Friedel Crafts Alkylation and Acylation Reaction Mechanism - Electrophilic Aromatic Substitution

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  • čas přidán 27. 12. 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.

Komentáře • 61

  • @TheOrganicChemistryTutor
    @TheOrganicChemistryTutor  Před 6 měsíci

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

  • @SquatSimp
    @SquatSimp Před 4 lety +442

    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 Před 4 lety

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

    • @VipinSingh-xq4tt
      @VipinSingh-xq4tt Před 4 lety +3

      Good analysis of reaction

    • @MinaColaco
      @MinaColaco Před 4 lety +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 Před 3 lety +1

      literally the answer I was looking for. Thanks #inorganicexam

    • @TotalGamer2100
      @TotalGamer2100 Před 7 měsíci

      Good one mate thx

  • @anandai3480
    @anandai3480 Před 4 lety +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 Před 4 lety +6

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

  • @RRtIIT
    @RRtIIT Před 5 měsíci +6

    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 Před měsícem +2

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

  • @paoboonjinnz
    @paoboonjinnz Před 7 lety +5

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

  • @Marsha_du_
    @Marsha_du_ Před 3 lety +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

    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

  • @melevane6871
    @melevane6871 Před 2 lety +3

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

  • @Ihaveanearring
    @Ihaveanearring Před 2 lety +1

    Amazingly explained. Loved it.

  • @aamalrahim5597
    @aamalrahim5597 Před 6 lety +20

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

  • @julietawadrose7878
    @julietawadrose7878 Před rokem

    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 Před 7 lety +5

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

  • @marbellaguerra9085
    @marbellaguerra9085 Před 4 lety +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.

  • @tarierann9997
    @tarierann9997 Před 6 lety +51

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

    • @sensation1162
      @sensation1162 Před 5 lety +5

      他不小心畫錯了 畫太快了八!

    • @whatever9506
      @whatever9506 Před 5 lety +2

      @@sensation1162 100%

    • @sravanboi4205
      @sravanboi4205 Před 2 lety +1

      @@sensation1162 learn english

    • @donut8979
      @donut8979 Před 2 lety +8

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

    • @sravanboi4205
      @sravanboi4205 Před 2 lety

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

  • @thienpham3535
    @thienpham3535 Před 5 lety +4

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

  • @shyn1614
    @shyn1614 Před 4 lety +1

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

  • @Encrylius
    @Encrylius Před 5 lety +9

    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!

  • @grungepunk34
    @grungepunk34 Před 6 lety +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?!

  • @user-mx7fw2bp9u
    @user-mx7fw2bp9u Před 5 lety +1

    Thank you very much doctor

  • @jesusmrosario-claudio4104

    Thank you once again.

  • @samsonjoseph1908
    @samsonjoseph1908 Před 5 lety +1

    It's a nice work thnk u

  • @gavink6437
    @gavink6437 Před 6 lety +1

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

  • @mubarak4768
    @mubarak4768 Před 4 lety +3

    Great..love from india

  • @ShubhamKumar-qc1fy
    @ShubhamKumar-qc1fy Před 3 lety

    World best chemistry chanel

  • @uttarandas
    @uttarandas Před 5 lety +2

    Isn't there any general form of these reactions?

  • @GuruprakashAcademy
    @GuruprakashAcademy Před 3 lety

    Good Lecture.

  • @santicruz4012
    @santicruz4012 Před 2 lety

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

  • @kinglerdreamer6921
    @kinglerdreamer6921 Před 6 lety +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 Před 6 lety

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

    • @minjinseo3681
      @minjinseo3681 Před 5 lety

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

  • @KBH4
    @KBH4 Před 4 lety +3

    your voice man like wow xd really good 👌 lol

  • @chiyengokambinda9717
    @chiyengokambinda9717 Před 3 lety

    your're the best

  • @kaustubhsharma963
    @kaustubhsharma963 Před 2 měsíci

    brilliant

  • @TheMrAnnihilator
    @TheMrAnnihilator Před 7 lety +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 Před 6 lety +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 Před 5 lety +1

    Will alkylation occur in p-nitro toluene?

  • @sumitraturi7791
    @sumitraturi7791 Před 3 lety

    Toooo good

  • @vihaangoel3157
    @vihaangoel3157 Před rokem

    BELISSIMO!

  • @kartikpal9138
    @kartikpal9138 Před 2 lety

    In which grade are you studying this....

  • @Qaiou
    @Qaiou Před 7 měsíci

    YEAAAAA

  • @g.ramanareddy576
    @g.ramanareddy576 Před rokem

    audio is low!

  • @lendva95
    @lendva95 Před 5 lety

    Here's a video for this reaction:
    czcams.com/video/KQZYMfP1IcQ/video.html

  • @lendva95
    @lendva95 Před 5 lety

    Friedel Crafts in practice:
    czcams.com/video/KQZYMfP1IcQ/video.html

  • @obaayaaedunyah
    @obaayaaedunyah Před 4 lety

    voice always too low