Nucleophilic Acyl Substitution Reaction Mechanism - Carboxylic Acid Derivatives, Organic Chemistry

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  • เผยแพร่เมื่อ 24 พ.ย. 2024

ความคิดเห็น • 31

  • @TheOrganicChemistryTutor
    @TheOrganicChemistryTutor  9 หลายเดือนก่อน

    Final Exams and Video Playlists: www.video-tutor.net/
    Full-Length Math & Science Videos: www.patreon.com/mathsciencetutor/collections

  • @Mtheia
    @Mtheia 4 ปีที่แล้ว +74

    Watching this 2 hours before my exam in hopes of not completely failing

    • @LasArmas_
      @LasArmas_ 3 ปีที่แล้ว +7

      Lol I was exact same

    • @Iamme0101
      @Iamme0101 2 ปีที่แล้ว +4

      how did you get on 😂

    • @dunyamasud4196
      @dunyamasud4196 ปีที่แล้ว +1

      😂 me

    • @tonyblair1051
      @tonyblair1051 7 หลายเดือนก่อน

      How did your test go??

    • @mosarankhone6739
      @mosarankhone6739 5 หลายเดือนก่อน

      Same

  • @thekking25
    @thekking25 6 ปีที่แล้ว +33

    You're my homie. Thank God for you

  • @whoboughtthenoodles
    @whoboughtthenoodles 5 ปีที่แล้ว +18

    fam, your videos are great. just a humble request, would you mind naming the starting reactants and the products so we can get in the habit of naming things. even though that isnt the main focus of the video.

  • @victorenglof8130
    @victorenglof8130 3 ปีที่แล้ว +10

    damn dude save some girls for the rest of us. absoulute chadster organic master

  • @steelersrlegend
    @steelersrlegend 7 ปีที่แล้ว +7

    1) Thank you so much for the video your work is much appreciated.
    2) You did the mechanism for the third one incorrectly as you did say in the beginning that HCl is produced but in the mechanism you had the HOCH3 take the proton and not Cl-.

    • @davidg3677
      @davidg3677 ปีที่แล้ว

      for point 2, both can happen

  • @fatihabdjn9877
    @fatihabdjn9877 4 ปีที่แล้ว +2

    الله نور السماوات والأرض

  • @jemimachester-morris1707
    @jemimachester-morris1707 ปีที่แล้ว

    great video

  • @markjohnbarroga2671
    @markjohnbarroga2671 4 ปีที่แล้ว +1

    Thank you!

  • @hectorbongani7044
    @hectorbongani7044 7 ปีที่แล้ว +1

    life saver

  • @leenalsader8476
    @leenalsader8476 3 ปีที่แล้ว

    Thanks! 💕

  • @SM-gc2tx
    @SM-gc2tx 9 หลายเดือนก่อน +1

    the most confusing unit of organic chem so far. it feels like youre pulling a rabbit out of hat when things randomly come in and out of the picture to protonate or deprotonate. some times its water acting as a base, some times the anion of a leaving group comes back around ect. god I cant wait until this torture is over

    • @micahsutton6478
      @micahsutton6478 8 หลายเดือนก่อน

      I feel you man. It feels like an impossible maze

  • @pierce1234567891
    @pierce1234567891 4 ปีที่แล้ว +3

    At 6:36 why wouldn’t the Cl come back and deprotonate the oxygen? Wouldn’t it form the stronger acid/more favorable?

    • @alext1364
      @alext1364 4 ปีที่แล้ว +5

      A stronger acid is the opposite of more favorable, strong acids have weak conjugate bases (that are stable) and therefore willing to donate their proton more than other acids (to get to that more stable conjugate base). So it will never be favorable to form a strong acid, rather it's favorable for the strong acid to protonate another species and become the weak, stable conjugate base (Cl-)

    • @jacobpickett5085
      @jacobpickett5085 2 ปีที่แล้ว

      It is theoretically possible for that chloride ion to bump into that proton and grab it, but that forms HCl, which will be very good at getting rid of that proton as soon as it gets its hand on it. When we do these mechanisms we kind of just have to look at the bigger picture.

  • @cindysextonfl
    @cindysextonfl 3 ปีที่แล้ว +1

    Why don't the halides in various reactions come back after leaving and perform the final deprotonation? I've seen some reactions use Pyradine to prevent HCL, etc from forming, but this is inconsistent. Is there a rule around this or some way to know when the halide will deprotonate or not?

    • @angelotaylor603
      @angelotaylor603 3 ปีที่แล้ว

      Was wondering same

    • @jacobpickett5085
      @jacobpickett5085 2 ปีที่แล้ว +1

      So HCl is a very strong acid, in an aqueous solution it will completely dissociate. It's also not something that will really like to form because nature doesn't like forming strong acids as products. Adding pyridine will give somewhere for that acidic proton to go and also serve as a counter-ion for the chlorine anion. That will make this entire reaction go a lot quicker. However, if you don't do this in pyridine, you may be able to write the products as an equilibrium with carboxylic acid + chlorine atom carboxylate and hydrochloric acid. Personally, I would write this as favoring the reactants.
      I am also an orgo student so take my advice with a grain of salt.

    • @jacobpickett5085
      @jacobpickett5085 2 ปีที่แล้ว

      In a basic solution with pyridine, you'll probably end up with the carboxylate salt and pyridinium chloride. Depending on the pH, you may need to add a dilute acid to get the carboxylic acid.

  • @laraaziz7211
    @laraaziz7211 5 ปีที่แล้ว +1

    20:28 how do you know which bond to cleave when predicting the product?

  • @jonnyhsu2823
    @jonnyhsu2823 5 ปีที่แล้ว +2

    God

  • @happychemist
    @happychemist 6 ปีที่แล้ว

    Please help me. Why lauric acid can dissolve in concentrated H2so4?

  • @Ssscherbak
    @Ssscherbak 2 หลายเดือนก่อน

    Thank you!!!