@@Spencergolde omg yass, that paper slayed so hard
@Spencergolde4 ай бұрын
@@B_u_L_i Right? And their setup was so far from being optimized. Carrots or other root vegetables could be such a gamechanger in a world where decent reducing agents are so strictly controlled
@07Roux4 ай бұрын
Literally as soon as he woke up. “O….k.? What’s that?”
@GoikOShea4 ай бұрын
OIL RIG
@rustymustard77984 ай бұрын
This video has everything! Dean Stark, multiple diy reagents, mercury, crazy looking molecules, amalgamation, vacuum distillation, impurity, reducing an oxide layer, nitrogen balloon, and even a sweet cameo by sick boilover itself! on a scale of 1 to 10 this one's a 25 bruh! Can we just appreciate the effort he puts into keeping us on the edge of our seats for 11 minutes with ethoxides? This one's a banger!
@nunyabisnass11414 ай бұрын
Dont. forget a broken graduated cylinder. You're not a chemist if you don't have one of those.
@rustymustard77984 ай бұрын
@@nunyabisnass1141 That and a lot more, there's too much to list!
@andrewjuby63394 ай бұрын
You had me at Dean-Stark.
@baha172224 ай бұрын
Lil ball of iodine
@again5t.your53lf63 ай бұрын
But has it Tar?
@김드림4 ай бұрын
Sodium cyanoborohydride has been pretty quiet since this reductant dropped
@Spencergolde4 ай бұрын
It was reduced to silence
@user-yb5cn3np5q4 ай бұрын
@@Spencergolde You mean, silanes?
@andym.s.52314 ай бұрын
@@user-yb5cn3np5q lolololol
@ShortFuseMan3 ай бұрын
Si _❕️_ *❲* yes in spanish, also happens to be silicon ▪︎‿▪︎ *❳*
@brandonbennett30824 ай бұрын
Loved the in depth discussion for the last mechanism on this one. The mark of a true organic chemist.
@sorooshsaghebi94654 ай бұрын
it amazes me every time how much time and effort is spent on every chemiolis video...
@jimsvideos72014 ай бұрын
Fun fact, reciprocating steam engines use a device like that Dean-Stark trap, but to cause accumulated water to lift a controlled quantity of lube oil into each cylinder.
@swaree4 ай бұрын
very based move of linking the procedures via scihub in the description
@chemistrycapital4 ай бұрын
Always nice to see new and safer reagents come along, looking foward to seeing how it compares to NaBH3CN!
@Bob-lv1xs4 ай бұрын
Yes it's "safer" if you ignore how it's made. If you don't it's not safer or greener
@mduckernz4 ай бұрын
@@Bob-lv1xsIn a proper industrial manufacturing setup I actually think this could be made rather cheaply and safely, with minimal wastage
@andym.s.52314 ай бұрын
@@mduckernz I have yet to see anything on its EHS or LCA so even if it could be manufactured safely and with minimal waste that still says nothing about the waste itself or what happens once it's actually used, and unless it's perfectly catalytc (see AlCl3 which might as well have to be added stoichiometrically) the waste/product mass ratio is meh
@penteractgaming4 ай бұрын
It is nice to see pentacoordinate Silicon compounds get more attention. They are pretty neat
@dansamarco16103 ай бұрын
I am so insanely jealous of your glassware, your beautifully stocked lab, and your knowledge. So very fucking jealous.
@Casbury_4 ай бұрын
this is awesome I just today had my organic chem lecture about reductive amination. I feel supremely nerdy for this but i dont remember another time i've been this hype for an upcoming yt video
@chir0pter4 ай бұрын
This video was incredibly cool. Group 13/14 elements are very powerful and understudied as catalysts
@Zenzicubic4 ай бұрын
Boratrane can be made by just heating boric acid and triethanolamine neat at 200C for a few hours until the mix solidifies
@DRTDC904 ай бұрын
Cool vid mate! Well done!
@Relatablename4 ай бұрын
This is amazing!
@captainchicky37444 ай бұрын
Holy shit this took so much effort this is so good
@MrYellowOffical4 ай бұрын
Yeah bro very cool i will see this Vid now!
@clarfonthey4 ай бұрын
Using mercury to react the aluminum seems like the spiciest way to do this reaction, although probably also the easiest.
@peteragardi11753 ай бұрын
Amazing video. Thnx buddy🎉🎉🎉🎉❤
@Drjtherrien4 ай бұрын
Ooooh nice and fluffy silicon oxides at the end! Just don't breath it in.
@vmi3_4 ай бұрын
Inorganic chemistry - who knows!?
@andym.s.52314 ай бұрын
_cries in point group symmetry and ligand field theory_
@AManChoosesASlaveObeys4 ай бұрын
Hey Chemi! I'm just waiting for you to tell me how does a very chill (Menthol 20x) chemical will do with a very spicy one! Nice video btw! Love your work!
@Chemiolis4 ай бұрын
You can eat mint and spicy food, and report back your results. You will likely feel both, they are different receptors.
@AManChoosesASlaveObeys4 ай бұрын
@@Chemiolis I just wanted to see the results of your top organic ones, since you are the GOAT in making things very extreme and the one who probably can take it like a champ! I tried one time. Mentol in almost freezing water and eating a Habanero. It was very weird and the problem wasn't even in my tongue, it was in my stomach for some reason. Yeah, I could feel both and it was WEIRD! Maybe doing it, mixing in some slurry, adding some carbonation or something that feels like it makes you tongue "tingle" like an electric shock is my end goal if my stomach can take that.
@otterconnor9424 ай бұрын
Sounds like you want to put chemiolis through hell
@ShortFuseMan3 ай бұрын
True, and he definitely goes throughenoughof that as is, lol‥…@@otterconnor942
@DudeManDude-ot5fv4 ай бұрын
I don't understand chemistry but I love learning things I don't know.
@THYZOID4 ай бұрын
Damn those three dimensional reagents are fancy
@joalsoal16454 ай бұрын
I came across an interesting molecule you should try synthesizing! It’s called Iceane, and is an obscure carbon structure that has the same base structure of a mineral found only in meteorites called lonsdaleite which is (theoretically) stronger than typical diamond.
@moisttowelette53534 ай бұрын
As an inorganic chemist, I also have no idea how that reaction works.
@andym.s.52314 ай бұрын
0:33 that alone makes it worth replacing LAH in lab settings at least, if it weren't for cost, same going to the borohydride and such
@WarkWarbly4 ай бұрын
You can also find boric acid in the feminine hygiene section.
@Lukesab3r4 ай бұрын
Dude cool Love your videos Have you thought of using a huber ministat and a jacketed flask for the temperature sensitive stuff? (Lot of coin but can be done semi-cheap if you get creative)
@Chemiolis4 ай бұрын
I plan to use something like that for cooling very exothermic reactions like nitration, but coolers are a bit pricey to justify atm
@andrewjin66184 ай бұрын
Could you try making the alkyl variant of this substrate to see if it can do hiyama couplings?
@pharmdiesel4 ай бұрын
How 'bout you get going on this if he can't and let us know.
@stinooke4 ай бұрын
STAB is super useful though, I always make mine in situ from acetic acid and NaBH4
@LordBrainz2 күн бұрын
That's what I was thinking. Is it that hard to make STAB from NaBH4? Videos I watched make it seem quite easy
@VietCong-ln1jf4 ай бұрын
Nice synthesis and structure. Reminds me of pyrrolizidine alkaloids of my PhD. Is this dark background the inside of a hood? I hope it is!😉👍❤
@Girvo7474 ай бұрын
He’s mentioned he works in a hood yeah :)
@SixTough4 ай бұрын
Cyanoborohydride is a pain because you need to do purification afterward. Is this easily removable?
@nunyabisnass11414 ай бұрын
Since you're heating it anyway and just trying to amalgamate the aluminum to increase surface area, can you just substitute the mercury with gallium so you don't have to risk using a toxic metal?
@leichenkocher4 ай бұрын
Uuuu, sounds good from the getgo
@ChoumadaGaming4 ай бұрын
Why mercury instead or iodine to remove the passivation oxide layer>?
@cezarcatalin14064 ай бұрын
hydrostannatrane is an even stronger hydrogen donor
@adrianhenle4 ай бұрын
Yes, and also a *much* stronger poison.
@Mp-jw1qg4 ай бұрын
does this also reduce aldehydes? the favorable advantage of cyanoborohydride in these reactions is that it doesnt fight against the aldhyde like nabh4 does.
@bryce43594 ай бұрын
Can this reduce pseudoephedrine? Asking for a friend
@kjpmi4 ай бұрын
😗
@kaboom46794 ай бұрын
No , you have to use germanium instead , since it is better for doping ...
@t0lek5114 ай бұрын
HI/H3PO4 friend that is the way or I2/Red P
@andrews.47804 ай бұрын
Very interesting procedure here. The 1st reduction reaction I learned of that reduces aldehydes and ketones into amines was the Lukehart reduction. Pretty cool to see other avenues like this that work in what seems to be a fairly easy manner. Keep educating Chemiolis! 🙏🏼🫡
@bsharahdaoud52854 ай бұрын
I get the purpose of iodine but I don’t understand why is it important to use mercury chloride to the solution to create an amalgam. As long as Aluminum is exposed out of the oxide layer, the reaction should follow suit or did miss something?
@neffix69764 ай бұрын
This channel is becoming more and more of a "How to speedrun Pihkal"
@Death-uo9lc4 ай бұрын
pretty sure triacetoxyborohydride would be easier to synthesize from sodium borohydride
@TheDexCrafter4 ай бұрын
How does the iodine destroy the al2o3 layer ??
@evosticks3 ай бұрын
7:18 Couldn't we just used _sodium ethoxide_ would had made sodium chloride instead of HCl. If i most say, some inorganic compounds are special in organic chemistry, opens up more possibility that can take shortcuts to building molecule.
@Some_Beach4 ай бұрын
Woah I subbed and a new video dropped?!
@kaboom46794 ай бұрын
Quick , do it again .
@loiman41794 ай бұрын
JESSE WE HAVE TO COOK
@donaldhoot77414 ай бұрын
Ketones and esters, Oh my! Ketones and esters, Oh my! Ketones and esters, Oh my! Signed: Dorothy and gang.
@Felixkeeg4 ай бұрын
Neat, but realistically, I don't see this replacing traditional reducing agents. Borohydrides are just so cheap, versatile and easy to tune. Instead of buying cyanoborohydride, I'd just add 1 equiv of NaCN to my reaction and it works just as well.
@Sniperboy55514 ай бұрын
Reductive amination? Don’t mind if I do…
@Y_sol4 ай бұрын
I hate it when my silanes turn yellow. I can't stop them from doing it.
@Litepaw4 ай бұрын
Yellow chemistry 🥹💛✨
@Lysergide3 ай бұрын
Hm maybe I could make this one: “First add toluene” - good I got that “Then boric acid” - cool I have a kilo of that, so far so good “Then triethanolamine” - shit…
@decepticonne4 ай бұрын
b but the reaction mechanism 😢
@LordBrainzАй бұрын
Spoiler (from that future video): LiAlH4 is still better
@firenation84064 ай бұрын
This is Tybut Tubytu/ naddrganian burzanu / darbyt darbyton
@Faro19094 ай бұрын
please don`t say Aluminum! it`s ALUMINIUM! ... the Americans are too lazy to say it correctly ... you are European, stay professional :D ... always striggers me when I see bottles of chemicals at work, that are produced in the US and the label says "aluminum" :/
@davidshelly91424 ай бұрын
Both are acceptable by the scientific community, but Aluminium isn't a European thing, its really just a commonwealth thing
@kpunkt984 ай бұрын
In German it's also Aluminium.
@Faro19094 ай бұрын
@@davidshelly9142 "Aluminium (aluminum in North American English) is a chemical element" ... from Wiki only Americans say Aluminum ... A Scottish once told me that the people in America are too lazy to say that extra syllable :D
@Correct_Opinion4 ай бұрын
language prescriptivists gtfo
@6alecapristrudel4 ай бұрын
Aluminimum
@derktewinkel4 ай бұрын
Silly me, always seeing you as a fellow Dutchy... Only to hear you butcher the pronunciation of aluminium to aluminum. 😢