Making [1.1.1]Propellane

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  • čas přidán 26. 04. 2023
  • Mr. Explosions&Fire Extractions&Ire aka Australian man aka Tom has been playing Minecraft for 3 years straight. It is time to stop him.
    In this video I am making [1.1.1]Propellane starting with the chlorination of Pentaerythritol, followed by alcohol oxidation and decarboxylation. The resulting terminal alkene is then reacted with the dibromo carbene which is formed from Bromoform. The resulting dibromo dichloro product is then subjected to a double transmetalation with methyllithium to form [1.1.1]Propellane.
    Support my channel with patreon:
    / chemiolis
    Support my channel by becoming a member
    / @chemiolis
  • Věda a technologie

Komentáře • 203

  • @Dolincek
    @Dolincek Před rokem +402

    I love how everyone is talking about the cubane synthesis to make Tom finish it

    • @darkmann12
      @darkmann12 Před rokem +21

      it's the fucking best

    • @icandreamstream
      @icandreamstream Před rokem +38

      Tom’s fuckin GameCube intro gets me every time 😂

    • @spiderdude2099
      @spiderdude2099 Před rokem +31

      I support chemistry based peer pressuring

    • @visiblur
      @visiblur Před rokem +10

      We call it cheer pressure

  • @That_Chemist
    @That_Chemist Před rokem +41

    we get to chemistry vicariously through Sam :)

  • @Lisa_Minci96
    @Lisa_Minci96 Před rokem +208

    C'mon man it's not a crack shed, it's a cocaine shed in the very least

    • @charlesnathansmith
      @charlesnathansmith Před rokem +14

      Crack is higher purity, so that's definitely out of place there

    • @thecountrychemist2561
      @thecountrychemist2561 Před rokem +4

      ​@Nathan Smith what? Crack is diluted cocaine

    • @kimtae858
      @kimtae858 Před rokem +12

      Tom's hydrazine cabin

    • @charlesnathansmith
      @charlesnathansmith Před rokem +14

      @@thecountrychemist2561 no it is not. It is freebase cocaine, and usually separates out at a really high purity. Crack tends to be 90%+ while powder is rarely above 85% coming out of Mexico then gets cut further throughout the supply chain. Base extraction is an effective means of purifying most amines

    • @localdrugseller6431
      @localdrugseller6431 Před rokem +11

      ​@@charlesnathansmith How do you know that (totally not a fed)

  • @DisorderedArray
    @DisorderedArray Před rokem +56

    One of the PhDs in my lab did a lot of work on Propellane and similar molecules. After he defended our group made him a "doctor hat" which is a traditional thing here, and at the top of the hat I added a giant 3D printed propellane molecule powered by servos that would rise up and spin around when you pressed a button.

  • @adrianpip2000
    @adrianpip2000 Před rokem +54

    I love that you seem to invest in reagents and stuff. Like, I get the whole "only hardware store chemicals" concept, but sometimes you just wanna watch someone pop a fresh bottle of commercial methyllithium, y'know.

  • @matiastripaldi406
    @matiastripaldi406 Před rokem +9

    Cube: who are you
    Propellane: im the captain now

  • @I_XuMuK_I
    @I_XuMuK_I Před rokem +36

    I live for E&F shade in chemistry youtube these days.

    • @jimmychu7917
      @jimmychu7917 Před rokem +15

      I think it's amazing how Tom has single handedly entered "Yellow Chemistry BAD" into the collective subconscious of chemistry enthusiasts worldwide

    • @420frankp
      @420frankp Před 11 měsíci

      Hope he drinks lots of fluids 😂

  • @matiastripaldi406
    @matiastripaldi406 Před rokem +142

    I love how your channel started as a "proper" chemistry vlog and then it slowly Chad-ified into what it is today. Please keep going this style is awesome
    Edit: OMG the 18-crown-6 has returned!!

    • @BillAnt
      @BillAnt Před 7 měsíci

      Ya that chemical really takes the crown. heh

  • @andym.s.5231
    @andym.s.5231 Před rokem +26

    Things I absolutely love about this channel:
    -The subtle humour: text smileys, appropriate emoji/regular memes
    -The inclusion of mechanisms
    -"I can finally *propel* myself out of here
    -Yellow chem pain is not ignored
    -Many more to come

  • @wytototas4000
    @wytototas4000 Před rokem +31

    I love how this guy is going more insane in every single video 😂

    • @420frankp
      @420frankp Před 11 měsíci +1

      Where's the insane?

  • @neverfly5650
    @neverfly5650 Před rokem +50

    I can't express how much I love this channel. High quality and exciting chemistry, good explanations and exactly my kind of humor. Keep doing what you do!

  • @derenjoy3r
    @derenjoy3r Před rokem +33

    I love this kind of humor coupled with solid chemistry, AAA content my man
    also nice explanation of the mechanism!

  • @doctorsnakeoil
    @doctorsnakeoil Před rokem +15

    Super cool, loved to see the mechanisms behind this, takes me back to OCHEM.
    Also, 69% yield. Nice.

  • @ErulianADRaghath
    @ErulianADRaghath Před rokem +5

    I like the green highlight during the mechanism explainer phase, makes those of us not too familiar with chemical synthesis able to follow along.

  • @robinpetersson5290
    @robinpetersson5290 Před rokem +10

    A useful tip for doing those types of dihalocyclopropanations is to add the NaOH over a period of time, and not all at once. This helps to generate a fresh amount of carbene and will increase the yield.

  • @spiderdude2099
    @spiderdude2099 Před rokem +4

    Always a good day when you can break out the Gigachad molecule 18-crown-6

  • @Sniperboy5551
    @Sniperboy5551 Před rokem +3

    That’s a great final yield, it’s my favorite number

  • @ShouldOfStudiedForTheTest

    Just wanna say that I lovr your new green highlighting during mechanisms! Can't believe you still manage to improve.

  • @HapppyMann
    @HapppyMann Před rokem +4

    Love the little green circle in the reaction breakdowns, helps my small brain understand

  • @thomasvanwyk
    @thomasvanwyk Před rokem +13

    You had a lot of fun with this one

    • @me0101001000
      @me0101001000 Před rokem +8

      You really have to give him PROPs
      ...
      I'll see myself out

  • @me0101001000
    @me0101001000 Před rokem +6

    That Chemist called. He says this is cursed.

  • @xpxphidexpxp
    @xpxphidexpxp Před 11 měsíci +2

    Love that you show the reaction mechanisms 🙏🏻 makes me really appreciate what I’ve learned in Orgo so far

  • @ChemicalEuphoria
    @ChemicalEuphoria Před rokem +6

    at this point youtube chem is starting to become just nano-scale solid geometry lmao

  • @Chevsilverado
    @Chevsilverado Před rokem +4

    This is a great mix of Nile red and explosions and fire. The perfect mix of two extremes.

  • @colin351
    @colin351 Před rokem +3

    Drake shunning the cube dismissively, then smiling approvingly at weird propeller thing.

  • @frankmercer7009
    @frankmercer7009 Před rokem +1

    Excellent work. Very easy to follow, thanks for showing the reaction mechanisms.

  • @GerinoMorn
    @GerinoMorn Před rokem +5

    I love your videos, because you're the person who DOES "in more detail..." bits. If it was boring, I can skip it, but if it wasn't there I couldn't just summon all that knowledge from ether xD

  • @christopherleubner6633
    @christopherleubner6633 Před 11 měsíci +2

    Try microwave assisted chemistry for the carbene synthesis step. The crown catalysts work extremely well with microwaves

  • @GAFUKIS
    @GAFUKIS Před rokem +6

    Yeahhhh he uploaded!!!!

  • @crabcrab2024
    @crabcrab2024 Před rokem

    Fantastic! That is what I call “good old chem”. You just nailed that propellane .

  • @pierghiro
    @pierghiro Před rokem +3

    E&F is going to make it, i believe it

  • @clovenbeast5183
    @clovenbeast5183 Před rokem

    Right on I think I've only ever seen one other thing to do with pentaerythritol. Badass thank you

  • @JRaiKetchum134
    @JRaiKetchum134 Před rokem +1

    Thank you for this organic tour de force! OChem is my absolute favorite and difficult synthetic schemes are even better.

  • @ejkozan
    @ejkozan Před rokem +4

    I love all puns in this video XD Who needs cube when you can propel yourself through chemistry XD
    Great work!

  • @knivesnico8775
    @knivesnico8775 Před rokem +4

    YES FINALLY A PROPELLANE ENJOYER YEEES

  • @billbillson3129
    @billbillson3129 Před rokem +4

    Pretty cool! I been watching the Cubane synthesis saga. This might've been the first time one of those lil chemical equation diagram thangs has made sense in my mind.... Thanks for sharing!

  • @scrotiemcboogerballs1981

    Great video thanks for sharing

  • @edoardobandieri2688
    @edoardobandieri2688 Před rokem

    Amazing. Very well done! Keep it up :)

  • @hyperbean1887
    @hyperbean1887 Před rokem +2

    I really enjoyed this one

  • @420frankp
    @420frankp Před 11 měsíci

    Its amazing what you can do with a proper budget

  • @LFTRnow
    @LFTRnow Před rokem +1

    Wow. That looks like it takes at least a day between all of those steps.

  • @TheBackyardChemist
    @TheBackyardChemist Před rokem +3

    penta Er and hno3 are quite a spicy mix in other contexts
    If for some reason the chlorination does not go to completion, you might get some jumpy esters.

  • @austintaylor1448
    @austintaylor1448 Před rokem

    I Officially love this channel

  • @petevenuti7355
    @petevenuti7355 Před 5 měsíci

    Sounds like you were smiling through most of the narration on this one 😁
    Amazing work!

  • @chemistry-experiments78
    @chemistry-experiments78 Před rokem +1

    Neat! Now waiting for smt like tetrahedrane!

  • @rosk860
    @rosk860 Před rokem +2

    great video, i'm surprised during the MeLi step, that the major product isn't formed from MeLi doing NS on the carbons bearing chlorine. Also i would have expected some dimers and trimers forming during this step.
    Do you or the authors have any explaination of why the systems seems to prefer forming this creazy strained propellane ?

  • @lrvfb
    @lrvfb Před rokem

    Great video dude!!

  • @samiraperi467
    @samiraperi467 Před rokem +1

    Pinacol is the pinnacle of compounds.

  • @jadentonkin466
    @jadentonkin466 Před rokem

    If you're in search of an extraordinary experience that combines the wonders of chemistry and the limitless creativity of Minecraft, look no further than the mesmerizing world of cubane! This mind-blowing molecule is sure to leave you utterly spellbound with its exceptional properties and jaw-dropping effects.
    Let's talk about cubane, the star of the show. This tiny molecular powerhouse is nothing short of a marvel. Its flawless cubic structure is a sight to behold, capturing the essence of symmetry and stability. The sheer elegance of this compact arrangement will leave you in awe, pondering the mysteries of the universe.
    But what truly sets cubane apart is its explosive nature. Brace yourself for an adventure like no other as you unlock the potential of this mighty molecule. Just a tiny spark can unleash a spectacular display of energy, captivating everyone around you. It's as if you hold the power of a supernova in the palm of your hand!
    And now, let's journey into the world of Minecraft, where cubane shines brighter than any diamond sword. Immerse yourself in a universe where the possibilities are as vast as the digital landscape before you. In this pixelated wonderland, cubane becomes the ultimate game-changer.
    With cubane as your ally, you can reshape the Minecraft world with unrivaled creativity. Watch in amazement as you effortlessly build towering structures, defying the laws of physics and gravity. But that's not all! Prepare for mind-bending explosions that will rock your virtual reality to its very core. The destructive power of cubane is at your fingertips, providing an adrenaline rush like no other.
    The synergy between cubane and Minecraft is a match made in gaming heaven. It's a thrilling fusion of science and imagination that propels your Minecraft experience to unparalleled heights. Every block you place, every explosion you trigger, becomes an exhilarating testament to the infinite possibilities that await.
    So, if you're seeking a game-changer that will revolutionize your Minecraft adventures, cubane is the secret ingredient you've been searching for. With its explosive energy and mind-bending capabilities, this remarkable molecule will redefine your virtual reality experience.
    Don't miss out on the opportunity to witness the awe-inspiring beauty of cubane and unleash your creativity like never before. Step into a world where chemistry meets gaming, and prepare to be blown away by the sheer brilliance of cubane in Minecraft.

  • @giuliojuniorstroppiana3263
    @giuliojuniorstroppiana3263 Před 11 měsíci

    All the amazing interesting knowledge about organic chemistry given in fun entertaining way

  • @energytv3536
    @energytv3536 Před rokem +1

    Yes, now make all the different hydrocarbon cyclic molecules

  • @hellothere3163
    @hellothere3163 Před rokem

    Absolute legend

  • @thehyperscientist1961
    @thehyperscientist1961 Před rokem +1

    Nicely done. Tom (the guy with the crack shed) is probably gonna mention you in an upcoming video!

  • @pelegsap
    @pelegsap Před rokem

    This is incredible, and very enjoyable to watch (as always, actually 😊). I do have some constructive criticism about the handling of the MeLi in the video, if you're interested.

  • @kryall7637
    @kryall7637 Před rokem +1

    You earnt my sub with just that intro haha

  • @MrBradshawbenjamin
    @MrBradshawbenjamin Před rokem

    Interesting stuff - side quest completed

  • @user-yo1kv7jr9x
    @user-yo1kv7jr9x Před rokem +4

    Poor molecule, it wants to get rid of the central bond as much as any woman wants to get rid of her bra at the end of the day.

  • @oitthegroit1297
    @oitthegroit1297 Před rokem +2

    I love that intro lol! I'm also surprised at how relatively easy it is to synthesize such an unstable, strained compound. I assumed that, aside from the dibenzo 18 crown 6, it would require some weird exotic reagents and/or UV light, like with cubane.
    Edit: I read about it, and the propellane can undergo a polymerization reaction to form various staffanes. I wonder if these compounds have any energetic properties if they're combined with suitable oxidizers.

    • @davidfetter
      @davidfetter Před rokem

      Not an expert in this, but my understanding is that strain plays a pretty small role where things that really want to be gases play a much bigger one.

    • @mduckernz
      @mduckernz Před rokem

      @@davidfetter Ring strained hydrocarbons have been used as fuels in rocket propellant for liquid rocket engines. The ring strain does contribute to the ISP (efficiency). Many of them tend to have quite high density for hydrocarbons, and they have favourable melting points as well, tending to not require as much insulation to prevent them from freezing on the tank walls when exposed to the vacuum of space.
      You are right that they’re a bit rubbish for explosives, however. Ring strained nitrogen heterocycles are pretty great though! There are some interesting bicylic and tricyclic ones! They have quite high performance but tends to be quite friction sensitive - for both high performance and good handling characteristics you want aromatic nitrogen heterocycles instead as their aromaticity stabilises them, the whole molecule absorbing strain rather than just one or two bonds upon energy input

  • @thomasvanwyk
    @thomasvanwyk Před rokem +2

    Amazing job well done how are you

  • @lolroflpmsl
    @lolroflpmsl Před rokem

    Damn this chemistry's getting good!

  • @soulreaper359
    @soulreaper359 Před rokem

    Nice nice nice^^ needed to be sayed… that green dot is lit :) I like it

  • @user-rk6nr8xl7m
    @user-rk6nr8xl7m Před rokem +1

    I’m ending school chemistry soon.
    My life never will be the same after this video…

  • @cipaisone
    @cipaisone Před 11 měsíci +1

    This channel has to grow

  • @bladdnun3016
    @bladdnun3016 Před rokem +2

    I wonder if the propellane can polymerize to form polypropellane.

    • @bladdnun3016
      @bladdnun3016 Před rokem +2

      I see, the polymer is called staffane. Sure.

  • @Nathan-gg2yj
    @Nathan-gg2yj Před rokem

    Is there a reason why you directly dry the liquids with MgSO4 and don't use a previous drying step with concentrated NaCl solution (in the seperatory funnel?)
    At least this was the way I was taught it back then 😅

  • @jeffthechef69
    @jeffthechef69 Před rokem

    Am I the only one who absolutely fucking LOSES IT! Every time he says "I set the filtrate up for Short Path Vacuum Distillation."

  • @laslaw9887
    @laslaw9887 Před rokem

    the next video would be tetrahedrane)
    btw, we are doing propellans here each day. so nice to see it here too (love)

  • @erich.5326
    @erich.5326 Před rokem

    Nice final yield

  • @7.12_am
    @7.12_am Před 11 měsíci

    I'm new to this channel and I already love how water is called dihydrogen monoxide

  • @olekmy1292
    @olekmy1292 Před rokem

    I do wonder. How one can acquire so much knowledge about all of the proper procedures and how to set up the synthesis reactions to such perfection as I see it in this video? Also how to know what clean up steps are necessary?

  • @RhoGamingYT
    @RhoGamingYT Před rokem +3

    You know what is better? Just do both :)

  • @rocknrollmanic
    @rocknrollmanic Před rokem

    Shots fired I see

  • @backslash4571
    @backslash4571 Před 11 měsíci

    How do you have access to all of these chemicals? DCM is near impossible to obtain in the US, much less thionyl chloride, unless you’re a licensed lab.

    • @backslash4571
      @backslash4571 Před 11 měsíci

      Also I’d suggest adding your solvent to dry ice already in a container, ideally a dewar rather than a glass container, it splashes and bubbles way less and comes down to temp much faster

  • @editopic7169
    @editopic7169 Před rokem

    Nice yield!

  • @crabmansteve6844
    @crabmansteve6844 Před rokem

    What is the composition of the tar?

  • @j_sum1
    @j_sum1 Před rokem +1

    Sweet 187 step synthesis.

  • @rylandsmith8552
    @rylandsmith8552 Před rokem

    I couldn't hear him, what does he add to the isopropyl to make that -70c bath in the last step?

    • @rubenklobertanz4675
      @rubenklobertanz4675 Před rokem +1

      dry ice (Adding isopropyl alcohol to dry ice makes the liquid cool very quickly ⏤ the mixture's temperature can reach -90°C (-130°F))

    • @rylandsmith8552
      @rylandsmith8552 Před rokem

      @@rubenklobertanz4675 thank you so much

  • @californium-2526
    @californium-2526 Před rokem

    Ring strain champion caught by Chemiolis.

  • @ahmadnaeem6722
    @ahmadnaeem6722 Před 10 měsíci

    The best shape was already there i.e. shape of benzene because
    "Hexagons are Bestagons" - CGP Grey

  • @Ng.97x
    @Ng.97x Před 9 měsíci +1

    Ok Senku😃

  • @EbbeLoos
    @EbbeLoos Před rokem

    4:20 I think it's better to pour your mixture into (ice) water. This should produce larger particles making the filtration easier

  • @matushonko7223
    @matushonko7223 Před rokem

    Idea for a video: chloromethyl furfural chemistry (supposedly one of the most promising celllose-sourced raw materials, with the possibility of turning it into polymers, fuels etc)

  • @AJ-qv9yo
    @AJ-qv9yo Před měsícem

    Molecular origami. Love it.

  • @user-yb5cn3np5q
    @user-yb5cn3np5q Před rokem

    Can we combine washing steps, magnesium sulfate, filtering and short-path vacuum distillation into a single "standard cleaning" step in video? It happens so often that I'm unsure if there's anyone who didn't learn it by heart yet :)

  • @mihirsanghvi9876
    @mihirsanghvi9876 Před rokem

    5:11 put "the thing"back in 😱😱😭😭 it still has some stuck to it. Ohh and can to try to make dinitro acetylene

  • @Correct_Opinion
    @Correct_Opinion Před rokem

    You're my hero

  • @camj4631
    @camj4631 Před rokem

    thiophenol has such a memorable smell... but its almost like meaty at really low concentration

  • @ste0038
    @ste0038 Před rokem

    As an avid viewer of explosions and fire, can confirm it is in fact a crack shed

  • @LucDeLaat
    @LucDeLaat Před rokem

    I noticed you were from the Netherlands, may I ask where you have studied?

  • @michaelanderson4849
    @michaelanderson4849 Před rokem

    That Aussie crack shed filled with yellow stuff going boom, is a bit sus... 🤨
    😁

  • @Hamza-B3
    @Hamza-B3 Před 11 měsíci

    What about square based or triangular based pyramids?

  • @Zenzicubic
    @Zenzicubic Před rokem

    Yes propellane army letsgoooooooo!

  • @christopherleubner6633
    @christopherleubner6633 Před 11 měsíci

    Nitrate this and it would make an extremely potent energetic material.

  • @user-bo8de9si9z
    @user-bo8de9si9z Před rokem

    Can you add link to the methodology, pls?

  • @GodDamnitTwitch
    @GodDamnitTwitch Před rokem

    7:33 T A R 🎉

  • @jhyland87
    @jhyland87 Před rokem

    This dude just casually glossing over using 73mL of thionyl chloride, like it's a reagent you can pick up from Home Depot. lol.
    Love your content :-)

  • @custos3249
    @custos3249 Před rokem

    Now make a molecular swivel joint to attach it to

  • @yeoldebaccyfarm3081
    @yeoldebaccyfarm3081 Před rokem

    Propellane go brrrrrrr

  • @joejoemyo
    @joejoemyo Před 11 měsíci

    My spirit chemical

  • @LFTRnow
    @LFTRnow Před rokem

    I didn't quite have all the reagents and equipment, so after a few substitutions I wound up with banana bread. Help?