Can someone explain clearly friedel-crafts reactions' limitations? I get too confused searching online.

It would be great if it is explained like in 2 parts for acylation and alkylation if there are any differences at all.

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I’ve been stuck on this reaction, unable to do the mechanism. It’s a friedel-craft reaction. Please help (β€˜:
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πŸ‘€︎ u/fireseagoat
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In this series of exercises we were using Friedel-Crafts reactions (which the teacher used in her answer) and when I asked her if my way would work she said yes, but I couldn’t really find the reaction on the internet... Is my reaction doable and if so, what conditions would I need?
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πŸ‘€︎ u/Chouras56
πŸ“…︎ May 15 2020
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Draw the mechanism of the Friedel-Crafts alkylation for the two reactions below.

Can someone help with this? Thanks a lot :)

https://preview.redd.it/q712kpmlhi151.jpg?width=2048&format=pjpg&auto=webp&s=efd59c67bbee1eca4bf953b360904c93fbf219f9

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πŸ‘€︎ u/_jojo111
πŸ“…︎ May 28 2020
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BrΓΈnsted Acid Catalyzed Friedel‐Crafts‐type Coupling and Dedinitrogenation Reactions of Vinyldiazo Compounds

The direct Friedel‐Crafts‐type coupling and dedinitrogenation reactions of vinyldiazo compounds with aromatic compounds using a metal‐free strategy are described. This acid‐catalyzed methodology is efficient for the formation of α‐diazo‐β‐carbocations (vinyldiazonium ions), vinyl carbocations, and allylic or homoallylic carbocation species via vinyldiazo compounds. By choosing suitable nucleophilic reagents to selectively capture these intermediates, both trisubstituted Ξ±,β‐unsaturated esters, β‐indole‐substituted diazo esters, and dienes are obtained in good to high yields and selectivities. Experimental insights implicate a reaction mechanism involving the selective protonation of vinyldiazo compounds and the subsequent release of dinitrogen to form vinyl cations that undergo intramolecular 1,3‐ and 1,4‐ hydride transfer processes as well as fragmentation.

https://ift.tt/3cctLHY

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πŸ‘€︎ u/TomisMeMyselfandI
πŸ“…︎ May 06 2020
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Friedel- Crafts Reaction

https://imgur.com/EK2DO3q

Based on the reagent used in this reaction, it is a Friedel Crafts Acylation reaction but what would be the mechanism in order to get to the product?

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πŸ‘€︎ u/pokestan3000
πŸ“…︎ May 22 2018
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Friedel-Crafts reactions: why anhydrous

If you wanted say to use (CH3)3COH and H2SO4 to add a tert butyl group to benzene, wouldn't it be necessary to have water as a solvent for the Sulphuric acid?

Am I missing something fundamental?

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πŸ‘€︎ u/lnhelp
πŸ“…︎ Jan 26 2015
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Organic Chemistry - Friedel Craft reaction

I am having some trouble in the following question.
In Friedel Craft reaction, I know that the Electrophile will attack the ring. In the option D, during resonance, +charge will resonate through the ring. However the answer given is c in the answer key. How is it so?

https://preview.redd.it/1ohwnh919ia21.jpg?width=1597&format=pjpg&auto=webp&s=3e523bb3e48c94064a3e7e1ca652b2286694ad37

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πŸ‘€︎ u/mission_aiims
πŸ“…︎ Jan 15 2019
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Is it possible to carry out a Friedel-Crafts reaction using aqueous conditions or polar solvents?
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πŸ‘€︎ u/mariacardona
πŸ“…︎ Aug 25 2013
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Born today : March 8th - James Crafts, Chemist, "co-developed the Friedel-Crafts alkylation and acylation reactions" en.wikipedia.org/wiki/Jam…
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πŸ‘€︎ u/spike77wbs
πŸ“…︎ Mar 08 2018
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Friedel Crafts
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πŸ‘€︎ u/SoftLinkArmor
πŸ“…︎ Jan 10 2022
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Using Aluminum Bromide in a Friedel-Craft reaction?

While practicing for an organic quiz, I came across a reaction that involved a Friedel-Craft reaction after bromination of a benzene ring. In the answer book, they used aluminum chloride and chloromethane to attach a methyl group. I was wondering if using aluminum bromide and bromomethane was a viable option as to stick with bromine and not switch back and forth between bromine and chlorine?

https://preview.redd.it/2fjyltkuead11.png?width=1224&format=png&auto=webp&s=2dc1e95cf625bd85d700fe3c043dae7012b5af4b

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πŸ‘€︎ u/nrharris216
πŸ“…︎ Jul 31 2018
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[University Organic Chemistry] I'm looking for the reaction mechanism for the Friedel-Craft Alkylation Reaction for Primary RCl and I can't seem to find it anywhere my textbook only has the mechanism for a secondary or tertiary RCl.

It's not homework but I was hoping you could help. I can always go see the TA on Tuesday but it'd be nice to have it for the long weekend. Thanks for your help!

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πŸ‘€︎ u/undead_carrot
πŸ“…︎ Jan 20 2013
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Born today : March 8th - James Crafts, Chemist, "co-developed the Friedel-Crafts alkylation and acylation reactions" en.wikipedia.org/wiki/Jam…
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πŸ‘€︎ u/spike77wbs
πŸ“…︎ Mar 08 2016
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When Strike talks about unwanted byproducts from Friedel-Crafts, what does he mean?

I'm talking about allylbenzene from benzene. He doesn't go into any detail.

Sorry if it's a stupid question.

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πŸ‘€︎ u/CatManDan92
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[Question] Friedel-crafts alkylation

Hi all, I would like to ask about the friedel-crafts alkylation of aryl halides with CH3Cl(to generate the carbocation) and AlCl3 anhydrous. My teacher claims that this reaction would occur slowly due to AlCl3 being a Lewis acid and interacting with the halide group. My question is if this is actually what happens in real life? As I have tried searching for literature on this but did not manage to find anything about this. (Note: sorry if this violates any rules:( )

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πŸ‘€︎ u/Chem_enthusiast
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Born today : March 8th - James Crafts, Chemist, co-developed the Friedel-Crafts alkylation and acylation reactions en.wikipedia.org/wiki/Jam…
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πŸ‘€︎ u/spike77wbs
πŸ“…︎ Mar 08 2013
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(PURELY INTELLECTUAL) Considering Friedel Krafts Acetylation to add the five membered ring idk tho. Cl is a good leaving group and electron negative (an electron negative specie is needed to delocalize the electrons in the dienophile so the reaction can run at a lower temp). Thoughts?
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πŸ‘€︎ u/Don-Trenbolone
πŸ“…︎ Nov 14 2021
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[REQUEST] Three component Friedel-Crafts Reaction of indoles, glyoxylate, and amine under solvent-free and catalyst-free conditions - synthesis of (3-indolyl)glycine derivatives. Synlett, 2006, 1, 96-101.

http://onlinelibrary.wiley.com/doi/10.1002/chin.200620115/abstract?systemMessage=Wiley+Online+Library+will+be+disrupted+17+March+from+10-14+GMT+%2806-10+EDT%29+for+essential+maintenance&userIsAuthenticated=false&deniedAccessCustomisedMessage=

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πŸ‘€︎ u/kennethf
πŸ“…︎ Mar 16 2012
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Why will a Friedel-craft alkylation happen with d but not c?
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πŸ‘€︎ u/Ok-Database-2920
πŸ“…︎ Oct 09 2021
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Don't know whether it was discussed here but is a Friedels Craft possible with Chloroalanine + Benzene?

So my thought was using something like SOCl2 + D-Alanine and then reacting the resulting D-Choloroalanine with AlCl3 and a Benzene to yield pure D-Amphetamine.

However I believe to read somewhere that the Alanine undergoes a racemisation during the process.

Whta are Your opinions?

Is this possible and is it possible to yield (more or less) pure D-Amph?

Edit: (R or S) 1 Lactic acid could be another approach, given the chlorination happens at the carboxyl acid. The amination should be easy afterwards if my memory isn't mistaken.

1 ( Given if the substituted amine keeps the position or switches to the opposite R or S )

Edit2: Things like fumaric acid may also be used if You are sure how and when to remove the Carboxylic acid.

Consider a Friedels Craft Acylation as well if the amine is at the 4th position. However I heard it tends towards polyerization (?) I'm not sure

Edit: a related Hive discussion

https://the-hive.archive.erowid.org/forum/showflat.pl?static=1&Cat=&Number=395607

and Science Madness

http://www.sciencemadness.org/talk/viewthread.php?tid=92162

Wiki entry:

https://en.wikipedia.org/wiki/Hell%E2%80%93Volhard%E2%80%93Zelinsky_halogenation

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Is it possible and feasible to Synth Dextro-Amphetamine with D-Tataric acid + Benzol +Friedels Crafts? Do You know any isomeric OTC Amino Acids & etc. That might be useful?
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πŸ‘€︎ u/Commodoswift
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Friedel-Crafts...
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πŸ‘€︎ u/Equal-Recent
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Calculating theoretical yields of friedel-crafts acetylation of ferrocene?

How do I calculate the theoretical yield for both acetylferrocene and diacetylferrocene that results from the friedel-crafts acetylation reaction of ferrocene?

I understand that I need 1 part acetyl chloride per 1 part ferrocene to create 1 part of acetyl ferrocene. (2 parts acetyl chloride if I need to create diacetylferrocene)

Does the diacetylferrocene theoretically form if acetyl chloride is the limiting reactant?

Does diacetylferrocene ever become the dominant reactant formed, in the case that there is more than enough acetyl chloride?

Any help would be appreciated! Thank you :)

**edit: mistake in question: changed percentage yield to theoretical yield.

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How long does a Friedel-Crafts acylation take to complete?

I’m reactions benzoyl chloride with 4-chloroaniline with ZnCl2 catalyst in DCM at 0C. How long should that stir in the flask? Afterwards I’m going to stir the product mixture in some moderately acidic water, as per a video I’m using to base my reaction off. If that last step sounds familiar, how long should I stir that? Or, just share experiences with Friedel-Crafts acylations! Thanks

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πŸ‘€︎ u/epsitec
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Friedel Crafts Alkylation/Acylation

Can I use a lewis acid and an electrophile that have different halogens? For example, bromomethane and AlCl3?

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πŸ‘€︎ u/IWillLyseYou
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Please tell me at which position does the acyl group gets substituted after Friedel crafts acylation on this molecule?and why?
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πŸ‘€︎ u/nitdsu
πŸ“…︎ Dec 17 2020
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Should l do the Friedel Crafts Acylation mechanism and then include all the resonance structures or should that pi bond just attack the carbonyl carbon straight away and the resonance structures follows. Im not getting the question well. Any ideas how to proceed
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πŸ‘€︎ u/twpful
πŸ“…︎ Apr 10 2021
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Friedel crafts acylation catalyst using aluminum bromide instead of chloride.

if the acid halide is chloride can I use aluminum bromide instead of aluminum chloride.

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Friedel-Crafts of benzene to P2P using bromoacetone instead?

Am I crazy or is this possible? And if so, what effect does it have on the yield? Thanks for any replies.

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πŸ‘€︎ u/sircow22
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Friedel Crafts Alkylation Confusion

What would happen if you did a Friedel Crafts Alkylation on a ring that already has a chlorine? I think that the chlorine from the Cl-AlCl3 would grab the Cl on the end of the chain, leaving a carbocation at its spot... and then the ring would close by the pi system attacking the carbocation (nucleophile). But I'm not sure if

  1. it's possible
  2. how the second methyl would form

Here is what I mean

https://preview.redd.it/otn920g02i461.png?width=382&format=png&auto=webp&s=2167b2037a4fb2f5ade97b196d6ba185c6d76ebb

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πŸ‘€︎ u/aminepie565
πŸ“…︎ Dec 11 2020
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Ferrocene, monoacetylferrocene and diacetylferrocene dissolved in methylene chloride (Friedel-Crafts Acetylation)
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πŸ‘€︎ u/hpech
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