Making Cubane (without handles)

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Here's the real cube, with nothing attached. You're welcome.
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/ chemiolis
Cubane methyl ester synth starting with UV step: doi.org/10.1039/D3OB00231D
Methyl ester to diacid: doi.org/10.1016/j.tca.2009.10...
2-Mercaptopyridine N-oxide sodium salt purification: doi.org/10.1002/047084289X.rh...
Diacid to Cubane: doi.org/10.1039/C8OB02959H
_______________________________
0:00 - 0:25 Intro
0:26 - 2:06 Photoreaction to decahedron
2:07 - 3:45 Cubane dicarboxylic acid
3:46 - 5:27 Dimethyl 1,4-cubanedicarboxylate
5:28 - 7:09 Back to the diacid
7:10 - 8:25 Acid chloride
8:26 - 15:40 Decarboxylation to Cubane

Наука

Опубликовано:

12 июл 2024

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Комментарии : 399

@Chemiolis 9 месяцев назад

NMR analysis of my Cubane and some precursors can be seen in this video: ru-vid.com/video/%D0%B2%D0%B8%D0%B4%D0%B5%D0%BE-m08fbrhQqnE.html

@Salt_and_Peroxide 5 месяцев назад

can you make some better cubane

@Shady97342 Год назад

It's harder in Australia because they have to do everything upside down

@Nosirrbro Год назад

nobody is considering this very important factor

@stelo2792 Год назад

@@Nosirrbro whatdayatalkinabout

@xxxggthyf Год назад

Probably something to do with poisonous spiders too.

@captainmcawesome7908 Год назад

*crying in symmetries*

@SundayLiquid Год назад

Ahhhhh see now it makes sense

@darrena2625 Год назад

He's just rubbing it in now...poor E&F

@ryanmillerioux176 Год назад

Stop, stop! He's already dead!

@eliasdilles8550 Год назад

I still don’t know who this guy is that this cubane competition appears to be coming from

@frogz Год назад

@@eliasdilles8550 a crazy aussie

@michaelhicks8603 Год назад

The crazy ozzy is doing his cube synth full otc. So it’s kind of not the same thing.

@jetbalsa8739 Год назад

@@eliasdilles8550 Comes from here: ru-vid.com/video/%D0%B2%D0%B8%D0%B4%D0%B5%D0%BE-ney-qTU3m4I.html

@ExtractionsAndIre Год назад

Ok but WHAT ABOUT OCTANITROCUBANE HUH

@ae5704 Год назад

Octanitrocubane rightfully belongs to you by name alone, certainly sounds like a job for explosions and fire !!

@ae5704 Год назад

either way I hope this doesn't discourage you from your own cubane synthesis, your videos are extremely entertaining and charming and I eagerly await your cubane !!

@BlackOutDrunk69 Год назад

Master the cube then talk smack

@MostlyPennyCat Год назад

@ExtrationsAndIre I wanna see some Hydrogen Per Peroxide. HOOOH. That should be lively.

@LordBrainz 7 месяцев назад

That's nothing, make octazacubane

@TheRealBanana Год назад

I think you have the most varied collection of stir bars among all the chemistry youtubers.

@sobertillnoon Год назад

I like the one that looks like a big old almond.

@htomerif Год назад

I know, right? I saw the triangle one and though that would be great for lifting solids off the bottom of a beaker or whatever instead of just grinding them against the glass.

@GamerKiwiOfficial Год назад

I wonder what he does with it

@darnitt4406 Год назад

I think we are in dire need of a stir bar tier list..

@xXTomokoKurokiXx Год назад

Watching E&F and watching this is like the difference between watching a Let's Play and watching a walkthrough. Both are still technically playing the same game, but one is somebody trying to figure it out on their own having never experienced it fully before and the other is somebody who's just showing the process of the game being beaten, having played the game already or knowing how to do it properly.

@xander1052 Год назад

With E&F it's the journey and the fact he's trying to do it with the worst equipment possible that makes it great.

@Hazmatguy117 Год назад

I was just going to say, this guy seems to have no equipment or monetary limitations

@davidemelia6296 Год назад

Another big difference is that these videos are dry as the Sahara, whereas Tom's are entertaining even to a non-chemist.

@prapanthebachelorette6803 11 месяцев назад

Both are great 😊

@clayton8or 10 месяцев назад

@@davidemelia6296 I am a non-chemist and still love these, especially with his top tier dry humor.

@crazkoob437 Год назад

this man has a whole chemical warehouse at his disposal goddamn

@y33t23 Год назад

I wonder if all of these chemistry youtubers are some kind of professors or something and if not where do they get their chemicals from? Where I live the government wants your ass for even ordering a little too much Acetone.

@georgejanzen774 Год назад

If you set up a one-man company, the big name suppliers don't really care who you are

@LukasSMF Год назад

@@georgejanzen774they don’t care since if you studied chemistry and have a company you’re allowed to have them. Now it’s only about the money

@y33t23 Год назад

@@georgejanzen774 True but usually you have to fill out a form in which you have to state what you will do with it and if you order a suspicious combination of chemicals they will report you to the government. Say you're buying toluene and some sort of nitrating agent for something totally harmless, they're gonna think you're making trinitrotoluene and come for you.

@SoylentGamer Год назад

Didn't do it with pool chemicals

@LabCoatz_Science Год назад

Excellent work, way to take hobby chemistry beyond its common limitations!

@BackYardScience2000 Год назад

So.... When do you plan to make it? 😃

@LabCoatz_Science Год назад

@@BackYardScience2000 I don't for now, since I'd need a UV reactor and whole bunch of other stuff. Besides, why copy what's already been done! Maybe someday though...cubyl isocyanide and cubanethiol are both pretty enticing, lol!

@kemster9495 Год назад

What could be another milestone for hobby chemistry after cubane?

@LabCoatz_Science Год назад

@@kemster9495 Maybe tetrahedrane? It's essentially cubane but with triangles, and a few derivatives of it have been synthesized.

@jacob1121 Год назад

Cubebros it's happening!

@SaffronRavenspear Год назад

@_shadow_1 Год назад

Now that you have the cube, would you be willing to try to make fluorinated cube and trap an electron in it?

@LuxGamer16 Год назад

I dont know much about chemistry, but that sounds sophisticated to pull off. It sounds so posh w/o it probably being it lol

@superioropinion7116 Год назад

That would violate the "Freedom for electrons" act.He has no right to do that

@gameDev-ih7cj Год назад

I don't know what you are taking about but it sounds a bit like using a fulferene to trap an atom

@_shadow_1 Год назад

@@gameDev-ih7cj It's pretty simple (at least in theory), incorporate a free electron into the positive area in the middle of the molecule caused by the polar carbon-fluorine bonds of cubic C8F8

@MostlyPennyCat Год назад

Or there's the one where you replace all eight Hydrogen atoms with a Nitro group each, making C⁸N⁸O¹⁶, Octanitrocubane. Which is what I assume E&F is working towards.

@sungyunkim7450 Год назад

I can hear Tom(Explosion&Fire) screaming in the background lel

@multiarray2320 Год назад

sad cubane noises

@meze2095 Год назад

now this mans gotta do Octanitrocubane just to really show that aussie whos boss

@mprojekt72 Год назад

I very much enjoy Tom's videos but Chemiolis' vids, in my mind, are more educational. It's also been interesting to watch a chemist who is not phased by yellow.

@Flesh_Wizard 11 месяцев назад

Finally, Kurt Cubane

@mprojekt72 11 месяцев назад

@@Flesh_Wizard 👍

@knivesnico8775 Год назад

how will australians ever recover???

@waltonchan3931 Год назад

It's great seeing the mechanisms drawn out, really top-notch chemistry. Maybe you can squeeze and ACS paper out of this!

@derenjoy3r Год назад

crazy shit dude this is def some of the top youtube chemistry content

@BackYardScience2000 Год назад

Top tier of the top'est of tiers!

@dasbuj Год назад

Congrats on getting cubane finally (awaiting that NMR tho lol). Any idea what the internal volume of cubane's cavity is? I assume it's very small but I wonder if it's large enough to host maybe a proton or something. I did my doctoral work on supramolecular host-guest chemistry, so cavities always catch my eye :)

@Chemiolis Год назад

Octafluorocubane can trap an electron inside!

@matiastripaldi406 Год назад

the NMR: |

@Tea_N_Crumpets Год назад

@@Chemiolisehe, “naughty electrons go in the C U B E C A G E”

@T3sl4 Год назад

Where does this proton go? That's right, IT GOES IN THE CUBE HOLE!

@dasbuj Год назад

@@Tea_N_Crumpets lmao I'm telling yall, yall sleep on host-guest chemistry. Baller subfield, plus jokes all day long

@GAFUKIS Год назад

Never clicked faster on a chemolis vid

@hukaman88 Год назад

Now do it again, in a shack, random things from the hardware store, and a PhD thesis do lol. Tbh all I learned from all chemistry vids is yellow is bad and tar means you messed up

@kpunkt98 Год назад

I swear to god - all organic chemistry turns yellow at some point. Hot take: yellow is just a low concentration of tar

@hukaman88 Год назад

@@kpunkt98 well yes. Turning yellow when expected is good. Randomly turning yellow no

@kpunkt98 Год назад

@@hukaman88 i would love to agree, but ideologically i have to insist that yellow can't exist outside of a tar-context Tbf in my Chemistry red is the bad colour ;)

@shitfuckmcgee8611 Год назад

@@kpunkt98 Yellow leads to brown which leads to black which leads to tar. It's a tale as old of time.

@kpunkt98 Год назад

@@shitfuckmcgee8611 your feeble skills are no match for the power of tar!

@chemistryofquestionablequa6252 Год назад

Gonna nitrate it?

@knyggaplease1222 Год назад

^ Asking the important questions. 💯

@nogcyberfiber9953 Год назад

he s better than most chemistry ytubers

@TheSpacePerson Год назад

He also has more equipment, so it might not be the fairest comparison. Still very skilled

@Sniperboy5551 Год назад

Still doesn’t have the same entertainment factor as Ex&F, but this is channel is great for chemistry

@holey5065 Год назад

@@TheSpacePerson nile(color)

Год назад

@@TheSpacePerson The equipment is not that much better, I think purity of basic reagents is what really sets him apart. Of course he also handles the equipment very well (PhD level)

@DeathMetalDerf Год назад

He might not be subject to the same restrictions on reagents. NileRed is in Canada and I'm in the US. I end up needing to make more reagents than I straight up by because I either lack access to the stuff, or it's straight up illegal for me to buy it. This varies greatly depending on where you live and where you can and can't ship stuff to.

@I_XuMuK_I Год назад

Oh this is going to be the most exciting and interesting NMR ever

@yorkshirechemist Год назад

congratulations mate, this is one hell of an achievement! the last step was particularly interesting, in that it's a Barton decarboxylation modified by using light as the radical initiator rather than AIBN Eaton and Pettit's original methods predate Barton by nearly 20 years, but are more accessible to amateurs as they used t-butyl hydroperoxide, which can be homebrewed with relative ease (sodium pyrithione is generally much harder to find for amateurs)

@monosodium-glutamate Год назад

This is just rubbing salt on Tom's wounds lol

@ron2092 Год назад

now is the time for octanitrocubane

@mytoasterwentflying Год назад

wow this channel is on FIRE with these back-to-back cubane syntheses

@Hamza-B3 Год назад

Definitely one of the best chemistry channels on youtube

@zetsubouda 9 месяцев назад

I respect you so much for being part of advocating for good science. Honest props.

@0-Kirby-0 Год назад

Summarising this procedure: 1: Dissolve solid. 2: Distill away solvent 3: Return to step 1

@icandreamstream Год назад

This is when you're lvl 99 and go back to the earlier chemistry bosses.

@taru6342 9 месяцев назад

I like your words, magic man.

@Minihiiri Год назад

7:10 Thank you so much for explaining what atoms go where in the reaction!

@GoikOShea Год назад

Quality stuff. Reminds me how much I loved my rotary evaporator though.

@Wiktor_renlund Год назад

king . pure king whit the chem flask man . big up to u

@jimsvideos7201 Год назад

Props to you for the work on the product and the work on the video too.

@xenomancer1 Год назад

Excellent vid.

@PoseidonDiver Год назад

ffs, thanks Tom. the RU-vid algorithm is gonna be force-feeding me Cubane for yonks now

@gafrers Год назад

Fantastic. 👍👍 The difference between Chemiolis and E&F is: one is pre apocalypse and the other very post apocalypse chemistry. 🤣🤣

@Bike36_ Год назад

How do you release these videos so consistently? It's like you do chemistry 35 hours a day.

@SIGSEGV1337 Год назад

what NEETdom does to a chemist

@Chemiolis Год назад

I do, I'm locked in my lab forced to do chemistry and produce videos

@randomviewer3494 Год назад

@@Chemiolis can you thank your guard for that lol? love the vids

@noodlelynoodle. Год назад

@@Chemiolis can I join the dungeon lab?

@zillertalernazihass Год назад

Meanwhile Nilered:" Today, I wanna make Benzoic acid. I will upload a new video in 6 months because it take a lobg time a make this content."

@JTCF Год назад

This guy made a youtube channel just to flex all of his different shapes of magnetic stirring bars

@matt0573 Год назад

Incredible, seriously cool to see video proof and I can't wait to see the NMR results. Would have been better if you did it in a rusty fridge though... :P

@chrisjones-fp5vd Год назад

Bro, success! Congrats

@DrReverendJ Год назад

I look forward to seeing a NMR with a single peak.

@gnarlytreeman Год назад

Congratulations, Good Job!

@most_sane_piano_enthusiast Год назад

The contrast between doing chemistry in a crack shed and a proper lab with a few 10k dollars of equipment is very noticable to say the least.

@thtasrjjgsfuny Год назад

where in this vid is $10ks worth of equipment? it's just glassware and a hot plate/mantle lol

@Moritz___ Год назад

@@thtasrjjgsfuny nah a good vacuum pump alone costs a fortune. the glasware shown in this vid might be not too expensive(500+ or so) but when you have such equipment you clearly have more lying around and its easily worth 10k think about fumehood etc aswel

@most_sane_piano_enthusiast Год назад

@@Moritz___ Let's not even start talking about the price of Chemiolis' insanely pure reagents.

@thtasrjjgsfuny Год назад

@@Moritz___ a few $10k is really stretching it, we can't even see all the things he has and where he got it from. Besides that he showed already it is not a 'real' bought fumehood but made. All the equip in the vids is what everyone can get. Only some of the chems not. The difference is mostly just presentation and how someone invests money. Tom could have easily built a fumehood too, but doesn't

@nilnull5457 Год назад

Bro killed Ex&F and is now T-posing on his body😅

@phizc Год назад

Wrong kind of T-something 🙂 Think the thing you're thinking of rhymes with T-lagging 🙂

@EbbeLoos Год назад

I'm currently finishing my bachelor chemistry and I'm looking forward to my master years. I forsure want to make cubane! It's like an absolute must for me!! I will 100% go to my promotors with some ideas for cubane derivates. Just look at the structure right?????

@joshinfantine8344 Год назад

so glad you degassed!

@3mmnw18gjy4 Год назад

おめでとう。解析が楽しみです

@kpunkt98 Год назад

Just found out cubane doesn't crystallize in the cubic system - what a disappointment 😞

@matthewpower3062 Год назад

Too bad, it theoretically should be as strong as diamond!

@a-t6335 Год назад

Thanks!

@JacobVanBuren Год назад

Very cool! Not to take away from this synthesis but I think some commenters also need to remember also that these precursors were not from Bunnings :)

@eyhd366 Год назад

Super excellent!! Come on, you can't just make ONC (octanitrocubane) now?? Please do it, nobody has ever done that in front of a camera! I mean you just have done the hard part!(making cubane) It's not so sensitive and you can make it in small amounts and test it! (Thanks again and Waiting for NMR)

@raffaeledivora9517 Год назад

Lol you think obtaining cubane is the hard part? Think again

@juliand3565 Год назад

@@raffaeledivora9517 8 times nitration sounds like hell on earth

@Chemiolis Год назад

I would consider it in the future, but atm the synth is not possible for me

@eyhd366 Год назад

@@raffaeledivora9517 yup! Looks like I made a mistake about that cause I read somewhere that with nitric acid and other things you can make the stuff(not so easily, but possible 🤷) But actually that's not important, I really want to see its explosion 😂😅

@eyhd366 Год назад

@@Chemiolis That's awesome! I think you absolutely have to do it :) You say can't cause the nitration is so hard to do or cause it's dangerous or what?!

@EuphoricPentagram Год назад

Omg you're making me wanna learn chemistry!

@vevenaneathna Год назад

lol the smell of evaporating a liter of mercapto purine rofl

@ondrejvarak1917 Год назад

Nice work

@bromisovalum8417 Год назад

Very nice! Does the cubane has any smell?

@Chemiolis Год назад

Sweet aromatic, in an artificial not-pleasant way

@StormBurnX Год назад

@@Chemiolis misread that as aromantic for a moment.

@lantzevongkorad4084 Год назад

I like your funny words magic man

@EDoyl Год назад

Finally. Pure bocks.

@benattwood8786 Год назад

This guy's a JCB with all the scooping he's doing...

@scarakaozzy Год назад

wow just wow

@SherKhan0122 Год назад

I gotta ask what your background is? You're so good! Have you published any papers? Do you do this for work? Where did you study?

@Salt_and_Peroxide 5 месяцев назад

i love cubes

@Mallesha12 Год назад

Isnt it possible to react the cubane dicarboxylic acid with NaOH and CaO (a decarboxylation reaction )to directly get cubane. Someone please explain

@spiderdude2099 Год назад

I'm gonna need you to hold your product in a vial and dab and then send it to E&F

@xenomancer1 Год назад

Oh, no! Tom! Scooped again!

@crabcrab2024 Год назад

Bravo! 👍🏻⚗👏🏻

@tedarcher9120 Год назад

Hypercubane when?

@KazzArie Год назад

I’d like to see some complex uranium chemistry. Nothing agency-list worthy, but I remember seeing one vid on periodic videos years ago they were working on something that looked like one U atom sandwiched in between two crowns. Looked pretty cool similar to how cubane is a neat looking molecule.

@BackYardScience2000 Год назад

The chem gods have spoken and you have been blessed. All hail the King of Cubane!

@Matoro342 Год назад

I love starting with a Schlong flask.

@yeetyeet7070 Год назад

Alexander Hamilton about to spit bars in these comments

@carn109 Год назад

A glorious day for all cube kind

@IAMSEYMOURMUSIC Год назад

I wanna see someone make it with stuff from the pool cleaning aisle 😂

@KakashiBallZ Год назад

Surely your RU-vid money can get you a sonicator. Love the work!! #SHORTPATHVACUUMDISTILLATION

@thegoodstuf1663 Год назад

Well that's fuking goooooooo

@SaffronRavenspear Год назад

Yooo, thank you for the amazing video mate this is spectacular !

@scrotiemcboogerballs1981 Год назад

Lmao love the video buddy

@theIargedude Год назад

next week: here are 3 other quick and easy methods you can use to make cubane at home

@bandiras2 Год назад

Good job. Can you make CLi4? Like methane, but with lithium instead H?

@y8ri_ Год назад

We all love cubane❤

@Nmethyltransferase Год назад

Kurt Cubane, gone too soon. 😥

@dlvivlviv Год назад

To purify salt, just turn it into salt, disdolve in water, wash with DCM all garbage. Then acidify, dissolve in DCM, and wash eith water. If you run a column, play with polarity of eluent to get good separation.

@kevindavidguzmanramos2631 Год назад

Hiii!! Just wondering, how do you know you actually got cubane? And, follow up question, could you actually get to see the cube in say, an electron microscope?

@aaronbarlow9616 Год назад

Wow...agrethive

@finonevado8891 Год назад

I'll be honest with you: I don't care about cubane synthesis if it's not done on a shed under the aussie sun shinning through the ozone hole

@SaffronRavenspear Год назад

soon

@knivesnico8775 Год назад

does the "radical decarboxylation" step form any cubane-cubane dimers? :D

@defenestrated23 Год назад

Almost certainly. Should show up on a sensitive enough 1H-NMR

@slyfoxchemistry Год назад

Amazingjob well done how are you

@andie_pants Год назад

I don't know jack about chemistry, but I heard thio and mercaptan... this process must have stunk like hell!

@MrHubert1710 Год назад

Pff lame, Now do it in shed, with hardware store ingredients and in 40C heat. You know THE PROPER WAY Jk, Great work, *sad E&F noises*

@defenestrated23 Год назад

What's with the N->O bond in the mercaptopyridine?

@ae5704 Год назад

It represents a dative bond, where both the 2 electrons in the bond are coming from the nitrogen. you could alternatively represent it as a N-O bond with N bearing a positive charge and O a negative charge.

@Hensch Год назад

This man could easily become a real life walter white with his chemistry skills

@viorp5267 Год назад

my brother in christ any chemist can make meth, most meth producers barely finished highschool.

@dr.med.janschiefer7163 Год назад

Well, it's a little bit cheating because Cheliolis uses a newly published and different UV process, that makes the whole s**t a lot more reliable. And he also doesn't do it over months in a shed partially with cooking utensils.... 😀

@aqdrobert Год назад

What colors would Chlorocubane, Iodocubane or Bromocubane display?

@Chemiolis Год назад

White

@Strothy2 Год назад

Poor Aussi lad must be siting infront his PC watching this and crying his soul out

@djdrack4681 6 месяцев назад

what about then taking the C-H and going through reaction series to attach ammonium groups in place of the H+. Then Nitrating that product? Far more involved than inorganic options...but I'd be interested to see what the resulting products properties were.