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Allylic/Benzylic Bromination With N-Bromo Succinimide (NBS) 

Professor Dave Explains
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We've learned about radical bromination for alkanes, but there is another method of radical bromination that can be applied to allylic and benzylic systems. This utilizes the reagent NBS, and it can be a useful synthetic technique. Let's check out the transformation this induces as well as its mechanism.
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4 авг 2024

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Комментарии : 109   
@AdamsAppleseed
@AdamsAppleseed 3 года назад
Man, this is amazing timing for my test tomorrow. Thanks as always Dave! You da real MVP helping me through organic chemistry.
@PunmasterSTP
@PunmasterSTP 2 года назад
I know it's been awhile, but how did your test go?
@AdamsAppleseed
@AdamsAppleseed 2 года назад
​@@PunmasterSTP I survived. Although chemistry isn't my strongpoint, I enjoyed learning from here.
@PunmasterSTP
@PunmasterSTP 2 года назад
@@AdamsAppleseed I'm glad to hear it! How are your studies going, or did you already graduate?
@AdamsAppleseed
@AdamsAppleseed 2 года назад
@@PunmasterSTP Graduated! Studying mechanical engineering now :)
@PunmasterSTP
@PunmasterSTP 2 года назад
@@AdamsAppleseed I'm glad to hear it!
@dukeydanger230
@dukeydanger230 2 года назад
Thank god for this video, we didn't do an example with NBS in class and the homework has about 15 problems with it! I was so confused, this really helped!
@prashant4799
@prashant4799 2 месяца назад
In which grade were you 2 years ago?
@DrNothing23
@DrNothing23 3 года назад
"Allylic/Benzylic Bromination With N-Bromo Succinimide"... NEVER clicked on a link faster!
@muditgaur2779
@muditgaur2779 3 года назад
True bro
@beaestellagamboa
@beaestellagamboa 3 месяца назад
Same
@mrunali3306
@mrunali3306 2 года назад
Thank you so much. I really needed this! I understood the concept 💜
@selenophile6688
@selenophile6688 2 года назад
Give this man a Oscar..he deserves this.. Huge respect towards you Sir 🙏👏🏻
@Grove-StreetHome
@Grove-StreetHome 2 года назад
Are you in class 11th?? Preparing for which exam?
@selenophile6688
@selenophile6688 2 года назад
@@Grove-StreetHome why you asked this!
@khushisingh8827
@khushisingh8827 3 года назад
Thanks proff. Dave to explaning in such a smarter way
@treysternamnam7577
@treysternamnam7577 3 года назад
That hair style is bangin brotha!!! Preciate you as always!
@janellemosquera6335
@janellemosquera6335 3 года назад
pop off professor, you stay educating us :D
@amnazulfiqar9621
@amnazulfiqar9621 3 года назад
Thanks alot sir...to summarize that information in conceptual way
@alfredtovar6451
@alfredtovar6451 Год назад
Thank you dude! That was qn excellant explaination!
@divyanshusingh7287
@divyanshusingh7287 3 года назад
Awesome video!!!
@PunmasterSTP
@PunmasterSTP 2 года назад
It's kind of an odd experience scrolling through the almost entirely positive comments to see a few flecks of vitriol that are completely ridiculous. For my own part, I'll say thank you professor, for both these videos and for your service to the larger scientific community!
@ravi86591
@ravi86591 3 года назад
professor, you're amazingg!
@cherry8735
@cherry8735 Год назад
What if both allylic and benylic positions are available? Which will be preferred?
@EthnobotanikFAQ
@EthnobotanikFAQ 3 года назад
I‘ve seen NBS used to brominate aromatic compounds with allylic positions on the ring, eg in para substitution to the allylic carbon you had pictured. Is it factors like the reaction solvent that determines its reactivity?
@Felixkeeg
@Felixkeeg 3 года назад
NBS functions as a "Br+"-equivalent. Without bromide ions there is no bromine formation and thus no radical reaction. Core bromination is therefore a result of an nucleophilic attack of the aromatic ring on the bromo-cation. You will need a base to deprotonate the resulting sigma complex.
@amanadleshorts7429
@amanadleshorts7429 3 года назад
Nice explanation
@bryanu1737
@bryanu1737 3 года назад
He knows a lot about *TNT* , Professor Dave explains!...BOOM
@rayaazzam7536
@rayaazzam7536 2 года назад
thx this was very helpful
@fisikan2079
@fisikan2079 3 года назад
Amazing
@zaminahmed297
@zaminahmed297 3 года назад
Hey professor Dave, just curious did you ever get the master degree that you wanted? Really a huge fan of your channel and videos on organic chem
@ProfessorDaveExplains
@ProfessorDaveExplains 3 года назад
Yep, I got the MA in science education in 2018.
@PunmasterSTP
@PunmasterSTP 2 года назад
@@ProfessorDaveExplains I'm just curious, and please forgive me if you already mentioned this somewhere or it's too personal, but what are you up to outside of RU-vid these days?
@ProfessorDaveExplains
@ProfessorDaveExplains 2 года назад
Not much honestly, this is quite the full time endeavor. But I am working on getting way ahead on the content so that I can return much of my energy towards music this year.
@PunmasterSTP
@PunmasterSTP 2 года назад
@@ProfessorDaveExplains Oh that's awesome, and I feel honored that you replied! I hope your music goes well.
@mayabudburgh6084
@mayabudburgh6084 2 года назад
Thank you so much
@alirizademir8242
@alirizademir8242 2 года назад
شكرا مسبقا ❤️
@lovenature8766
@lovenature8766 3 года назад
Proff dev that's a lot ... I want to know does you make only video for us studying informally or are you getting formal education from each subject. It mean I want to know your history and sucess in every science subject ..that helps to motivates me...plz reply
@ProfessorDaveExplains
@ProfessorDaveExplains 3 года назад
check out "ask professor dave #2"
@YashSingh-nx7pb
@YashSingh-nx7pb 3 года назад
Awesome
@sheri-.-
@sheri-.- 2 года назад
🤟 you rock Professor Thanks a lot 😊
@chemistfatimasmartscientis3923
@chemistfatimasmartscientis3923 3 года назад
Hi I am a twelve year and I was amused by you vedio too much and I knew it!!!!
@chemistfatimasmartscientis3923
@chemistfatimasmartscientis3923 3 года назад
@@Buddytwogun No, I am a genius kid that makes these for person
@chemistfatimasmartscientis3923
@chemistfatimasmartscientis3923 3 года назад
@@Buddytwogun !!
@chemistfatimasmartscientis3923
@chemistfatimasmartscientis3923 3 года назад
@@Buddytwogun Really don't say that🌻
@chemistfatimasmartscientis3923
@chemistfatimasmartscientis3923 3 года назад
@@Buddytwogun 🌷🍊🌷
@roshanpatil3078
@roshanpatil3078 2 года назад
thank you 👍👍🙏🙏
@jamesprince571
@jamesprince571 3 года назад
1:36 where is hydrogen on nitrogen in succinimide??
@tetekofa
@tetekofa 3 года назад
"Professor" Dave is a fraud. He doesn't have a clue.
@thomasneal9291
@thomasneal9291 3 года назад
@@tetekofa you know, since this is a commercial channel, I'd love to see Dave sue you little asshats for libel. he certainly CAN.
@heheboiii6285
@heheboiii6285 3 года назад
I am pretty sure its implied so it needn't be actually shown everytime.
@jamesprince571
@jamesprince571 3 года назад
@@heheboiii6285 we have to put Hydrogen if it's a hetero atom, if carbon it's understood
@heheboiii6285
@heheboiii6285 3 года назад
@@jamesprince571 Idk man,maybe the professor forgot to do that🤔
@sysfailureexe6038
@sysfailureexe6038 3 года назад
Thank ü
@dieholdfoundation6705
@dieholdfoundation6705 3 года назад
Dave, what is your educational background? I am curious, and why did you get into this business?
@fisikan2079
@fisikan2079 3 года назад
Yeah I want to know also
@joeferdin9871
@joeferdin9871 3 года назад
He has a seperate playlist for misc. questions and also about his education,music turn,etc.
@fisikan2079
@fisikan2079 3 года назад
@@joeferdin9871 amazing
@NapaCat
@NapaCat 3 года назад
Ah yes, Doug. What's _your_ scientific background? Making false predictions using a bible? Diehold is pathetic. 'Give a competent rebuke' is too much to ask from you.
@muditgaur2779
@muditgaur2779 3 года назад
Thank you sir Love from India❤️❤️❤️❤️❤️❤️❤️
@monikasangwan4466
@monikasangwan4466 Год назад
From which country you are?
@glennpearson9348
@glennpearson9348 3 года назад
Always love your work on chemistry, Professor Dave. Thanks!
@pfeliciano4062
@pfeliciano4062 3 года назад
dude your hair cut makes you look 10x finer
@khushijain9668
@khushijain9668 3 года назад
Hey professor. This is out of topic but can you please make a series on physical chemistry including topics like chemical kinetics, electro chemistry, solutions, gaseous state , equilibrium etc etc... PLEASEEEEEEEEE????
@khushijain9668
@khushijain9668 3 года назад
Btw congratulations on 1million subs🥺❤️
@ProfessorDaveExplains
@ProfessorDaveExplains 3 года назад
Well I covered all of that in my general chemistry playlist, but perhaps one day I'll go into more depth.
@ModernEducationYt
@ModernEducationYt 3 года назад
Can you please make videos on electrostatics
@Luca-wt4dn
@Luca-wt4dn 3 года назад
Why doesn't radical dibromination occurr, giving the same product of a thermal dibromination? If you look at the Bond Dissociation Energies, you have (kcal/mol): C=C pi bond = 65 C-H allylic sigma bond = 85 C-Br sigma bond = 68 C-Br allylic sigma bond = 50 H-Br sigma bond = 88 The mechanism here implies: 1)C-H abstraction by radical Br (-85 + 88 = +3) 2)C-Br allyl sigma bond formation (+50) Total = 50+3 = 53 kcal/mol With a hypothetical radical dibromination you would have: 1) C=C pi bond breaking (-65) 2) 2 C-Br sigma bond formations (+68*2 = +136) Total = -65+136 = 71 kcal/mol The two pathways should at least compete, but why does only allylic bromination happen while radical dibromination doesn't? I guess some kinetic effect plays a role, maybe affecting the pre-exponential term of the arrhenius equation and slowing down the hypotetical radical dibromination
@grithelbasnig2500
@grithelbasnig2500 3 года назад
Hi Sir. (I know its out of the topic) but please help me to combine valine and lysine, their structures suckkkkkk pleasee
@PunmasterSTP
@PunmasterSTP 2 года назад
Do you mean "combine" as in a condensation reaction that forms a peptide bond, or in some other sense?
@hiromishimada7200
@hiromishimada7200 3 года назад
damnn just in time for my org chem probset. thanks a lot !
@PunmasterSTP
@PunmasterSTP 2 года назад
How'd the rest of ochem go?
@hiromishimada7200
@hiromishimada7200 2 года назад
@@PunmasterSTP i passed it !!!
@PunmasterSTP
@PunmasterSTP 2 года назад
@@hiromishimada7200 Sweet, I’m glad to hear it!
@Blubb5000
@Blubb5000 3 года назад
Finally a topic that is important for everyone to know all about it. (What the hell was he even talking about?!? I know some of the words he said... but not in this combination.)
@williamchamberlain2263
@williamchamberlain2263 3 года назад
Come on - everyone wants to brominate their alkanes
@Blubb5000
@Blubb5000 3 года назад
@@williamchamberlain2263 I broomed my alcove. Does this count?
@Thaumius
@Thaumius 3 года назад
is this the first organic chemistry lecture to not feature your whiteboard?
@backstreetfan2887
@backstreetfan2887 3 года назад
I ❤️ O chem
@varunij5824
@varunij5824 3 года назад
🙏🏻🙏🏻🙏🏻🙏🏻
@tohi2302
@tohi2302 3 года назад
Please do a response video to the response video from Pierre!!! This time without your childish insults !!!
@ProfessorDaveExplains
@ProfessorDaveExplains 3 года назад
There's nothing to respond to, slick. Why are you whining about it in a chemistry tutorial?
@thomasneal9291
@thomasneal9291 3 года назад
Fuck off already you pierre psychos. You don't know shit about shit. You're embarrassing yourselves and wasting everybody else's time just by having to scroll past your inanity.
@NapaCat
@NapaCat 3 года назад
Ah yes, Ben. Give you more of a platform with another video on your protege? No thanks.
@devjani4066
@devjani4066 3 года назад
just like ..anti-markovnikov rule...homolysis..radical based reaction
@ayushshukla1042
@ayushshukla1042 3 года назад
:)
@whoUthank
@whoUthank 3 года назад
Bullying a modern day Copernicus will be a stain on you one day. Especially when you have to reconcile that you are the scientific equivalent of a flat earther. No need to respond slick, just go do your homework champ. Good talk bud.
@ProfessorDaveExplains
@ProfessorDaveExplains 3 года назад
Haha, a modern day Copernicus! That's funny, because Pierre isn't an astronomer. Or a scientist of any kind. He's a snake oil salesman. And you fell for it. Do try to avoid commenting on my academic tutorials, as you clearly have no interest in learning science. Ok sport?
@thomasneal9291
@thomasneal9291 3 года назад
@Strafe Craft "Good talk bud." I'm not your buddy, guy... ru-vid.com/video/%D0%B2%D0%B8%D0%B4%D0%B5%D0%BE-zuQK6t2Esng.html figured I'd toss something actually worth watching instead of your inane commentary. I know, I know, I didn't NEED to.
@NapaCat
@NapaCat 3 года назад
Pierre ain't a maverick, an astronomer, or even a scientist anymore.
@ModernEducationYt
@ModernEducationYt 3 года назад
1st comment
@babarazamsucks
@babarazamsucks 3 года назад
First!
@jhydpumar3244
@jhydpumar3244 3 года назад
thanks professor dave ! the Jesus Christ look alike in Chemistry. Like if you agree haha
@danielpatterson9599
@danielpatterson9599 3 года назад
Dave is eveything wrong with science and physics today. And a know-nothing child attacking the giant that is Pierre-Marie Robitaille. Why, because he thought he that he saw an easy mark for clicks, or was he just humoring his own narcissism? Shame on Dave!
@ProfessorDaveExplains
@ProfessorDaveExplains 3 года назад
Haha, if you think Pierre is a "giant", then what are actual real scientists? Grow up, slick. Maybe learn some science while you're here, yeah?
@thomasneal9291
@thomasneal9291 3 года назад
"a know-nothing child attacking the giant that is Pierre-Marie Robitaille" wow, argument from authority much? yikes.
@NapaCat
@NapaCat 3 года назад
Run back to Benny for your muffin, bud.
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