Making [2.2.2]Cryptand: A Chemical Prison

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  • čas přidán 14. 09. 2023
  • Potassium has been naughty and deserves to be locked up.
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  • Věda a technologie

Komentáře • 94

  • @Chemiolis
    @Chemiolis  Před 8 měsíci +113

    I have been working on a bigger project these weeks that is very difficult to get right, I hope to still get to finish it in the way I want to, but it will probably take a while. At the same time I don't want to upload too little so I will take on some shorter and more established syntheses inbetween. For now, enjoy this potassium prison. Also, ideas are welcome 🙂

    • @razielstratton
      @razielstratton Před 8 měsíci +3

      Bro, you do amazing work. Do as you need brotha.

    • @rpfpaleofan6256
      @rpfpaleofan6256 Před 8 měsíci

      Salvarsane, the first antisyphilitic medication. I know you've already had experience with arsenic and it is not as horrible as it is expected to be, just as cyanide (don't eat=everything ok)

    • @Tyresio12
      @Tyresio12 Před 8 měsíci

      Could your cryptand solubilize KMnO4 into some non polar solvent, like toluene or DCM? It'd be a nice test/presentation of your product.

    • @rpfpaleofan6256
      @rpfpaleofan6256 Před 8 měsíci

      @@Tyresio12 crown ester 18-6 is way cheaper and is capable of dissolving KMn04 in non polar solvent, cryptand is more of a scientific curiousity subject (for making Na anions or other obscure stuff)

    • @esquizofreniasobrenatural
      @esquizofreniasobrenatural Před 8 měsíci

      Bro, make a pure negative charged liquid by imprisonment of potassium

  •  Před 8 měsíci +88

    A little trick that I like to use for hydrogenations like this is opening both valves, letting some hydrogen escape until you hear a change in pitch of the whistling. At that point you know its basically pure hydrogen coming through and all other gases have been purged.

  • @cvspvr
    @cvspvr Před 7 měsíci +8

    chemiolis is such a chad that he doesn't care about his reaction going yellow

  • @davidshelly9142
    @davidshelly9142 Před 8 měsíci +6

    Someone in my lab was using sodium azide for a synthesis, and the procedure he was following called for DCM as the solvent. He didn't tell me at the time and put the residual azide and DCM waste into a labelled P-listed waste container. A few months later, I find this container in the back of his hood... that was a fun call to EHS.

  • @ghgodsexposed
    @ghgodsexposed Před 8 měsíci +13

    I love the detailed mechanisms and diagrams (like the Pd/C one)! A lot of organic chemistry youtubers will show reaction schemes but not really show mechanisms. It really helps make your content more approachable to someone who isn't super well versed in organic synthesis.

  • @hoggif
    @hoggif Před 8 měsíci +17

    Waste disposal methods are always interesting to see. Especially when there are risks with storing it. As always, there is no one "right" way to deal with it and sometimes seeing something I might do is educational.
    Oh, and thanks for another interesting video!

  • @spiderdude2099
    @spiderdude2099 Před 8 měsíci +10

    I worked in a research lab for 3-4 years designing and handling PEG ethers. I see those Tosyl and Trityl derivatives in my nightmares. We made some azide derivatives too but the carbon to nitrogen ratio was well over 3

  • @thesunexpress
    @thesunexpress Před 8 měsíci +4

    Short.
    Path.
    Vacuum.
    Distillation.

  • @damngood8476
    @damngood8476 Před 8 měsíci +2

    Looking at THIS synthesis explains why it is so expensive

  • @kid_missive
    @kid_missive Před 8 měsíci +3

    You have to be not fucking around as a chemist to have teflon stir bars permenantly stained that shade of brown, I think.

  • @monika.alt197
    @monika.alt197 Před 8 měsíci +21

    I didn’t know about cryptands, interesting to see compounds similar to crown ethers

    • @monika.alt197
      @monika.alt197 Před 8 měsíci +4

      Also interesting too the reagents like TsCl being used for actual chemistry, I’ve only ever seem them in textbooks (tbf im a student so yeah)

    • @wvvvwv2
      @wvvvwv2 Před 8 měsíci

      ⁠@@monika.alt197​​⁠Right? I think it’s pretty cool that the sulfonyl group of TsCl reacted with the alcohol of triethylene glycol in something akin to a nucleophilic acyl substitution reaction. I didn’t know you could do that with sulfonyl groups but it makes sense now.

  • @daniellassander
    @daniellassander Před 8 měsíci +15

    I have been waiting for another of your videos for a long time it seems, thank you so much for making this one sir! I understand that things takes time and i am looking forward to your other projects no matter how they go really.

  • @erich.5326
    @erich.5326 Před 8 měsíci +11

    "This chemical shouldn't be handled with more than 5g"
    "So anyway we made 20 g of the stuff"

  • @srremus9781
    @srremus9781 Před 8 měsíci +3

    "No more than 5g" ... "the yield is 20 g" :D

  • @hkillorean6254
    @hkillorean6254 Před 8 měsíci +14

    I love that I actually understand the formulas and naming patterns since my organic chemistry class has started and Im genuinely very interested in it

    • @bariumselenided5152
      @bariumselenided5152 Před 7 měsíci +1

      I found this channel when I started org 2 and oh my lord was it helpful to have something fun to actually use what I was learning on

  • @dasbuj
    @dasbuj Před 8 měsíci +4

    We love supramolecular chemistry

  • @informalchipmunk5775
    @informalchipmunk5775 Před 8 měsíci +4

    Please make a lab tour video 🥺

  • @rickysmalldicky2319
    @rickysmalldicky2319 Před 8 měsíci +1

    this is so awesome, I'm a computational chemist/biologist working on chemosensors and their affinity to their ligands, and am literally working on publishing a paper over a type of Cryptand right now, so seeing this video come out from my favorite chemtuber is so cool.

  • @ejkozan
    @ejkozan Před 8 měsíci +1

    Great video Sam! Dry packing column, my beloved

  • @jogandsp
    @jogandsp Před 8 měsíci

    I work with cryptand every day in the lab. It's fun to see you synthesizing something I work with

  • @karlbergen6826
    @karlbergen6826 Před 8 měsíci

    I used to work for chemical company that produced crown ethers. I mostly made 18-crown-6, dibenzo 18-crown-6 and dicylohexano 18-crown-6, made by hydrogenating dibenzo 18-crown-6. I worked on a pilot plant scale most of the time.

  • @douro20
    @douro20 Před měsícem

    An explosion at a kilo lab (a lab used for syntheses of chemicals in kilogram amounts for research) in 2008 was believed to be caused by diazidomethane accumulation in a rotavap.

  • @quinsutton7097
    @quinsutton7097 Před 8 měsíci

    I know near nothing about chemistry, but those big rings made me think of catenanes, and I always wondered what a catenane polymer would be like. Like a molecular chain.

  • @brettmoore3194
    @brettmoore3194 Před 8 měsíci

    When you thought you were beginning to understand, thanks for the presentation

  • @htomerif
    @htomerif Před 8 měsíci +2

    Realistically, I think these are the best chemistry videos on CZcams.
    You sure do like your chromatography columns though, even if this one wasn't used that way.

  • @diegomontalvo9173
    @diegomontalvo9173 Před 5 měsíci

    Pretty amazing

  • @joeyw.7131
    @joeyw.7131 Před 8 měsíci +1

    In my experience with hydrogenation, using a rubber balloon filled with hydrogen is better so you can keep a constant higher pressure of hydrogen on the solution to increase the yield.

  • @dinocoder1281
    @dinocoder1281 Před 8 měsíci +3

    Wouldnt it be easier to reduce the azide with PPh3 and directly distill off the product?

  • @AnarchoAmericium
    @AnarchoAmericium Před 8 měsíci +2

    Ethylenediaminetetraacetic acid (EDTA) synthesis when?

  • @unlockeduk
    @unlockeduk Před 8 měsíci

    i read a while ago about people making thins on a molecular scale like a "car" obviously that's a loose definition but anyway my question is would this molecule be any use in that field? if you haven't read about it before its very interesting subject and i read about it years ago they probably improved it a lot more its basically the start of nano tech

  • @iFloxy
    @iFloxy Před 8 měsíci

    You should have demonstrated how cryptand can solubilize potassium salts in hexanes (ie potassium permanganate). Would've been a cool demo!!

  • @user-wo8sc2sz9k
    @user-wo8sc2sz9k Před 8 měsíci

    Here is a better way: Starting from your starting reagent of triethylene glycol, do an Albright-Goldman oxidation to the dialdehyde using acetic anhydride and DMSO. Purify by distillation to remove the acetic acid byproduct. Do a reductive amination via a modified Leuckart reaction using ammonium formate and 2 extra equivalences of formic acid. Purify by recrystallization as you do. Only a two pot reaction pathway with very minimal byproducts that are super easy to remove, and most reagents should be inexpensive and readily accessible.

  • @dyatlov3466
    @dyatlov3466 Před 8 měsíci

    thanks

  • @jogandsp
    @jogandsp Před 8 měsíci

    If you don't already, you should keep your used Pd/C and similar catalysts to do a recovery video in the future

  • @jimmychu7917
    @jimmychu7917 Před 8 měsíci

    So I have a suggestion for a video, I know it's been done but if you're looking to do some stuff with established syntheses: Synthesis of Chromyl Chloride. It's a beautiful and interesting compound and also Hella spooky to handle so that should be fun! As a bonus, like me Nigel loves the stuff so there's a decent chance he'll drop by to say hi and you guys can compare your executions of synthesis. Alternative: Bromine! Anyways, thanks for the cool video, keep up the good work!

  • @user-uh1wo2qm9k
    @user-uh1wo2qm9k Před 8 měsíci

    I'm the student studying organic synthesis on polymers. Could you tell me which program to draw chemical structures on your video
    I'm a big fan of your videos. 😊

  • @clarfonthey
    @clarfonthey Před 8 měsíci

    Is the imbalance in charge after locking the potassium in jail enough that you can measure? Wondering if you could use this to make a very terrible, but working battery.

  • @thomasvanwyk
    @thomasvanwyk Před 8 měsíci +3

    Amazing job well done how are you

  • @KakashiBallZ
    @KakashiBallZ Před 7 měsíci

    Your favorite chemist < Jean-Marie Lehn

  • @merlix6304
    @merlix6304 Před 7 měsíci

    What made you choose Pd/C over a Staudinger reaction?

  • @douro20
    @douro20 Před měsícem

    PEG-3 diazide is actually available for purchase. I wonder how they store it to prevent it from exploding?

  • @Osmone_Everony
    @Osmone_Everony Před 8 měsíci +1

    Hi, I've just learned about Tholin, a very interesting stuff which can only be found on other celestial bodies like Pluto (the reddish dust on the surface). Now I wonder if this can be synthesized in a lab. en.wikipedia.org/wiki/Tholin

  • @Hawaii_Cat
    @Hawaii_Cat Před 7 měsíci +1

    Lock him up 🗣️💯🔥🔥🔥

  • @barfbot
    @barfbot Před 8 měsíci

    forbidden crab

  • @user-yb5cn3np5q
    @user-yb5cn3np5q Před 8 měsíci +1

    You really have balls to use azides in your lab. As toxic as cyanide, but also explosive, and, worse, a sensitive explosive. Oh god no.

    • @nerd1000ify
      @nerd1000ify Před 8 měsíci

      NaN3 isn't too sensitive. But other cations can be a problem.

  • @camj4631
    @camj4631 Před 8 měsíci +1

    Tosyl chloride... the smell is just really off to me. Its like something familiar but wrong

  • @bardiaqasemalizadeh267
    @bardiaqasemalizadeh267 Před 8 měsíci +2

    Serious question. Why do you use a cotton for filtration instead of filterpaper (or coffepaper)?

  • @NebulonRanger
    @NebulonRanger Před 8 měsíci

    "Sodide (illegal)"
    Yeah, about right

  • @bdnugget
    @bdnugget Před 8 měsíci

    Wow, white tosyl chloride! Mine is always pink lmao

  • @Sniperboy5551
    @Sniperboy5551 Před 8 měsíci

    When are you making azidoazide azide? 😁

  • @procactus9109
    @procactus9109 Před 8 měsíci

    If you can pour it down the drain, does that mean you can throw it on your garden ?

  • @nielsschmidt5680
    @nielsschmidt5680 Před 8 měsíci

    I love you

  • @markomacik334
    @markomacik334 Před 8 měsíci +7

    Nile red one of the biggest chemistry youtubers: PD/C can make hydrogen explode if there's air present, but i don't have any nitrogen to flush the apparatus
    This random guy: I just putted in nitrogen before hydrogen, i'm not gonna even say why.

  • @spanishSpaniard
    @spanishSpaniard Před 8 měsíci

    A probably stupid question. Why didn't he react the ditosilate product with amonia to directly have the amine compound? Isn't amonia a sufficiently good nucleofile?

    • @lucasensoli8717
      @lucasensoli8717 Před 7 měsíci

      Maybe using ammonia there's the risk of getting a cyclic product? While with azides it can't happen... I suppose, not sure 😅

    • @FrenkieWest32
      @FrenkieWest32 Před 5 měsíci +1

      The formed primary amines (product) can react with the tosyl substrate (especially since primary amine is better nucleophile than ammonia) leading to a whole range of oligomeric products of various lengths.

  • @0pvo0
    @0pvo0 Před 8 měsíci +5

    I hate DMF with a burning passion

    • @TjallieBrrr
      @TjallieBrrr Před 8 měsíci

      Why?

    • @0pvo0
      @0pvo0 Před 8 měsíci +4

      @@TjallieBrrr it stinks, hard to remove from your product, makes me infertile, stinks, and was the solvent in a hard reaction during internships. Also it stinks.

    • @TjallieBrrr
      @TjallieBrrr Před 8 měsíci

      @@0pvo0 damn thats a chemical worth avoiding, did it make you infirtile during an internship!?
      That sounds super horrible

    • @0pvo0
      @0pvo0 Před 8 měsíci +3

      @@TjallieBrrr so far I know it didn't, but did I mention the smell?

    • @kaboom4679
      @kaboom4679 Před 8 měsíci

      Careful now , or Nile Red will make some .

  • @antalserfozo8942
    @antalserfozo8942 Před 8 měsíci

    Thanks from hungary

  • @idonotlikerussia
    @idonotlikerussia Před 8 měsíci

    Cryptand looks like hmtd (slightly more stable hmtd) and picture with cation of potassium hints at a sequel...

  • @Grak70
    @Grak70 Před 8 měsíci

    The largesse of using that much sodium nitrite just to dispose of waste hurts me.

    • @user-xb5qt2qn6i
      @user-xb5qt2qn6i Před 7 měsíci

      It's cheap

    • @Grak70
      @Grak70 Před 7 měsíci

      @@user-xb5qt2qn6i depends where you are. Can’t buy it in the US as a private person without a business need because some dumbass kid unalived himself with it a couple years ago.

  • @levtrot3041
    @levtrot3041 Před 8 měsíci

    WHY IS THE STIR BAR BLACK??!!

    • @Chemiolis
      @Chemiolis  Před 8 měsíci +1

      Absorbed tar from all the reactions 😻

    • @levtrot3041
      @levtrot3041 Před 8 měsíci

      @@ChemiolisI've always thrown them away when they turned black like that and no solvent would wash it off, but i guess that since no solvent would wash it off actually means that it's probably not interfering with the chemistry you're doing

    • @Chemiolis
      @Chemiolis  Před 8 měsíci

      @@levtrot3041 I haven't found it to be an issue, though they do get clean if you use them for something harsh like a nitric acid synth. Mostly it's just conc. sulfuric acid reactions/tar that end up making it black/brown

  • @WetDoggo
    @WetDoggo Před 8 měsíci

    all this to make a half hazard joke aboutotassium being Na-ughty

  • @JaStulla
    @JaStulla Před 7 měsíci

    Lmao lock the the K.

  • @ChrisContin
    @ChrisContin Před 7 měsíci

    The way to mix a gas is to embody it inside a magnetic field. No gas will rest under a liquid in atmosphere very well. H+ in air (forming HNO oxide-group) causing N2 forming underneath is only effective under a slight magnetic field, in the presence of liquid argon (or another stable hydrogen-field reactant). You probably noticed the earth’s magnetic field depending your yield!

  • @God-ch8lq
    @God-ch8lq Před 8 měsíci +2

    firsr

  • @Prince-im5uo
    @Prince-im5uo Před 7 měsíci

    'promosm' ✅