish I watched these earlier

@disakasungoh9716 3 жыл бұрын

Sir can you give me the possible questions that will come in exam entrance from this topic?

@user-yn9im2kv3q 4 жыл бұрын

7:35 will you have BH2OH at the end of the reaction?

@21productions19 4 жыл бұрын

Yes. This will countinue to react with all of its 3 H Atoms and then you get H3BO3 (boron acid) as final by-product

@xXRachelClaireXx 5 жыл бұрын

Thank you Dave

@katerinatrifunova1911 4 жыл бұрын

Why are we running this in base and with H2O2 ?

@NN-nu3tv 5 жыл бұрын

Thank you!!!!

@alish5417 9 күн бұрын

I always fight the smartphone screen monitor ,am i ANTIMONITOR ?

@anadivaidya6106 7 ай бұрын

Ranveer Kapoor of Chemistry

@Chandankumar-uw1ev 6 жыл бұрын

Thanks

@chickenwang8786 10 ай бұрын

real life Oppenheimer fr

@giraffecat2828 2 жыл бұрын

JESUS!!

@Chandankumar-uw1ev 6 жыл бұрын

First comment

@calvinzhang4674 5 жыл бұрын

it seems you made a mistake at 11:19,the second structure

@ProfessorDaveExplains 5 жыл бұрын

i don't believe so!

@rajns8643 5 жыл бұрын

U r right, methyl grp and OH grp shouldn't be on same side

@juijani4445 3 жыл бұрын

@@rajns8643 No! Watch that part carefully! He explains precisely how it actually doesn't matter for that particular product since the carbon with the 2 methyl groups and a hydrogen is NOT a stereocenter!

@isabear5365 2 жыл бұрын

@@juijani4445 But in the second structure, the implied hydrogen would be a wedge making it anti instead of syn with the dashed OH right? So the structure would still be wrong but just for a different reason (?). I'm not disagreeing or anything, just need clarification.

@juijani4445 2 жыл бұрын

@@isabear5365 I generally e-mail Dave to inform him of any errors in the videos which he might've missed to correct. So I did just that but, in this case, it was more of a query rather than a correction. He replied: "For that one it doesn’t matter because it’s not a chiral center, two methyl groups. But we do get hydroxyl on either dash or wedge and they are enantiomers." So, one way or another, the point about the carbon atom being "achiral" still stands strong. I'm satisfied by his answer and feel severely underqualified to question him any further for I'm just a dental major whereas he's a organic chemistry wizard!