Nucleophilic Aromatic Substitution Reaction Mechanism - Meisenheimer Complex & Benzyne Intermediate
This organic chemistry video tutorial discusses the mechanism of nucleophilic aromatic substitution reactions. The first type involves a resonance stabilized carbanion intermediate known as the meisenheimer complex which is formed whenever the Benzene ring derivative contains a strong electron withdrawing group such as a nitro group which activates the ring toward SnAr reactions. The Benzyne intermediate occurs when there are no strong electron withdrawing groups present. A strong base / nucleophile such as NaNH2 is needed which will produce an aniline derivative. The benzyne intermediate pathway is an elimination-addition reaction where as the pathway that proceeds through the meisenheimer complex is an addition elimination reaction. This video contains plenty of examples and practice problems.
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3 жыл бұрын
@@crazyeditz7502 smelly india 🤢🤢🤮
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2 жыл бұрын
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@o-sama998
Жыл бұрын
Fuck india
Im on vacation and Im learning so much more watching your videos than I did on the semester, thank youuuuuuuuuuuuuu!
@shanthala1345
2 жыл бұрын
Iam also learning in holidays 🥺
@MovieMania-pw7uv
11 ай бұрын
What? You learning this in University level? Here I am facing all these organic chemistry in grade 11,India. Cheers to you mate! Have a nice day
Sir please make video of benzyne reactions and formation...your videos have been thirst relievers...huge respect sir!
at 6:55 when you drew the second resonance structure, I believe you meant to put the double bond formed by the lone pair on the two left most carbons but accidentally put it on the top carbon, making it a carbon with 5 bonds total. Just incase anyone caught that and was confused.
@ethanlittlestone1122
5 жыл бұрын
yes thanks so much lol I was so confused
@gino3006
4 ай бұрын
Was bothering the hell out of me
Meisenheimer? More like “Many thanks because now we’re wiser!” Your videos, and not just those on organic chemistry, are amazing.
@iwanttwoscoops
2 жыл бұрын
haha so funny
@PunmasterSTP
2 жыл бұрын
@@iwanttwoscoops Hey there’s no substitution for the aroma of good humor…
Really......your vedios are awsome sir.....love from india
@inspirefy.
3 жыл бұрын
Love from Pakistan
We love you from ethiopia 🇪🇹🇪🇹
You r always amazing....thank u so much
If l had EWG meta to leaving group Will it react by addition elimination reaction or elimination addition reaction????
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Explanation SN1 using benzenedizonium chloride
7:00 the carbon has 5 hands isn't that wrong?
So can you still have nuc sub at the meta position, just very little, or not at all due to the lack of stabilisation via the NO2?
What reaction would occur of the EWG is trifluoromethyl instead of the nitro group?
Thank you...from Iraq
This is the beauty of Chemistry !!
@ronlund5291
5 жыл бұрын
Organic Chemistry is Satan's mother.
@PunmasterSTP
2 жыл бұрын
@@ronlund5291 I never knew I’d read that phrase in my life, but I do agree that ochem is really difficult!
@ronlund5291
2 жыл бұрын
@@PunmasterSTP agreed. Although, that is way behind me. I graduated shortly after I posted that 2 years ago 😁
@PunmasterSTP
2 жыл бұрын
@@ronlund5291 I’m glad it’s behind you! If I might ask, where’d you end up after graduating?
@shanayabhajanmala5423
Жыл бұрын
@@ronlund5291 are u a allenite?
Love from Egypt
what exactly determines the "leaving group"
4;11 thats a good looking benzene!!!
In the last one could you tell the major product
@mortman372
3 жыл бұрын
major product would probably be the first one due to sterics
How come you dont need an EWG for these reactions? Dont you need it for nucleophilic reaction?
@Callmeromain2016
5 жыл бұрын
The reaction can occur without the EWG. If there's an EWG at the ortho/para position the reaction proceeds through the "Meisenheimer complex" intermediate. If there's no EWG the reaction can proceed through the "Benzyne" intermediate. May wanna look up these terms.
@shanthala1345
2 жыл бұрын
You won't need if you have a very strong nuceleophile or base
How do you know that sodium is a spectator ion?
@OLUWAMAYOWA.
3 жыл бұрын
we just do. We learnt that in gen chem.
@annieharmer1636
2 жыл бұрын
ur mom
Is it possible to make phenol instead of aniline?
@Expiryoption
6 жыл бұрын
dan da yes Replaced chloride added OH group than we get Nitro phenol than make a aniline of by reduction than we will get Para hydroxy aniline than diazotise by HCl and NaNO2 at 0-5 C and earn it than I will get Phenol
tysm
Last question what's the major product?
@bbk9625
4 жыл бұрын
the para product
@user-zj9zc7ms6n
3 жыл бұрын
@@bbk9625 para to what methyl or isopropyl???
@shanthala1345
2 жыл бұрын
@@user-zj9zc7ms6n Isopropyl
@shanthala1345
2 жыл бұрын
@@user-zj9zc7ms6n meta to methyl
does chlorobenzene react with sodium amide at all ??
@elizabethahiagba5380
5 жыл бұрын
Yes it does and that’s what he used for the addition elimination reaction where the chlorine is replaced with the amines group.The sodium is more like a catalyst
Sir this is for benzyne mechanism?..?????
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اشخري يحسنية
ur so cute ily