Fun facr: soda used to be carbonated using sodium bicarb (and some versions of club soda still have bicarb added). That's where the name "soda" came from
One of the things I love about your channel not being huge yet is all the interaction we have with you. Getting a like from you or a comment is always fun!
You don't need to go through the trouble of heating sodium bicarbonate just to get your hands on sodium carbonate. It's sold in big boxes in the laundry aisle as "washing soda".
Calcium carbonate is my favorite base for making candy out of fruits. Lemon juice and some other sour fruits are too sour on their own to be made into candy without diluting them with sugar, so I neutralize the citrate with calcium to make it more palletable.
11:10 Very interesting anecdote for me, thanks for sharing. Also, quinuclidine is actually pretty toxic (LD50 71mg/kg, KCN is about 5-10mg/kg), which people might not guess based on the structure.
For those wondering what he put up at 10:56 (the 7th/8th S-tier base, or the one on top of the fifth "column" in S-tier), it's tert-butyllithium... I spent forever trying to figure out ways to look it up, but I finally figured it out as "(CH3)3CLi" after like 5 different things I typed failed because it wasn't just right and google didn't help at all. Made worse by the captions utterly failing at transcribing what he said lol...
@@Blakearmin no surprise really. Those alkali metal hydroxides are just so versatile and not ridiculous to handle (NaOH is literally sold as commercial drain cleaner after all, usually with Al bits mixed in).
I get that you didn't put spartein into F tier because it's a bad base but I still think it should be top tier because there aren't many chiral bases and when combined with n-BuLi you can do chiral lithiation which is neat.
2:06 I don't remember what the lab was, but I was in an analytical chem laboratory and one of the byproducts of our reaction proceeding was HF. Yeah that was fun. Overall my favorite experience with bases has been with Grignard reagents, which are R-MgX where X is usually bromine or chlorine, which react very similarly to organolithiums. Don't add them to water folks.
I rate nBuNa and nBuK for sheer deprotonative ability with minimal addition. Their instant pyrophoricity in air increases their inherent spiciness whilst doubling as an easy way to tell if your reagent is good - if the residue on the weigh boat is on fire when you take it out of the glovebox it's A-OK 👌
Where's sodium bicarbonate(aka baking soda)? It deserves like at least b tier for being a base you can eat. I know it is amphoteric, but its a base in neutral water so it counts. The lab space I am currently working in has it in plastic containers for acid spills(the lab space is used by undergrads during the school year).
I'm in fear of the day I catch up on your content... Then you'll be another stranger that unknowingly has ahold of my life, by me waiting and hoping for new uploads everyday
There was a mega disasters episode about HF spills way back. Now I know just how bad it is when the accident investigator in the middle of a meeting gets word of an accident in the town where the meeting is held and the owners of the chemical plant you're talking about and to say that they aren't sure what happened "but there's no way someone dropped a heavy object on the HF tank." Guess what the accident was caused by?
K-tBuO- Dandy base, just pop an amp of NaK, dump into t-BuOH and wait for the fizzing to stop. Easy-Peasy. When one of Argonne's research breeders was shut down, I bought about 12 kg of NaK on the surplus market - I used it for decades!
Interesting and thanks. Listening to the clip now. So far (and with other clips too) no mention of water was or is mentioned? Which is odd, I think, as water from the air is always getting into everything.
When I first begin to distill whiskey, my training operator and I were unloading a drum of 50% caustic solution using a diaphragm pump when it broke apart on us and unloaded its contents right onto our front sides. Luckily we were wearing aprons, face shields, gloves, goggles, and boots so our skin exposure was minimal. We laughed about how our significant others would feel about the situation as we stripped down to our underwear and took turns at chem shower, passing each other the soap and a hose.
Hey there! I’d have a question if possible, so I just had a (high school) chemistry test and in one of the excercises I hade to choose that either one or both acetaldehyde and methyl methanoate gives a positive Tollens test. Of course I wrote the textbook answer of the aldehyde but then I thought that the reagent has ammonia dissolved in it, so is it possible for NH4OH to break up some of the ester bonds to form ammonium formate and can ammonium formate be oxidated by the remaining reagent?
I have never seen anything remove grease from plastic tupperware better than baking soda with a little water and dish soap. I also use it to shift the colors of a lot of natural dye. I suspect its capable of extracting color too simply because it sucks fluids out of the source plant and any spoilage bacteria and molds that might be present, meaning you can just keep extracting slow and cold until the water starts to turn clear or the smell finally gets to be too much. The latter takes like a month or something like that. Baking soda will shift some colors that are vulnerable to PH changes. I got blue from purple cabbage and purple majesty potatoes and red from tumeric. Disclaimer: color fastness from any of my dye projects remains to be seen.
The thing folks forget about carbonates is their ability to foam like an ungodly bubble bath in your beaker. And that foam doesn't knock down either, no; it sticks to all the glass and the rod you're trying to manage it all with. It forms a goop akin to napalm but with the properties of the solution it formed from. Tl;dr: fuck carbonates :(
As someone who has just finished his first year of Med Chem in uni, I get extremely excited anytime we're mentioned. Half of my lecturers forget that we exist🙃🤣
Was actually hoping that would be in here i work in a semiconductor fab and don't know much else about it other than it will kill you if it touches you
I've used KCH2TMS (otherwise known as KR in the inorganic world) but only to make other, heterobimetallic bases with, well, even more basicity... So I can't vouch for it as a monometallic species
its hygGROScopic, because hygroscopic solids are gross
haha
YES
Dummy, it's pronounced deliquescent.
Better than being straight up deliquescent
also hygro is for steam and hydro is for water
Should have switched the colours from S to F for pH strips. How could the best base be red?
knock-off alibaba pH strips
He used eggplant juice as pH indicator
Fun facr: soda used to be carbonated using sodium bicarb (and some versions of club soda still have bicarb added). That's where the name "soda" came from
One of the things I love about your channel not being huge yet is all the interaction we have with you. Getting a like from you or a comment is always fun!
It's fun for me too :)
This
You don't need to go through the trouble of heating sodium bicarbonate just to get your hands on sodium carbonate. It's sold in big boxes in the laundry aisle as "washing soda".
good to know
you apologising to water for forgetting it gives me an unreasonable amount of serotonin lol
It gave me some endogenous morphine
Not sure if this was unintentional, or if you were calling us basic with the “You’re a 10? Only on the pH scale”
Either way I love it.
This video is a great way to avoid studying for my chemistry test while feeling productive anyways
You can't beat a bit of sodium hydride, possessing a little bit of danger coupled with a pka that shits on other bases from a great height.
Just imagine the deprotonations you could accomplish if it were soluble in the workhorse organic solvents...
try _o_ diethynylbenzene dianion
@@DrSchnufflez could use potassium hydride and a crown ether but KH is fucking scary.
i just fell into this side of youtube and im loving it so much omg i just have found my kind of people
Just wait - the Discord is even better
Calcium carbonate is my favorite base for making candy out of fruits. Lemon juice and some other sour fruits are too sour on their own to be made into candy without diluting them with sugar, so I neutralize the citrate with calcium to make it more palletable.
*me drinking lemon juice straight* wdym too sour?
@@juliaf_ stop talking this close to our face we get enamel chunks stuck on our face
When the title is not: The most based base?
My disappointment is unmeasurable and my day is ruined.
Good video though
damn
Alternatively, "Based or basic?"
@@isaacgates5859 *or normie
". . . if you're not careful, you'll burn the lab down." I guess in organic chemistry, burning the lab down could be sort of an occupational hazard.
I have no idea about any of these, my favorite bass is a blue washburn I got from my uncle when I was 15
Uncles really the wild card of a given family
Cesium carbonate is GOATED for many reactions thanks to big boi Cesium and it's solvation behavior. Especially for SnAR with fluoride leaving groups.
BASE TIER LIST
Damn we're living in the golden era of internet
Thanks to viewers like you ;)
11:10 Very interesting anecdote for me, thanks for sharing. Also, quinuclidine is actually pretty toxic (LD50 71mg/kg, KCN is about 5-10mg/kg), which people might not guess based on the structure.
Surprising!
You should do best oxidizers, I wanna see the depths of insanity some of those chemicals are.
I'm planning to :)
@@That_Chemist oh man, your spoiling us, what have we done to deserve such quality content
@@harryw.174 just keep being the best people you can be :)
@@That_Chemist I can smell the fluorine already.
Anhydrous perchloric acid
DBU can apparently be sourced from the pink vase sponge (Niphates digitalis).
For those wondering what he put up at 10:56 (the 7th/8th S-tier base, or the one on top of the fifth "column" in S-tier), it's tert-butyllithium... I spent forever trying to figure out ways to look it up, but I finally figured it out as "(CH3)3CLi" after like 5 different things I typed failed because it wasn't just right and google didn't help at all. Made worse by the captions utterly failing at transcribing what he said lol...
Chemical tierlists.... I am obviously a nerd for loving this!
you are now officially a mouth pipettor :)
I would never consider ranking bases yet alone calling them based, I love it. 😂
Crosses fingers that sodium hydroxide makes S-tier like HCl did. The two reagents I used most in my vision quests.
And it was! Huzzah!
@@Blakearmin no surprise really. Those alkali metal hydroxides are just so versatile and not ridiculous to handle (NaOH is literally sold as commercial drain cleaner after all, usually with Al bits mixed in).
It is also easy to neutralize
This channel is going to blow up
Only thanks to amazing viewers like yourself :)
This is the most nerdy thing I've ever watched and I thoroughly enjoyed it
I get that you didn't put spartein into F tier because it's a bad base but I still think it should be top tier because there aren't many chiral bases and when combined with n-BuLi you can do chiral lithiation which is neat.
the joke on the thumbnail was one of the best things ive seen all day
u have a serious number of followers for a typical chemistry channel!!!
Thanks!
i love that chemistry content is coming up in my recommended all the time now
Awesome :)
after just coming out of organic chemistry, can confirm LDA is the best base of all time and me and my friends wanna get tattoos of it lol
maybe I would get a tattoo of LDA if I reach 1 million subs lol
Personally my favorite is NaOH because it’s half of the reaction to make table salt and salt is tasty
You know it is time for weekend when you see a list of chemicals on youtube and still missread the title as "best taste beerlist"...
I would 100% do a best taste beerlist
@@That_Chemist
I am down for it
But also hoping i won't missread that one as best base tierlist^^
2:06 I don't remember what the lab was, but I was in an analytical chem laboratory and one of the byproducts of our reaction proceeding was HF. Yeah that was fun.
Overall my favorite experience with bases has been with Grignard reagents, which are R-MgX where X is usually bromine or chlorine, which react very similarly to organolithiums. Don't add them to water folks.
I just found you yesterday and I love your stuff
thank you :)
I rate nBuNa and nBuK for sheer deprotonative ability with minimal addition.
Their instant pyrophoricity in air increases their inherent spiciness whilst doubling as an easy way to tell if your reagent is good - if the residue on the weigh boat is on fire when you take it out of the glovebox it's A-OK 👌
wow!
@@That_Chemist never before has fire been such a welcomed addition within a synthetic lab...
Coming from a lab that used superacids on a daily basis, I feel like I'm missing a hand without seeing superbases being covered😜 I needed Schlosser
Where's sodium bicarbonate(aka baking soda)? It deserves like at least b tier for being a base you can eat. I know it is amphoteric, but its a base in neutral water so it counts. The lab space I am currently working in has it in plastic containers for acid spills(the lab space is used by undergrads during the school year).
I humbly request tar tier list
I'm in fear of the day I catch up on your content... Then you'll be another stranger that unknowingly has ahold of my life, by me waiting and hoping for new uploads everyday
There was a mega disasters episode about HF spills way back. Now I know just how bad it is when the accident investigator in the middle of a meeting gets word of an accident in the town where the meeting is held and the owners of the chemical plant you're talking about and to say that they aren't sure what happened "but there's no way someone dropped a heavy object on the HF tank." Guess what the accident was caused by?
K-tBuO- Dandy base, just pop an amp of NaK, dump into t-BuOH and wait for the fizzing to stop. Easy-Peasy. When one of Argonne's research breeders was shut down, I bought about 12 kg of NaK on the surplus market - I used it for decades!
I guess everyone forget that instant noddles have sodium carbonate instant S tier
Interesting and thanks. Listening to the clip now. So far (and with other clips too) no mention of water was or is mentioned? Which is odd, I think, as water from the air is always getting into everything.
Lithium hydride burns down labs you say? Well it's a good thing I'm only making 10 kilograms of lithium deuteride instead.
Would you say the S tier are the Ace of Bases?
I think That Chemist just taught me a new insult. “You’re a basic butane” 😂
lol Ive used HF before, I didnt know it was that scary.
It’s so scary
you know what i don´t really know any bases. But the based title just kept me here. :)
nice vid.
When I first begin to distill whiskey, my training operator and I were unloading a drum of 50% caustic solution using a diaphragm pump when it broke apart on us and unloaded its contents right onto our front sides.
Luckily we were wearing aprons, face shields, gloves, goggles, and boots so our skin exposure was minimal.
We laughed about how our significant others would feel about the situation as we stripped down to our underwear and took turns at chem shower, passing each other the soap and a hose.
Hey there! I’d have a question if possible, so I just had a (high school) chemistry test and in one of the excercises I hade to choose that either one or both acetaldehyde and methyl methanoate gives a positive Tollens test. Of course I wrote the textbook answer of the aldehyde but then I thought that the reagent has ammonia dissolved in it, so is it possible for NH4OH to break up some of the ester bonds to form ammonium formate and can ammonium formate be oxidated by the remaining reagent?
probably yeah - formate esters often react in similar ways to how aldehydes will anyway!
"potassium hydroxide, it's been a base for a really long time--"
did it used to... not??? 😂
“KOH … it’s been a base for a really long time…” 😂
Amazing content, as always.
I wonder the reason for absence of Rb(rubidium) compounds?
Cost - it’s a rare metal
I have never seen anything remove grease from plastic tupperware better than baking soda with a little water and dish soap. I also use it to shift the colors of a lot of natural dye. I suspect its capable of extracting color too simply because it sucks fluids out of the source plant and any spoilage bacteria and molds that might be present, meaning you can just keep extracting slow and cold until the water starts to turn clear or the smell finally gets to be too much. The latter takes like a month or something like that. Baking soda will shift some colors that are vulnerable to PH changes. I got blue from purple cabbage and purple majesty potatoes and red from tumeric. Disclaimer: color fastness from any of my dye projects remains to be seen.
hmm yes I like the one that has the interesting letters in it
I wish someone had done this chart when I studied :P thank you ! Atleast now I can use it for hobbies ^^
You're welcome 😊
13:58 Oh hey, that's me! Kinda unfortunate I couldn't be more based though
Subscribed after learning about the new channel :)
Thanks!
@@That_Chemist
Wishing your new channel the best of luck! Kindest regards :)
Sodium acetate is the way to go for Knoevenagel ! (Even tetrabutylammonium acetate when you want the cation)
The tier list seems pretty radical. Too many bases rated either S or F
Bicarb deserves S tier because it's the easiest way to reach pH 7.
Bicarb deserves S tier because it goes into Snacks 😋
The thing folks forget about carbonates is their ability to foam like an ungodly bubble bath in your beaker. And that foam doesn't knock down either, no; it sticks to all the glass and the rod you're trying to manage it all with. It forms a goop akin to napalm but with the properties of the solution it formed from.
Tl;dr: fuck carbonates :(
It sure does :(
But which one is the “Jimi Hendrix” of all those bases? There can only be one.
cool, now i can combine the best acid with the best base!
It's all about that base, no acid
I don't know anything about chemistry, why am I watching this? Do I really like tier list videos this much?
I know I like tier lists
As someone who has just finished his first year of Med Chem in uni, I get extremely excited anytime we're mentioned. Half of my lecturers forget that we exist🙃🤣
this list is pretty basic
7:44 OMG this reminds me of "it's not leviosaaa it's levioooosaa" XD
Sad to not see my boi TMAH represented but otherwise great video!
Was actually hoping that would be in here i work in a semiconductor fab and don't know much else about it other than it will kill you if it touches you
Now THIS is a pretty based tier list
10:26 multi-use
Great video! Out of curiosity, where would you rank the halide versions of tetrabutylammonium as phase transfer catalysts?
as a base, F tier
@@That_Chemist 😓
"We don't like long names in chemistry"
IUPAC: AM I a joke to you?
Also, N-methyl morpholine doesn't make you reek of dead fish for a week! hat applies to morpholine, too. One of my favorites.
Still looking for the reference to "All about that base."
...no acid. 😁
Where does Caesium Hydride fall into? B tier like Caesium Hydroxide?
Calcium Carbonate is S tier cause it Stops my acid reflux
haha
agreed
Hilarious looking at KF thrown into the F tier. I'm having a fight in Stille workup recently.
cool video, thank you sharing knowledge xoxo
this tierlist is based
Didn't watch yet but just here to boost you in the algorithm ;)
My favourite base is third.
Lol
Di methyl ethyl amine should be on the list. Better than triethyl amine or Huenig's base, as you can remove it more easily. It is almost a gas.
Top notch content.
Thank you :)
tier lists are cool, thanks :)
based
Where are the conjugate bases from the acid video hello??????
fair question
What about Phosphazenes though? :(
yeah I forgot about those :/
too d#mn expensive
No idea wtf is going on but Im enjoying it
I've used KCH2TMS (otherwise known as KR in the inorganic world) but only to make other, heterobimetallic bases with, well, even more basicity... So I can't vouch for it as a monometallic species
alternate title: which base is most based
Which chemical is, if you'll allow, the Ace of Base.
KH with 18-crown-6
not what i was expecting
What about the buttery biscuit base?
im a PPh3 stan and im mad now 😡
(am joking haha good vid!!! subscribed!!)
haha
This video is so unbelievably based
Which base is the most based? Find out today on That Chemist
I love imidazole but I'm a biochemist so it's expected.