Robinson Annulation Reaction Mechanism

Поділитися
Вставка
  • Опубліковано 31 січ 2025

КОМЕНТАРІ •

  • @TheOrganicChemistryTutor
    @TheOrganicChemistryTutor  Рік тому +1

    Organic Chemistry - Video Lessons: www.video-tutor.net/organic-chemistry.html

  • @PunmasterSTP
    @PunmasterSTP 3 роки тому +10

    This was an incredible explanation; thank you so much for taking the time to make it, and then for putting it up on UA-cam. I studied the Michael addition and the Robinson annulation before, but I've certainly forgot some of the finer points, like the effect of basicity on the type of reaction. For a lot of reasons, I had a great time watching your video!

  • @najmakousar6695
    @najmakousar6695 Рік тому +2

    You are an incrediblly the best teacher and best explainer ever

  • @prakhyatpandey5341
    @prakhyatpandey5341 8 місяців тому +4

    Pls make a series pertaining to JEE Advanced Organic Chemistry, as I absolutely adore the way that you make concepts in organic chem so simple...

    • @prakhyatpandey5341
      @prakhyatpandey5341 8 місяців тому +1

      You would get tons of support! Love from India!

  • @Famhe
    @Famhe 4 роки тому +13

    15:33 The minor product is the one shown, the major product would be deprotonation of the alpha-carbon to the right of the ketone on the top left, as this would result in the most highly substituted and therefore stable double bond.

    • @zacharyelfallah1070
      @zacharyelfallah1070 3 роки тому +2

      I don't think because that would form a 4 member ring which is less stable than a 6 member ring.

    • @PunmasterSTP
      @PunmasterSTP 3 роки тому

      @@zacharyelfallah1070 I think Famhe is referencing the formation of the final alpha-beta unsaturated ketone, and I think his reasoning is correct. I'm not sure how much steric factors would come into play (i.e. the strain produced by having the double bond in the side where the two rings are fused vs. having it between an alpha carbon and a carbon shared by both rings) but I think the argument about substitution is valid.

    • @kendalldoer5466
      @kendalldoer5466 2 роки тому

      Yeah @samter steric factors should not matter because we're using KOH which is not bulky, so I think Famhe is right, the major product would be the other double bond because it's more stable to deprotonate the top alpha proton

  • @bonndell
    @bonndell 5 років тому +18

    Your videos always help so much!!! Thank youu 🙏❤️

  • @ItsKeshini
    @ItsKeshini 2 роки тому +1

    Thank you for the videos you make! They are always super helpful. I always understand whatever I came for when I click on your videos.

  • @redington6818
    @redington6818 2 роки тому +1

    so loving, every point well elaborated into detail.

  • @cfebresmol
    @cfebresmol 4 роки тому +5

    Great explanation, thanks!

  • @nileshsharma4529
    @nileshsharma4529 2 роки тому +1

    your videos are really helpful

  • @jonathansanchez8802
    @jonathansanchez8802 4 роки тому +1

    Thank you again!

  • @dramaturge231
    @dramaturge231 5 місяців тому

    Thanks so much for your help! One thing, around 11:40 you said that stronger bases prefer to attack at the carbonyl carbon than the beta carbon. Isn't it that stronger nucleophiles prefer to attack at the carbonyl carbon than the beta carbon? Not the same thing, right, since weaker bases are stronger nucleophiles, and stronger bases are weaker nucleophiles? Thanks!

  • @lindahamed4777
    @lindahamed4777 3 роки тому

    THANK YOUUU! I finally understand it

  • @rupamsaikiah2579
    @rupamsaikiah2579 3 роки тому +1

    Thanks sir it's very helpful

  • @SnoopiYeyo
    @SnoopiYeyo 6 років тому +9

    Could the last OH- have taken the alpha H next to the other carbonyl group, and formed a double bond between the two rings instead?

    • @ateata7854
      @ateata7854 5 років тому +3

      Unfavorable due to geometry

    • @infernape716
      @infernape716 4 роки тому

      @Jm Cresencio That's right. The dehydration of an aldol product forms a double bond in conjugation with the original carbonyl.

  • @sumsum404
    @sumsum404 6 років тому +1

    thank you

  • @atabonglinus4306
    @atabonglinus4306 4 роки тому

    Thanks man!

  • @shahidhussainaljani8878
    @shahidhussainaljani8878 3 роки тому

    Thanks

  • @joanad1246
    @joanad1246 4 місяці тому

    Tyyy❤

  • @srinjoyganguly3650
    @srinjoyganguly3650 2 роки тому

    3:07 why does it not undergo aldol reaction in presence of OH- and 2 ketones ?

  • @Pilihendrix
    @Pilihendrix 4 роки тому

    love you again

  • @nein7170
    @nein7170 3 роки тому +1

    what is different between intramolecular aldol and robinson annulation? this reaction reversibel or irreversibel?

    • @bruno0_u
      @bruno0_u 2 роки тому

      Not sure about reversability but the intramolecular Aldol is just the second step of the Robinson annulation. Robinson Annulation is just 1) Michael Addition (α, β unsaturated ketone) followed by 2) Intermolecular Aldol (1,2 direct)

  • @sallygim3129
    @sallygim3129 5 років тому +3

    Is he saying micro addition or Michael addition? The caption keeps saying micro

    • @tahj420
      @tahj420 5 років тому +6

      michael

  • @羅孟軒
    @羅孟軒 Рік тому

    Awesome

  • @Sonkodad049
    @Sonkodad049 6 років тому +1

    which is the alpha H in the keto in your first step

  • @mehmetkosoval3499
    @mehmetkosoval3499 2 роки тому

    Hey please if the C alpha between C=O and C-OH is not disponible to losean H which one can WE use

  • @jeremymcadams7743
    @jeremymcadams7743 4 роки тому

    Does it have to form a 6 member ring?

  • @ruger51995
    @ruger51995 3 роки тому

    But isnt OH group not a good leaving group?

    • @RhysGreenable
      @RhysGreenable 3 роки тому +1

      that's why it needs heat to overcome the activation energy

    • @kendalldoer5466
      @kendalldoer5466 2 роки тому

      It's a good enough leaving group if the rxn in being done in base (which it is). If it is being done in acidic conditions than you need C-OH2+

  • @nicksacco5041
    @nicksacco5041 3 роки тому

    I swear all of these carbonyl reactions are so similar

  • @pengpleb9523
    @pengpleb9523 5 років тому

    yo michael; sheeetttyy