More UV Nightmares - Cubane Ep 11

Sdílet
Vložit
  • čas přidán 22. 05. 2024
  • We set out to improve every aspect of the UV photoreactor, which is proving a pain in our journey to cubane from the hardware store. But will it be enough? Twitter: / explosions_fire
    Subreddit: / explosionsandfire
    Join the Discord!! / discord
    Patreon: / explosionsandfire
    Music: all Aphex Twin soundcloud tracks. Sorry once again to people who have sent me cool music, I am too short of time and it sucks.
    References: 1997 Lab scale paper: www.researchgate.net/publicat...
    2013 Pilot Scale: pubs.acs.org/doi/abs/10.1021/...
    "Cubane Derivatives for Propellant Applications" 1989
    apps.dtic.mil/sti/pdfs/ADA210...
  • Věda a technologie

Komentáře • 1,3K

  • @HamiltonMorris
    @HamiltonMorris Před 2 lety +2211

    Never give up

    • @uzbekistanplaystaion4BIOScrek
      @uzbekistanplaystaion4BIOScrek Před 2 lety +62

      The legend himself

    • @ThatChemistOld
      @ThatChemistOld Před 2 lety +26

      you two are legends

    • @aaronclair4489
      @aaronclair4489 Před 2 lety +64

      wow thanks Drug Dad

    • @WetDoggo
      @WetDoggo Před 2 lety +10

      ... was about to comment something about legends and stuff, but nevermind... I'll just agree with never give up Splosionsnfire

    • @GermanMythbuster
      @GermanMythbuster Před 2 lety +13

      never gonna give you up,
      never gonna let you down
      He got rick rolled by the synthesis 😂😂

  • @PaulFisher
    @PaulFisher Před 2 lety +1523

    “hydrocarbon liquid” sure does narrow down what it might possibly be!

    • @codysergeant1486
      @codysergeant1486 Před 2 lety +17

      Be specific Bob!

    • @nenben8759
      @nenben8759 Před 2 lety +135

      Could be gasoline
      Could be cooking oil

    • @PaulFisher
      @PaulFisher Před 2 lety +80

      Is it lighter fluid or is it bunker fuel? Finding out is all the fun!

    • @PaulFisher
      @PaulFisher Před 2 lety +186

      Petroleum distillate lootbox

    • @wingracer1614
      @wingracer1614 Před 2 lety +25

      methyl ethyl ketone. It always seems to be MEK

  • @LukasBolini
    @LukasBolini Před 2 lety +444

    Big beard Tom shaking from excess coffee and struggling to open a jar is textbook PhD student (also, relatable)

    • @thewolfin
      @thewolfin Před rokem +4

      Is it weird that I'm attracted to fields that require steady hands (electronics, microbiology) despite my crippling caffeine addiction?

  • @tomh2628
    @tomh2628 Před 2 lety +357

    I'm getting too emotionally invested in this. The last part of the video was difficult to watch.

  • @mr.coolaid1004
    @mr.coolaid1004 Před 2 lety +1003

    here he talks about not going over budget and getting stuff out of the hardware store then he goes out and buys "space age bricks" those must have cost you a fortune.

    • @radomane
      @radomane Před 2 lety +24

      That’s what credit cards are for

    • @tommytheshimigami
      @tommytheshimigami Před 2 lety +20

      @@radomane he payed using a "space age" credit card

    • @OkieDokieSmokie
      @OkieDokieSmokie Před 2 lety +8

      Maybe hes got a real good brick plug...

    • @Wanhope2
      @Wanhope2 Před 2 lety +6

      @@OkieDokieSmokie Fuck I laughed more than any sane person should at that. Then looked at the strange firebrick shortages and rationing and...

    • @Nono-hk3is
      @Nono-hk3is Před 2 lety +4

      He used that color changing credit card to buy them.

  • @dalitas
    @dalitas Před 2 lety +1177

    No matter how this video ends, know that we love you.

    • @ExtractionsAndIre
      @ExtractionsAndIre  Před 2 lety +381

      Thank you for the support , it's needed haha

    • @guythat779
      @guythat779 Před 2 lety +106

      @@ExtractionsAndIre love and support mate, idk how much you need to hear it bit lately I've just been wondering "how's Tom, I bet he's gonna upload any minute now, I hope he's ok and didnt snort carbon tet"

    • @KnowledgePerformance7
      @KnowledgePerformance7 Před 2 lety +3

      💗

    • @deathkeys1
      @deathkeys1 Před 2 lety +1

      that we do!

    • @jaymzx0
      @jaymzx0 Před 2 lety +22

      @@ExtractionsAndIre If it makes you feel any better, I'm always super excited when I see a new video posted.

  • @Matt-re8bt
    @Matt-re8bt Před 2 lety +211

    So brave. Many chemists are scared of the enema tests, despite their accuracy and helpfulness. I'm glad that you were not only keen to have an enema, but respected its outcomes.

    • @LevelNoneMusic
      @LevelNoneMusic Před rokem +19

      I knew I wasn't the only one hearing enema, lmao I was like holy shit this guy's committed.

  • @R4nd0mScience
    @R4nd0mScience Před 2 lety +583

    I was doing UV-Synthesis at Uni, and for a 250 mg scale used 1 L of solvent. I think this is generally also how UV Reactions are done. You dilute your reactant quite alot to avoid unnessesarry side reactions of the radicals etc. . Also maybe degass the Solvent beforehand somehow, which would remove dissolved oxygen. Loving this series very much!!!

    • @broklond
      @broklond Před 2 lety +22

      Bubbling nitrogen/argon through the mixture should do the trick

    • @markb5249
      @markb5249 Před 2 lety +32

      @@broklond Ideally with a solvent this volatile (DCM) you want to do freeze pump thaw, I think.

    • @bonkusbot
      @bonkusbot Před 2 lety +24

      I was thinking similarly that oxidation is probably adding a lot of emotional stress to this process.

    • @syntactyx
      @syntactyx Před 2 lety +19

      This is good advice. I would recommend ultrasonic degassing specifically to remove dissolved gasses from the DCM, just not certain how that would be best achieved with the "hardware store" restriction. Perhaps purchasing a cheap handheld ultrasonic vibration grinder and running that for ages, or rigging up a speaker to vibrate at 500kHz or so and placing the solvent container on that.

    • @internetuser8922
      @internetuser8922 Před 2 lety +47

      @@syntactyx pretty sure he has a ultrasound cleaner, he just hates the noise it makes

  • @t.m.2415
    @t.m.2415 Před 2 lety +557

    "We are ignoring the passing of time." Words to live by

    • @tommytheshimigami
      @tommytheshimigami Před 2 lety +3

      10 days man. It seemed like he was on track until he abandoned it for that long. If he just kept going, he probably could of got it. he could at least kind of fold the tin foil better around it for reflection.

    • @jimmyb1451
      @jimmyb1451 Před 2 lety +2

      100%
      "Men talk of killing time, while time quietly kills them." - Dion Boucicault

    • @nj1255
      @nj1255 Před 2 lety +2

      Don't forget the classic "It could be worse."

  • @Chlorate299
    @Chlorate299 Před 2 lety +101

    Have you tested it for gold? There's a non-zero chance you've unlocked the secrets of alchemy.

  • @affoh11
    @affoh11 Před 2 lety +161

    I know the feeling of having tests ruined by a "sterile" plastic syringe. Took us a couple days to figure out the problem.

    • @hammerth1421
      @hammerth1421 Před 2 lety +22

      Entire biochemistry experiments worth too many thousands of dollars in reactants alone have been ruined by allegedly sterile lab gear not being sterile.

    • @Wanhope2
      @Wanhope2 Před 2 lety +25

      @@hammerth1421 Honestly there should be a public Name and Shame for these companies so the rest of us can stop wasting money

    • @zyeborm
      @zyeborm Před 2 lety +5

      That is not something you want the label to lie about

    • @formallydehyde
      @formallydehyde Před 2 lety +21

      unfortunately sterile just means there's no live organisms in it. you can run dirt through an autoclave or a gamma irradiator and it will be sterile.

  • @harrysheppard3745
    @harrysheppard3745 Před 2 lety +176

    Paint the desk a faint yellow so all of your products look good!

  • @leflavius_nl5370
    @leflavius_nl5370 Před 2 lety +560

    "But somehow the months went past"
    I felt that on a deeper level lol. Wasn't it August 2020 just a week ago?

    • @mihael64
      @mihael64 Před 2 lety +24

      Wait, wasn't it 2019 just a few months ago?

    • @espanadorada7962
      @espanadorada7962 Před 2 lety +2

      Yeah my lord what is going on man

    • @hovant6666
      @hovant6666 Před 2 lety +18

      I still cannot fucking believe 2020 was 2 years ago

    • @jimmyb1451
      @jimmyb1451 Před 2 lety +2

      Nah, pretty sure it was "just two weeks".

    • @willk7508
      @willk7508 Před 2 lety +2

      Ah fuck me what is time?

  • @pavelkryl457
    @pavelkryl457 Před 2 lety +163

    Few suggestions:
    1) You need to be using MUCH more solvent for photochemical reactions. (Alternatively much less of the compound or better yet, both.)
    2) You still may be producing a minute amount of product but it may have similar enough eluting speed to look like one dot. I would recommend using less polar mixture (maybe 5% acetone) and run the TLC plate multiple times (run it -> dry it -> run it again -> dry it etc. maybe 2 or 3 times). Or alternatively you could try a 2D technique though I never had much luck with that.
    3) Ditch the sketchy reptile lamps as they produce way too much heat. Sometimes we even cool our solutions for photochemistry so there is a lower probability of deexcitation due to solvent interactions.
    4) Flush your reaction vessel with argon, I know you have a cylinder of it laying in the shed.

    • @christianvaccarin8245
      @christianvaccarin8245 Před 2 lety +13

      The first point is a good idea, also because by diluting the compound you enhance the chances to trigger an intramolecular reaction. Less molecules around, less cross-reactivity, less tar.

    • @scottwashere4047
      @scottwashere4047 Před 2 lety +1

      Didn't he use up all the Argon when he was making anhydrous Peroxide? Or did he get more?

    • @jorisr4717
      @jorisr4717 Před 2 lety

      @@scottwashere4047 watch the last minute of this video

    • @FingerinUrDaughter
      @FingerinUrDaughter Před 2 lety

      @@scottwashere4047 if hes already got the cylinder, it costs maybe $40 to refill it.

    • @tokiWren
      @tokiWren Před 2 lety

      boosting

  • @PetraKann
    @PetraKann Před 2 lety +83

    I have a rudimentary PhD in Chemical Engineering and I am flabbergasted as to how an enema can be of any use in determining molecular structure in your sample.
    Absolutely flummoxed at the moment (and I have a beard)

    • @ExtractionsAndIre
      @ExtractionsAndIre  Před 2 lety +36

      Oh man, that NOSY COSY HMBC etc stuff is hardcore. Way beyond me

    • @fireworkstarter
      @fireworkstarter Před 2 lety

      You just havebt tried it yet ;P

    • @etuanno
      @etuanno Před 2 lety +3

      @@ExtractionsAndIre Wait a minute, we learned that in the 5th semester of the Bachelor. It was a pain, but really interesting.

    • @Drinksfromtap
      @Drinksfromtap Před 2 lety +4

      It’s all about where it tingles and how hard 😜

  • @JustinKoenigSilica
    @JustinKoenigSilica Před 2 lety +57

    let me do a tldr of things which would help Form product:
    1) dilute heavily (

  • @procrastinateALLday
    @procrastinateALLday Před 2 lety +299

    I feel like once youve proven that youve synthesized something, You can feel fine about taking the shortcut and buying directly, ie: the dcm.

    • @Alex-ee5pl
      @Alex-ee5pl Před 2 lety +14

      It's more expensive I'm in the US and miss the hardware store DCM goop

    • @defenestrated23
      @defenestrated23 Před 2 lety +49

      It's like unlocking the tech tree.

    • @user-yb5cn3np5q
      @user-yb5cn3np5q Před 2 lety +3

      Not at all. Messed up purity, requiring high quantity -- factors you will miss if you just buy.

    • @harriehausenman8623
      @harriehausenman8623 Před 2 lety +22

      You mean directly buying the tar? 🙂

    • @At0mix
      @At0mix Před 2 lety +7

      I agree. For the sake of getting this series done, I'm fine with buying more advanced pre-cursors rather than going through the previous 5 reaction steps again to get more monoketal

  • @belyear
    @belyear Před 2 lety +95

    I own a bearded dragon. Using a linear reptile light might produce more intense UV light.
    I had a customer that could tell which route (2 possible roads) the FedEx or UPS truck took to his lab. One was paved and had minimal metal contamination in his polyethylene digestion tubes and the gravel road had tungsten and cobalt in the tubes.
    We had to bag his tubes specially and give the courier specific driving directions. He always knew when they had ignored the instructions.

    • @stoyanpetkov2488
      @stoyanpetkov2488 Před 2 lety +21

      whaa .. I am just curious, but whaaat? How much contaminants get into a regular postal package and inside the factory package of the goods? What is his process, that has such high sensitivity? And how did he find out - I guess he *had* to find out such small contaminants out of necessity? Sounds like funny story.

    • @belyear
      @belyear Před 2 lety +43

      @@stoyanpetkov2488 He was using ICP/MS with a quadrupole mass spec detector. He used our digestion tubes because they were the cleanest available.
      To check the cleanliness, he do a 21 day soak of the tubes in ~10% HNO3 with a bit of perchloric acid too. He’d regularly find less than 10 ppt - parts per trillion - of a couple of random but consistent metals - possibley boron and a radioactive heavy metals, I can’t remember.
      The boxes had 100 tubes. We specially packed 10 x 10 tube bags in our clean room. Then we packed those bags inside a larger sealed bag. The boxes were then sealed with packing tape including all edges.
      He’d find 10-ish ppb of copper and 5-ish ppb of another metal - maybe aluminum - only if the delivery driver drove on the gravel road. Asphalt road were always at background.
      Crazy but true.

    • @ryanhimmelblau534
      @ryanhimmelblau534 Před 2 lety +7

      @@belyear I wonder if it was due to dust accumulating on the outside of the packaging so that when each subsequent seal was broken some contaminant got inside the next layer in.
      Might have solved his issue to pack in a water or other solvent proof container and then do a thorough washing before opening anything.
      It doesn't make sense that gravel dust would be penetrating through all the seals.

    • @youkofoxy
      @youkofoxy Před 2 lety +9

      @@belyear Reminds of when I read about the watt balance problem.
      they discovered that the ultra precise reference calibrate resistor would go out of calibration every time they took up stair to place in the machine.
      yes, the paper suggests they did this song and dance on going to calibrator going upstairs finding out the resistor is out of calibration a bunch of times.
      and search for the reference, I found none except the Wikipedia entry that has a direct quote as citation: "R. Steiner, No FG-5?, NIST, Nov 30, 2007. "We rotate between about 4 resistance standards, transferring from the calibration lab to my lab every 2-6 weeks. Resistors do not transfer well, and sometimes shift at each transfer by 10 ppb or more.""
      also, it is a hall not stairs.

    • @belyear
      @belyear Před 2 lety

      @@youkofoxy now I’m going to look that up… 🤦‍♂️

  • @Snakerob
    @Snakerob Před 2 lety +71

    Theres something about watching someone try to open a jar I just get a overwhelming need to insert myself into things and ask "let me have a shot" in classic strongman fashion

    • @guythat779
      @guythat779 Před 2 lety +6

      You're just based, dw

    • @WestCoastWheelman
      @WestCoastWheelman Před 2 lety +14

      You could also just give the wise-ass I'm smarter than you answer in the comments.
      Just switch hands. When you use your left hand on the lid, your thumb will "cam on" and lock your grip even tighter the harder you twist, like an old school drum brake. Trying to turn counter-clockwise with your right hand does the opposite and works against the geometry of your thumb. It's why it's so easy to over tighten lids and they always seem to stick on harder than you remember. It's just that your grip is stronger in one direction.

    • @VeraTR909
      @VeraTR909 Před 2 lety

      @Evi1 M4chine You mean a blunt chisel?

    • @etuanno
      @etuanno Před 2 lety +2

      @@WestCoastWheelman I'm both handed and I felt like opening jars was a lot easier with my left hand. The leverage of the forearm can be used much easier with the left hand as well.

    • @zyeborm
      @zyeborm Před 2 lety

      Use a can/bottle opener to prize up the lid. Breaks the seal and let's it open easily.
      You may damage the lid

  • @ejkozan
    @ejkozan Před 2 lety +147

    Great to see you again!
    Definitely, rid of oxygen. Photooxidation is one reaction I did in past, and with this setup and UV I am surprised that TLC looked SO GOOD. Argon/nitrogen all the way together with a balloon for positive pressure and well deoxygenated DCM. As for reaction, time to take example from academic chemistry, setup the reaction in the evening and run it overnight (~12-18 hours). If this won't work then it is fault of Reptilian lamps XD
    Another problem can be reaction overheating, most of the photochemistry is made at lower temperatures just to push photo over all reaction made by heat. Check with a vial of water and thermometer what is the temperature inside after some time. I remember the need for 0°C over reaction run in my past, don't know what were temp ranges in cubane paper you are using
    Still, fingers crossed for you! This would be the most priceless cube, carbon cube!

    • @ExtractionsAndIre
      @ExtractionsAndIre  Před 2 lety +56

      Helpful, thanks mate!

    • @ejkozan
      @ejkozan Před 2 lety +42

      @@ExtractionsAndIre You are welcome!
      For iodine chamber, if you can use smallest possible jar, you can heat it before use for more vapours and better visibility on TLC. I personally mix some iodine with gravity column chromatography silica. It deosits on it and then you can dip plate in this siica and iodine transfers direct from silica to silica. Great for lazy people XD
      Maybe good idea would be stain typical for ketones like 2,4-dinitrophenylhydrazine based one? It should work pretty well in your case (if you have it of course :P) or p-anisaldehyde (this one works on crapload of compounds with nice colours on plate).

    • @UnitSe7en
      @UnitSe7en Před 2 lety +1

      Curse our reptilian overlords!

    • @psycronizer
      @psycronizer Před 2 lety +1

      @@ejkozan I wonder if you could replace the para anisaldehyde with pure vanillin ?

    • @Grim_and_Proper
      @Grim_and_Proper Před 2 lety

      I know what you mean. After awhile you just start purging everything and wrapping everything in foil.
      Also, never leave anything in solution. I can guarantee you'll see more of the pretty yellow baseline polymers from oxidation if you do :D

  • @TheIcyWizard705
    @TheIcyWizard705 Před 2 lety +58

    I'm just a truck driver so my knowledge of anything science related above like a high school level doesn't really exist but even with me not understanding half the stuff you're talking about I still love watching your videos. For what it's worth i'm rooting for you to nail this project

    • @randalloshbough908
      @randalloshbough908 Před 2 lety +5

      Truck drivers make the world go around we can live without all chemistry but we cant live without truck drivers

    • @Tasmantor
      @Tasmantor Před 2 lety +13

      @@randalloshbough908 that's a nice sentiment but not nearly as true as you think. There's no trucks without chemists and a lot less to deliver without them too. Every worker is an important and valuable member of a society.

    • @randalloshbough908
      @randalloshbough908 Před 2 lety

      @@Tasmantor your full of shit to henry ford wasnt a chemist neither was the german dude invented 1st car

    • @chemistryofquestionablequa6252
      @chemistryofquestionablequa6252 Před 2 lety +10

      @@randalloshbough908 chemists invented most of the materials to make those cars. From metallurgy to vulcanized rubber and early plastics.

    • @bensmith4563
      @bensmith4563 Před 2 lety +3

      Hey I'm a dumb truck driver too

  • @xaviertudela9152
    @xaviertudela9152 Před 2 lety +87

    We love your tar videos, we learn a lot about what is tar, where you can find it, how it's forming,... it's amazing... even under uv light! No, seriously, i can understand your frustration... hopefully the next video you suceed!

    • @UnitSe7en
      @UnitSe7en Před 2 lety +5

      At this point he should consider writing a thesis on tar.

    • @etuanno
      @etuanno Před 2 lety +4

      Ah yes, the good old tar. I hate it.
      I did an experiment in the University a while back and suddenly everything was tar/dark yellow gue. But it seemed like the reaction had worked and after a nightmareish extraction I got an acceptable yield ^^

  • @dhoyda
    @dhoyda Před 2 lety +47

    9:38 "I'm glad I'm not tryna do surgery or careful alignment right now"
    Proceeds to use power tools to make airholes in the very next scene 🤣

  • @WaffleStaffel
    @WaffleStaffel Před 2 lety +66

    As I think others have pointed out, a cheap OTC source for quartz tubes are UV water sterilizers. They come in open type and closed-end type, like a long test tube.

    • @GMCLabs
      @GMCLabs Před 2 lety +3

      Yeah I started looking up quarts vials and those are crazy expensive. But saw those tube you were talking about and they are pretty cheap. Though the ones I found at first were just open on both ends. I was thinking it cant be too hard to seal the ends. Then I saw your comment and saw that they do make them with a sealed end. But in my limited search they were like 300mm long. Still that a managable size and with some digging can probably find a shorter one.

    • @WaffleStaffel
      @WaffleStaffel Před 2 lety

      @@GMCLabs I believe it _was_ your comment I saw back then. Check out US based Mountain Glass, they actually have decent prices for quartz.

  • @bprplane
    @bprplane Před 2 lety +38

    This reminds me of when I was using a plastic syringe for filling liquid IR cells and the beaker I used for the DCM would go cloudy and we were convinced there was an impurity in the DCM, until we realised I left the syringe in the beaker so the DCM was just decomposing the plastic XD.

    • @timkurz6086
      @timkurz6086 Před 2 lety +1

      thats what i assume happened with his eppendorf tubes too, like i dont know why he didnt cringe when using dcm with any plastic container not specifically made for dcm use

  • @nunyabeeswax6002
    @nunyabeeswax6002 Před 2 lety +11

    love when you say NMR
    i too enjoy sending things off for "enemahh" analysis
    stay classy san diego

  • @fartingasmr7636
    @fartingasmr7636 Před 2 lety +2

    the Ligma-Aldrich shirt provided all the closure I needed for this episode

  • @Alexander_Sannikov
    @Alexander_Sannikov Před 2 lety +5

    what this channel really taught me over time is really appreciate it when i'm watching any other YT organic chemistry video that does _not_ result in tar.

    • @etuanno
      @etuanno Před 2 lety +3

      It's unpopular to show a reaction that failed miserably. The casual chemistry viewers want success, here he presents us with the cold, hard truth that usually nothing goes as planned ^^
      I feel his pain, I study chemistry too.

    • @Alexander_Sannikov
      @Alexander_Sannikov Před 2 lety +1

      @@etuanno i don't really care much about the end result, i'm here for the process

  • @IceBergGeo
    @IceBergGeo Před 2 lety +6

    I enjoyed the Cody's lab clip at the end.

  • @derenjoy3r
    @derenjoy3r Před 2 lety +59

    Cube Chem, YES ! Since that hamilton morris crossover I've been even more invested. Its awesome chem.

  • @vegbetle
    @vegbetle Před 2 lety +43

    Have you considered using a VB (longneck) as TLC solvent?

  • @brusicor02
    @brusicor02 Před 2 lety +21

    2:22 Thanks Finn. The NMR team appreciated it! 💙

  • @HYTEOMEGAP
    @HYTEOMEGAP Před 2 lety +6

    Going from trying to figure out where the impurity is coming from, to earning the impurity wasn't from the solvent and was actually from the tubes gave me emotional whiplash.

  • @octanitrocubane
    @octanitrocubane Před 2 lety +51

    finally another episode of this legendary series

  • @Horizontalvertigo
    @Horizontalvertigo Před 2 lety +19

    Just go kidnap NileGreen and make him babysit your lamps, ez.
    Good luck tho Tom, really enjoying following this series

  • @matthijsmobach6845
    @matthijsmobach6845 Před 2 lety +24

    19:00 don't want to break your heart, but that is half a decade ago. I still have to get used to that too.
    Btw, I believe dcm is incompatible with polypropylene, from which eppendorfs are made. So that extra dot might be dissolved or damaged polypropylene (coming from a plant scientist, so not my expertise).

    • @user-ko7lz3kr1d
      @user-ko7lz3kr1d Před 2 lety +4

      We use DCM with Eppendorfs in my lab every day, and have no problems. Maybe it's a different plastic though, I'm not sure where our lab buys them or if they are even the Eppendorf brand.

    • @matthijsmobach6845
      @matthijsmobach6845 Před 2 lety +1

      @@user-ko7lz3kr1d Like I said. Not my expertise, so I might be wrong, but might be worth to look up.

    • @antongolovko1149
      @antongolovko1149 Před 2 lety

      Plant scientist as in biology? Or like manufacturing?

    • @matthijsmobach6845
      @matthijsmobach6845 Před 2 lety +1

      @@antongolovko1149 molecular biology. I come across eppendorfs every day, but usually not with concentrated solvents.

  • @msp7124
    @msp7124 Před 2 lety +46

    Great that the Iodine did something for you.
    Here are some of my thoughts on what is happening. To start i am not convinced that oxygen is a factor, considering the ammount of evaporating DCM i would guess that the vial has a saturated DCM atmosphere and at best traces of oxygen are pressent. You could add the DCM ahead of time to give it time to purge the vial a bit (easy cheap option). My guess currently is that somewhere in prepearing the reaction the DCM extracts some organic compounds from you labware (detergents from glassware or organics from any plastic you are useing). DCM in general is very good at extracting anything from solid plastic as you found out as well. These organic molecules are often stabilizer to protect the plastic from UV light. To test this you could run a reaction without your educt (just DCM handled as you ussaly do) to see if it still tars up. In that case i would buy a brand new glass vial (wash it with DCM, twice if you want to be sure), add the educt and a bit of solvent (straight from the bottle) and let the DCM evaporate a bit in the dark to remove any oxygen. Then run it with your current setup (i like the lizzard lamp). If this is not the case, and it is your educt which produces the tar my thoughts and prayers are with you as I have no clue what goes on then. I wish you the best luck.

    • @iFloxy
      @iFloxy Před 2 lety +1

      Super interesting!

    • @etuanno
      @etuanno Před 2 lety +2

      One dude wrote that they did UV reactions in the University on a scale of 250mg per litre of solvent. He said he suspects it's to prevent side reactions.
      Maybe if he combines this and your idea, that could work.

    • @msp7124
      @msp7124 Před 2 lety +4

      @@etuanno I abolutly agree dilution in general would reduce the liklyhood of polymerization occuring, stiring the solution might also help as UV does not penetrate deep into solutions (not sure about DCM though, may be use the lizard card with the DCM in the vial to see how transparent it is).

    • @sid6645
      @sid6645 Před 2 lety

      Damn you're one of the 3 people who actually liked the lizard lamps XDD

  • @christopherj3367
    @christopherj3367 Před 2 lety +4

    hahaha loved that end bit with Cody heating the lid with a blow torch, and you just smashing the jar.

  • @mrchangcooler
    @mrchangcooler Před 2 lety +3

    I don't think ive ever been more excited watching a video than seeing that the bottom dot was getting bigger while the top dot was getting smaller, showing it converting.
    Edit: Finishing the video, i've never been more disappointed than seeing that nothing mattered, it was all shit, i got excited for nothing.
    But I'm still excited to see you do more. I love this series. And after this one is finished, i still think it'd be crazy cool to see you do more chemistry like this, especially after the fact that you made such a pure compound the first go. You're pushing bounds for the home chemist and I love it.

    • @Hailfire08
      @Hailfire08 Před 2 lety

      same, until it was just the impurity from the plastic tube

  • @oscarcurtis9011
    @oscarcurtis9011 Před 2 lety +15

    Found your channel a few months ago and have now binged through all the vids! Absolutely amazing stuff!
    My family are glassblowers, we use a bunch of different chemicals and minerals for adjusting the colours/ properties of the glass.
    As so we have like 20kgs of Cobalt carbonate and a bunch of other random odds and ends + glassware, all yours if you have a need or want for it as we don't need it anymore.
    :)

  • @RealShebang
    @RealShebang Před 2 lety +31

    Yes, finally, just yesterday I was grousing about the lack of cursing and chemistry on my sub list.

    • @randalloshbough908
      @randalloshbough908 Před 2 lety

      Grouse is a bird looks like a small turkey here in east Tennessee lol

  • @jackogrady1738
    @jackogrady1738 Před 2 lety +27

    it's good to see you again, cube magician

  • @wabakiley
    @wabakiley Před 2 lety +21

    Use a Vanillin stain, it produces different colours for different materials (mostly), and it smells like cookies!

  • @rowanlove1752
    @rowanlove1752 Před 2 lety +7

    Don't give up, Tom! I've been watching this whole series and still don't know what the fuck you're even doing, but just know, I BELIEVE IN YOU.

  • @ohdangitsroby
    @ohdangitsroby Před 2 lety +5

    tip on the staining (so you don't contaminate your entire bottle of stain): you can dip a cotton ball in the stain and 'paint' the stain onto the plate and it works the same. just thought id share something I've learned from a brilliant synthetic chemist

  • @th3d3wd3r
    @th3d3wd3r Před 2 lety +3

    I always walk away from your video's thinking "Avoid yellow chemistry" and "Must listen to more Aphex Twin"

  • @AoiTheLaughingMan
    @AoiTheLaughingMan Před 2 lety +3

    Watching this video and I hear my 2 year old laughing. I turn around and this toddler is just pissing themselves laughing over tom's shitty UV set up. I have no idea what he thought was so funny but 10/10 thanks for entertaining my offspring.

  • @Alexander_Sannikov
    @Alexander_Sannikov Před 2 lety +7

    "there's nothing but tar and starting material here" -- words to live by, love your content

  • @Inuyasha10121
    @Inuyasha10121 Před 2 lety +33

    Yes, another cubane vid! Well done for continuing to hammer on this Herculian task, regardless of how the video turns out.

  • @tomlambeth8232
    @tomlambeth8232 Před 2 lety +12

    Praise be to home chemistry man. He inspires the masses to pursue true (non yellow) chemistry

  • @GigasGMX
    @GigasGMX Před 2 lety +2

    I see Cubane, I click the video. Simple as.
    EDIT: You doubling down on the reptile lamp is amazing. Live your truth, king.

  • @jamieweaver8381
    @jamieweaver8381 Před 2 lety +4

    Heartbreaking : ( You'll get it with persistence though. BTW, congratulations on your almost completed PhD!
    I did my PhD in Organic Synthesis. I would recommend you use a VERY dilute solution for your reaction vessel. The reaction you are trying to do is intramolecular so you want each molecule to be nearly isolated compared to the other molecules around it. This will promote the intramolecular ring closure and prevent other side reactions/polymerizations that are probably occurring.
    Best of luck! Love your videos!

  • @exce1257
    @exce1257 Před 2 lety +23

    the production quality just keeps going up... love it! new cameras showing

  • @mihael64
    @mihael64 Před 2 lety +11

    At the start of the video: "this is awesome"
    At the end of the video: "i have no idea whats happening but it sounds cool"

    • @UnitSe7en
      @UnitSe7en Před 2 lety +1

      All you need to know is that he made junk again.

    • @mihael64
      @mihael64 Před 2 lety

      @@UnitSe7en ik, no worry.

  • @andie_pants
    @andie_pants Před 2 lety +4

    That chameleon UV card made my goddamn day! 😃💜

  • @eiho
    @eiho Před 2 lety +12

    This project started before i began on my chemistry degree and it's probably gonna finish after it

  • @stpeter1241
    @stpeter1241 Před 2 lety +13

    Finally... my stamina has been restored.

  • @vipe_toutonche
    @vipe_toutonche Před 2 lety +7

    I've been going through a really rough time lately, and it gives me so much real joy to see a new video from you in my feed

    • @andersjjensen
      @andersjjensen Před 2 lety

      Hope things get better for you. I also hope things get better for Tom though. Endless fighting for no reward is tough...

  • @jimmyb1451
    @jimmyb1451 Před 2 lety +1

    I love all these complicated ways of removing jar lids after whatever is inside has pulled a vacuum.
    Just get a nail, or a small screwdriver and puncture the lid.

  • @DrTaylorRaine
    @DrTaylorRaine Před 2 lety +9

    sounds like the perfect time for a completely unnecessary freeze-pump-thaw degassing procedure for the solvent

  • @kraftzion
    @kraftzion Před 2 lety +3

    Being new here, I appreciate the voice to text. I was getting concerned I had made a wrong turn. I wasn't sure I wanted to know what a "enema analysis " was.

  • @LunaLucia
    @LunaLucia Před 2 lety +6

    My first thought is that oxygen may be wrecking your reaction in one or more ways. Reacting with the material directly or under the influence of UV light, given the long reaction times. Also, oxygen can quench some excited states very efficiently, I'm not an expert on photochemistry so I can't tell you if some transition state of the cubane intermediate is being quenched by this, but it's something to look out for.
    Also, you glossed over it pretty quickly in your video, but solvent level is important, if the solvent level drops too low you will get side reactions, high dilution is key to promote intramolecular reactions over intermolecular reactions.

  • @radomane
    @radomane Před 2 lety +2

    Never doubt the expert advice of [Deleted User]

  • @panykfelidae9018
    @panykfelidae9018 Před 2 lety +1

    Your work with a power tool is best described as 'serial killer'

  • @jacobsteel1142
    @jacobsteel1142 Před 2 lety +12

    Absolutely love both this channel and your slightly more explosive channel. Always makes me wish i could do this until I realise I could if I had money and time to waste haha. You do a very good job of making chemistry accessible with a heavy emphasis on do as I say and not as I do 😉 Stay safe out there ❤

  • @hughyyyy
    @hughyyyy Před 2 lety +10

    Best part of Tom uploading is it means he hasn't blown himself up yet 😂 I was getting worried there mate!

  • @aetius31
    @aetius31 Před 2 lety +10

    The inner bulb of halogen lamps is made of very good quality quartz btw

  • @hrox112
    @hrox112 Před 2 lety +16

    I’m so glad you’re back on the Cubane synthesis, you got me into chemistry man! Keep up the amazing work! Cant wait to see more from ya!

  • @veritypickle8471
    @veritypickle8471 Před 2 lety +4

    I'm quite addicted to your videos. I appreciate the chaos.

  • @theenglishbassist
    @theenglishbassist Před 2 lety +3

    I just love these videos so much. No matter if it ends up working or not

  • @e7nn
    @e7nn Před 2 lety

    Why I love you and your content:
    - About advanced chemistry that I don’t fully understand because I am neither graduated or a student
    - “I am using a reptile lamp because it’s _funny_ “

  • @giacomopugliese6327
    @giacomopugliese6327 Před 2 lety +2

    As a great chemis once said: "the greatest skill you can have as a chemist is the ability to hold a good grudge"! Never give up

  • @bob2859
    @bob2859 Před 2 lety +3

    I'm not here for the cube I"m here for the _adventure_

  • @alexb554
    @alexb554 Před 2 lety +3

    Glad to see the series back! Honestly, I would use argon via a baloon in combination with different lamps.

  • @ManBearBg
    @ManBearBg Před 2 lety +1

    You are actually the most accurate chemistry channel on youtube. Thank you for doing this shit after all these years.
    Brings laughs to our lab and you show how dangerous the colour yellow is.

  • @castaway2113
    @castaway2113 Před 2 lety

    Good luck Tom! Keep up the great work. Great to hear you're not giving up!

  • @lukeburr5633
    @lukeburr5633 Před 2 lety +3

    I have been waiting for this video! Love to see the cubane synthesis vids again.

  • @dwaynezilla
    @dwaynezilla Před 2 lety +3

    5:36 perhaps you'd enjoy the TLC section more if _Don't Go Chasing Waterfalls_ was playing on repeat throughout the process

  • @Ender240sxS13
    @Ender240sxS13 Před 2 lety +1

    This series is a wonderful journey through the deteriorating mental state of a chemistry PhD student.
    In all seriousness though I absolutely love your content, keep it up mate!! It's crazy that when I first started watching you I was working as an auto-mechanic and now I'm almost done with my degree in aerospace engineering.

    • @OtisJCW
      @OtisJCW Před 2 lety +1

      It's even worse than you think, it's a physics PhD student doing chemistry! The mental anguish of the two fundamental forces of the Chem department and the physic department fighting against each other is enough to make anything yellow!

  • @hugmynutus
    @hugmynutus Před 2 lety +2

    I have nothing to add, but I admire your dedication and keep up the hard work. I believe you & the channel will get over this setback.

  • @Scrarf4
    @Scrarf4 Před 2 lety +3

    somehow watching him do stuff that is beyond my understanding is fun. love the series!

  • @WobblycogsUk
    @WobblycogsUk Před 2 lety +3

    You have my sympathy, I've worked with some troublesome reactions in my time but that's next level. Glad to see you took the hammer approach to opening the jar, that was my idea. My wife suggested drilling a small hole in the lid, I felt stupid.

    • @zyeborm
      @zyeborm Před 2 lety

      Use a bottle opener to lift the edge of the lid mate. It'll release the seal and you can open it easily.
      May damage the lid a little.

  • @station240
    @station240 Před 2 lety +1

    On the brightside, you're slowly perfecting the manufacture of synthetic tar. Road making companies of the future will be in your debt.

  • @FunnCubes
    @FunnCubes Před 2 lety +1

    9:38 "Glad I'm not doing surgery or careful alignment right now" proceeds to do carefully aligned surgery on a plastic box.

  • @connortaylor6432
    @connortaylor6432 Před 2 lety +4

    Love that you're back doing the cubane work! I have a suggestion, you can run the reaction with the same lamp setup but using PFA tubing in a flow-chemistry type setting. If you make up your reaction mixture in DCM and then fill up a coil of PFA tubing (and then seal up both ends) then you have: no headspace (and therefore no oxygen) and a high surface area/volume ratio and therefore greater UV penetration into the reaction medium. If this doesn't do it then you're fucked

  • @elnombre91
    @elnombre91 Před 2 lety +16

    I'm sure its been suggested, but "gel nail lamps" or whatever they're called are UV and cheap, not sure about what wavelengths they use though. Running the reaction under an inert atmosphere sounds like a very good idea - ideally you want some vials with crimpable lids and a rubber seal for easy sealing and sampling.

    • @ExtractionsAndIre
      @ExtractionsAndIre  Před 2 lety +11

      They're generally 365 or 395 nm, so maybe? They do seem a bit too long in wavelength but we can also get heaps of power out of them for cheap, so it's maybe an option

    • @user-ko7lz3kr1d
      @user-ko7lz3kr1d Před 2 lety +2

      Scintillation vials honestly have a pretty air-tight seal. For the purposes of this experiment they should work fine. I've done a Stille coupling in a scintillation vial purged with nitrogen before and got >99% yield. Maybe Stille couplings aren't as sensitive to air at Suzuki couplings but I think it should still be sensitive since it goes through a Pd(0) intermediate.

    • @antongolovko1149
      @antongolovko1149 Před 2 lety

      @@ExtractionsAndIre They are generally 365 nm

    • @jasonshackleford1306
      @jasonshackleford1306 Před 2 lety

      395-405 generally

    • @jasonshackleford1306
      @jasonshackleford1306 Před 2 lety +1

      Which sadly rules out resin printing curing chambers too, which are 405-ish

  • @justinbanks2380
    @justinbanks2380 Před 2 lety

    I love that you leave in the parts where you're questioning your goal or what you set out to do and when you are not sure anymore.
    Been there sooo many times (seems like every one of my projects really)
    Keep being you man! We're all here for the ride and support you, regard of where we end up.
    Space age bricks!
    "I've had too much coffee, I'm already vibrating! Glad I'm not trying to do surgery."

  • @MBG_Broker
    @MBG_Broker Před 2 lety

    These videos are just marbles of gold and tar (gold=barely reacts. tar=the stuff we do not want but it reacted). I mean, there is seemingly nothing holding our host back from doing wack stuff and I love it. Thank you so much for the videos and for your "alternative" way of making videos.

  • @yxlotl
    @yxlotl Před 2 lety +6

    These episodes honestly make my day so much better.
    I hope you have a wonderful day, Tom! You deserve it after this... :P

  • @Burke9077
    @Burke9077 Před 2 lety +7

    Good to be back on this series :D

  • @Scarecrowswdsmn
    @Scarecrowswdsmn Před 2 lety +1

    34 minutes not wasted, love this channel

  • @helpthellama
    @helpthellama Před 2 lety +1

    Me: has uni in the morning
    Also me: wow a 40 min chemistry video at 1am sign me tf up!

  • @jacobv_
    @jacobv_ Před 2 lety +3

    I know you can do it! Personally, if you can buy a specific UV led somewhere for not *too* much money then I'd say you should try that if you really want to make it count. And the argon/nitrogen idea seems like a good one. Definitely the most important thing is you should try to just set aside 1 or 2 days and get it all done in that time rather than spreading it out over weeks (and months).
    When you showed it was the eppendorf tube I died. That's crazy.

  •  Před 2 lety +3

    Time really flies! This video came sooner than expected, to be honest :D

  • @dasjester3609
    @dasjester3609 Před rokem +1

    you know for being from 11 motnths ago for me this video and editing has a distinct 2011 feel which is fantastic

  • @professornick8033
    @professornick8033 Před 2 lety

    Love your videos Tom, thanks for putting the effort into making them. This is a problem that you can and will solve! Double down and dig in... you'll get there.

  • @Christer2222
    @Christer2222 Před 2 lety +5

    Hey, I'll stick around for however many cubane episodes you want to make. It's very interesting

  • @ryancraft2890
    @ryancraft2890 Před 2 lety +4

    Fucking love thus guy.
    Seeing him on Safety Third has been awesome too.

  • @lambda_calc
    @lambda_calc Před 2 lety

    I'm glad you're sticking with it. This has been a fascinating (and at times tragic and hilarious) series to watch, even for a non-chemist. Thanks for putting so much work into this for our entertainment

  • @KignofDiggins
    @KignofDiggins Před 2 lety +2

    My 0 chemistry knowledge ass seeing a new cubanes episode:
    "CUBES CUBES CUBES CUBES"