Friedel Crafts Alkylation and Acylation Reaction Mechanism - Electrophilic Aromatic Substitution

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  • Опубліковано 20 сер 2024
  • 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.

КОМЕНТАРІ • 61

  • @TheOrganicChemistryTutor
    @TheOrganicChemistryTutor  7 місяців тому

    Final Exams and Video Playlists: www.video-tutor.net/

  • @SquatSimp
    @SquatSimp 5 років тому +446

    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.

    • @peachdumpling9053
      @peachdumpling9053 4 роки тому

      Michael Carnahan and you need an acid like HCl to get rid of the oxygen right?

    • @VipinSingh-xq4tt
      @VipinSingh-xq4tt 4 роки тому +3

      Good analysis of reaction

    • @MinaColaco
      @MinaColaco 4 роки тому +21

      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 🤟🏻

    • @skyeblue5134
      @skyeblue5134 3 роки тому +1

      literally the answer I was looking for. Thanks #inorganicexam

    • @TotalGamer2100
      @TotalGamer2100 8 місяців тому

      Good one mate thx

  • @anandai3480
    @anandai3480 4 роки тому +49

    Wow... How did my prof make this sound so convoluted and difficult... and hearing you explain it it's so straight-forward.

    • @GM.Nobody
      @GM.Nobody 4 роки тому +6

      well shit, I'm having this in high school. 0 explanations given.

  • @RRtIIT
    @RRtIIT 6 місяців тому +7

    This question at 11:58 was asked in jee adv 2022! Thanks man i finally understood why propyl benzene is not the major product

  • @leolegendesports7277
    @leolegendesports7277 2 місяці тому +3

    Bro you gave me back my confidence ggs brother would never forget you if I get a good college this time

  • @paoboonjinnz
    @paoboonjinnz 7 років тому +6

    omg I finally understand why highly activating and deactivating groups cause no rxn. thank you!!

  • @Marsha_du_
    @Marsha_du_ 3 роки тому +3

    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 !!

  • @johnblacksuperchemist2556
    @johnblacksuperchemist2556 3 роки тому +5

    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

  • @tarierann9997
    @tarierann9997 6 років тому +51

    There is a mistake in 16:22, it is supposed to be tertbutylbenzene instead of isopropylbenzene

    • @sensation1162
      @sensation1162 5 років тому +5

      他不小心畫錯了 畫太快了八!

    • @whatever9506
      @whatever9506 5 років тому +2

      @@sensation1162 100%

    • @sravanboi4205
      @sravanboi4205 2 роки тому +1

      @@sensation1162 learn english

    • @donut8979
      @donut8979 2 роки тому +8

      @@sravanboi4205 youtube has provided the translation feature for a reason.

    • @sravanboi4205
      @sravanboi4205 2 роки тому

      @@donut8979 humans have been given brains for a more important reason

  • @melevane6871
    @melevane6871 2 роки тому +3

    this helped me alot !!!!my exam is next week and i was looking to good explanation like that . thanks alot💕💕💕✨✨

  • @aamalrahim5597
    @aamalrahim5597 7 років тому +20

    Hydride shift! Right! That's exactly what I needed to know.

  • @Encrylius
    @Encrylius 5 років тому +10

    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!

  • @marbellaguerra9085
    @marbellaguerra9085 4 роки тому +15

    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.

  • @ShubhamKumar-qc1fy
    @ShubhamKumar-qc1fy 3 роки тому

    World best chemistry chanel

  • @Ihaveanearring
    @Ihaveanearring 2 роки тому +1

    Amazingly explained. Loved it.

  • @mubarak4768
    @mubarak4768 4 роки тому +3

    Great..love from india

  • @julietawadrose7878
    @julietawadrose7878 Рік тому

    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 !!

  • @zaindanish9942
    @zaindanish9942 7 років тому +5

    Very helppppfuulllll....
    Thanks a lot!😇😇😇

  • @G_Primo
    @G_Primo 5 років тому +4

    Much appreciate for this video! Will you make another video for intramolecular Friedel-Crafts alkylation and acylation? Thanks!

  • @jesusmrosario-claudio4104
    @jesusmrosario-claudio4104 3 роки тому +1

    Thank you once again.

  • @KBH4
    @KBH4 4 роки тому +3

    your voice man like wow xd really good 👌 lol

  • @samsonjoseph1908
    @samsonjoseph1908 5 років тому +1

    It's a nice work thnk u

  • @user-mx7fw2bp9u
    @user-mx7fw2bp9u 5 років тому +1

    Thank you very much doctor

  • @GuruprakashAcademy
    @GuruprakashAcademy 4 роки тому

    Good Lecture.

  • @kaustubhsharma963
    @kaustubhsharma963 3 місяці тому

    brilliant

  • @kinglerdreamer6921
    @kinglerdreamer6921 6 років тому +4

    At 16:30 you went from a iso propyl to t-butyl ...is that correct, I thought only the double bond would form

    • @kinglerdreamer6921
      @kinglerdreamer6921 6 років тому

      I'm assuming it's a minor error. Thanks for the video, appreciate it!

    • @minjinseo3681
      @minjinseo3681 5 років тому

      Yes there would be formation of double bond; however, it should be tertbutyl, not iso.

  • @chiyengokambinda9717
    @chiyengokambinda9717 3 роки тому

    your're the best

  • @grungepunk34
    @grungepunk34 6 років тому +1

    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?!

  • @uttarandas
    @uttarandas 5 років тому +2

    Isn't there any general form of these reactions?

  • @vihaangoel3157
    @vihaangoel3157 Рік тому

    BELISSIMO!

  • @gavink6437
    @gavink6437 6 років тому +1

    Shouldn’t benzene’s double bond present in the form of ring ?

  • @shyn1614
    @shyn1614 4 роки тому +1

    Just a quick question... at around 4 minute, Cl- is a really weak base, how does it take H away? Thx!

  • @lendva95
    @lendva95 5 років тому

    Friedel Crafts in practice:
    ua-cam.com/video/KQZYMfP1IcQ/v-deo.html

  • @sumitraturi7791
    @sumitraturi7791 3 роки тому

    Toooo good

  • @santicruz4012
    @santicruz4012 2 роки тому

    14:42 Why does the base (Cl-) attacks the hidrogen instead of the carbocation?

  • @Qaiou
    @Qaiou 8 місяців тому

    YEAAAAA

  • @TheMrAnnihilator
    @TheMrAnnihilator 7 років тому +1

    You mentioned that NO2 will prevent alkylation from occurring, but what about acylation? Can acylation still occur via meta-addition if NO2 is present?

    • @minjyoo6807
      @minjyoo6807 6 років тому +1

      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.

  • @kak90
    @kak90 5 років тому +1

    Will alkylation occur in p-nitro toluene?

  • @kartikpal9138
    @kartikpal9138 2 роки тому

    In which grade are you studying this....

  • @g.ramanareddy576
    @g.ramanareddy576 Рік тому

    audio is low!

  • @lendva95
    @lendva95 5 років тому

    Here's a video for this reaction:
    ua-cam.com/video/KQZYMfP1IcQ/v-deo.html

  • @obaayaaedunyah
    @obaayaaedunyah 4 роки тому

    voice always too low