Friedel Crafts Alkylation and Acylation Reaction Mechanism - Electrophilic Aromatic Substitution
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- Опубликовано: 27 дек 2016
- This organic chemistry video tutorial provides the mechanism of the friedel crafts alkylation and acylation reaction which is a type of electrophilic aromatic substitution reaction. This video contains plenty of examples and practice problems.
Here is a list of topics:
1. Friedel Crafts Alkylation Reaction
2. Benzene, Tert-Butyl Chloride, and AlCl3 Lewis Acid Catalyst
3. Tertiary Carbocation Intermediate Formation
4. Nucleophile (Benzene) vs Electrophile (Carbocation)
5. Methyl Chloride - No Carbocation Intermediate
6. Fridel Crafts Alkylation Limitations - Polyalkylations, Strong Deactivating Groups, and Carbocation Rearrangements - Hydride Shifts
7. Ortho Para Activators - Toluene and Xylene
8. Other Carbocation Sources - Alkene + HF
9. Friedel Crafts Acylation Mechanism - Acid Chloride
10. Clemmensen and Wolff-Kishner Reduction.
Final Exams and Video Playlists: www.video-tutor.net/
In case anyone was wandering like me: there is no inherent difference in the mechanism of Friedel Crafts Alkylation vs Acylation. The difference is one is the addition of a alkyl group and the other is the addition of an acyl group. In case you don’t know what that means (I didn’t lol!) an acyl group has a double bonded oxygen whereas an alkyl group does not. Good luck! And thanks for the upload man- this video helped me out tremendously.
Michael Carnahan and you need an acid like HCl to get rid of the oxygen right?
Good analysis of reaction
The difference is that an acyl group does not undergo rearangement, so if there is a product you need from alkylation, but the group would rearange, simply take an acyl group and after adding it to the ring, break the c=o bond with An acid as said in 17:29 and you are done 🤟🏻
literally the answer I was looking for. Thanks #inorganicexam
Good one mate thx
Wow... How did my prof make this sound so convoluted and difficult... and hearing you explain it it's so straight-forward.
well shit, I'm having this in high school. 0 explanations given.
omg I finally understand why highly activating and deactivating groups cause no rxn. thank you!!
This question at 11:58 was asked in jee adv 2022! Thanks man i finally understood why propyl benzene is not the major product
This is an eamcet q as well
Thank you so much for all your videos. Honestly I understand everything perfectly when I am watching your videos. Its so helpful and easy explained. Wouldn't know how to write my OC exam without it. Thank you !!
Hydride shift! Right! That's exactly what I needed to know.
GREAT VIDEO......he always says something that makes me think. You could use the mozingo reduction also to get rid of the carbonyl after acylation. Also for F.C. acylation you need at least a stoichiometric amount of catalyst cause the catalyst form dative bonds forming complexes with carbonyl oxygens (their lone pair electrons) so the catalyst is not regenerated. Throwing some ice water in at the end of the reaction will break the adduct
I Love you so much !!! thank you, thank you, thank you! you are amazing and Your videos are the best !!! I would be dying in my class if weren't for you and your videos. You have such a great talent for teaching. My professor sucks and he loves to waste time he's been driving me mad !!
Amazingly explained. Loved it.
Bro you gave me back my confidence ggs brother would never forget you if I get a good college this time
this helped me alot !!!!my exam is next week and i was looking to good explanation like that . thanks alot💕💕💕✨✨
Very helppppfuulllll....
Thanks a lot!😇😇😇
Thank you once again.
Thank you very much doctor
It's a nice work thnk u
World best chemistry chanel
Great..love from india
Much appreciate for this video! Will you make another video for intramolecular Friedel-Crafts alkylation and acylation? Thanks!
Your videos are amazing!!!! They help me so much. But the volume is always so low. It's so hard to hear on my computer. When ads go by, they are so much louder than your videos. But anyways thank you for all you do.
Good Lecture.
Just a quick question... at around 4 minute, Cl- is a really weak base, how does it take H away? Thx!
Vinyl halides and aryl halides do not react in Friedel-Crafts alkylation. B/C the carbocations derived from those halides are highly
unstable and do not readily form. THANKS!
your're the best
There is a mistake in 16:22, it is supposed to be tertbutylbenzene instead of isopropylbenzene
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Shouldn’t benzene’s double bond present in the form of ring ?
brilliant
your voice man like wow xd really good 👌 lol
BELISSIMO!
you said that the methyl chloride wouldn't work the first way, but could you use the Acylation method with the ketone oxygen to form a methyl branch on the benzene?!
Isn't there any general form of these reactions?
Toooo good
14:42 Why does the base (Cl-) attacks the hidrogen instead of the carbocation?
At 16:30 you went from a iso propyl to t-butyl ...is that correct, I thought only the double bond would form
I'm assuming it's a minor error. Thanks for the video, appreciate it!
Yes there would be formation of double bond; however, it should be tertbutyl, not iso.
Will alkylation occur in p-nitro toluene?
No I guess
YEAAAAA
You mentioned that NO2 will prevent alkylation from occurring, but what about acylation? Can acylation still occur via meta-addition if NO2 is present?
No, it can not occur considering that a nitro group is an Electron Withdrawing group, a positive charge will be resonating. The alkylation is prevented from occurring because positive charge simply does not react with another positive charge. In the case of acylation, you are also forming a carbocation ('+' charge) which will not react like in the case of the alkylation reaction.
In which grade are you studying this....
audio is low!
Friedel Crafts in practice:
ruclips.net/video/KQZYMfP1IcQ/видео.html
Here's a video for this reaction:
ruclips.net/video/KQZYMfP1IcQ/видео.html
voice always too low