whenever i see someone use TCCA though i feel obligated to post this: dont mix TCCA with any bases, and when neutralizing generators use thiosulfate or a reductant first, then base turns out TCCA will readily react with base to form hypochlorite which then causes destruction of the triazine leading to NCl3 formation! the reason TCCA smells weird is chloramines, the molecule really is not happy and likes to decompose itself, so any hypochlorite sources or base which forms hypochlorite will be a high explosion risk, and thus the mixture should be reduced before neutralizing acid
Since youtube seems to be deleting my comments I will post again without linking. If you search 'sciencemadness TCCA chlorination safety warning' you can also find reports of detonation with strong heat/acid/base, so do not try and heat the chlorine generator to get more Cl2 (also the efficiency is already very high, search 'sciencemadness Chlorine - Illustrated Practical Guide').
Very nice video. Never managed to work with CS2 in my decades of organic chemistry. Was very pleased to see a rail car of it not too long ago. Really wondered where it was headed. Also, Keck clamps are cheap insurance.
I'm actually a hs dropout but yt and the Internet in general has so much interesting stuff to learn, so I'm not a chemist but I watch like 5 different chem channels
yeah - just cut in the right length and you have the opening diameter you want. If you screw up, it cost you like 5 cents :) I like to cut them by turning and simultaneously pressing down on some cracked tiles on the lab bench - sharp and tough edge of the cracked tile on the bench serves as the "knife" for the thin glass. Paired with slight pull on the pasteur, you can section it nearly perfectly like 90 % of attempts exactly where you want. I even intentionally beaten off a corner of a tile in a new lab (accidentally of course) to just have that for shortening pasteurs :D
Great video, but i think when a chlorine radical reacts of xylenes it will abstract an H-Atom from the benzyl position. It's highly unlikely that it will grab one from the benzene ring. So i guess that this is an electrophilic mechanism overall, which makes more sense considering FeCl3 is mostly just a lewis acid and no light is involved here.
They specifically mention Aryl radicals, as even benzene works. Too much alkyl substitutions and it won't work, and the products are said to be aryl chlorides as well. See link in description.
@@Chemiolis Let's say they claim it :). In the patent they also used AlCl3, ZnCl2 and SnCl4 as catalysts and they also worked for the reaction(see Example 8, 9 and 10 in the patent). This indicates that is just a electrophilic aromatic substitution which of course works with benzene as well.
Yes I don't normally use patents to base a scheme on but because he mentioned radical i based it on that. It could very well be Friedel-Crafts, oh well
Honestly, with FeCl3, and no eg. peroxides or aibn or copious amounts of UV - you're looking at an electrophilic mechanism imo. The black colour is also more characteristic for electrophilic reactions, iirc...
@@johanhallgren it wouldn't make sense in that context for there to be beef, but if you look at thatchemists community posts as of a few weeks ago, he left the partner program due to moral issues with ads promoting drugs appearing on his channel. The dude, rightfully, hates drug abuse.
Interesting you thought it smelled like meat lol. I made this a few months ago and I found the smell incomprehensible, like if pain was a thing you could smell.
Interesting fact: Isothiocyanates are what gives wasabi, horseradish and mustard their punch, more specifically allyl isothiocyanate. As I also understand this very same effect is the main hazard of MIC that was released in Bophal in 1984 killing 10000s of people in total. Both isocyanates and isothiocyanates trigger the irritation receptor TRPA1 and in high ammounts this will cause the lungs to fill with liquid making you drown in your own body fluids while also causing damage to the eyes as well as pose other toxic effects. (Many children were born with birth defects after this disaster). In low amounts they are however probably both safe to use as a spicy substance just like capsacin. The main difference as I get it is that isocyanates react with water while isothíocyanates does not making isocyanates unsuitable for use as a spice as the reaction with water in the food will cause the substance to quickly react and break down and in case of higher amounts also trigger chemical disasters like in Bophal.
A story out of one of my chemistry books... One day, after a British phosgene attack on the German lines in ww1, a captured German soldier was brought in for questioning. In great spirits, he scorned the British gas as useless. The next day he was dead. Moral of the story: people like to be gassed with phosgene. The euphoria that the German soldier felt is a pretty typical symptom of phosgene. I don't know how the thiol group changes your experience ..So really don't try this at home!!!!
Is there any source for that radical mechanism of chlorination? The aromatic ring is prone to electrophilic substitution, not radical substitution. If the radical mechanism is the right one, methyls should be chlorinated, as those alkyl groups undergo radical substitution and are even more active than benzylic methyls. With iron chlorides in the mix, I would say those work as Lewis acid catalysing electrophilic substitution.
I based it fully off the patent that describes it (link in description), I can't be sure if it's correct. However, I also linked some FeCl3 photocatalysis literature.
@@Chemiolis I read patent very thoroughly, author never writes that it is radical mechanism, he only describes probably intermediate. Even more, he writes literally Friedel-Crafts catalysts, which means he is very aware of electrophilic substitution character (all described catalysts are Lewis acids!). Substitution on ring is a proof it is not radical mechanism, and the word radical is used ONLY to describe substitution of ring (yes, methyl, ethyl are radicals, so writing substitution with methyl radical on ring is equal to methyl alkyl group, old times older naming schemes). So again, there is nothing in the patent showing it is a radical mechanism, and chemistry clearly shows it can not be (otherwise it would be chlorination on methyls not aromatic ring). Sadly, I do not have access to review, to read through it and say more. Still, in radical chemistry most prone proton is broken off, and benzyl one should go a long before aromatic would have any chance. Activity of groups matter.
Page 3, section 5, line 15 he mentions Aromatic radical which I based it on, he also mentions radicals on page 2 section 4 line 15. I don't disagree that it could be Friedel-Crafts, but he doesn't mention it specifically besides naming these catalysts, he says ''Although he doesn't want to be bound by a particular theory or reaction mechanism''. I just used the radical mechanism to fit the end-product and the intermediate mentioned, if it's wrong and it's Friedel-Crafts in reality, then so be it. I didn't have other literature that used the same method and detailed the real reaction mechanism, normally I don't use patents to base a reaction scheme on.
@@Chemiolis Aromatic radical here means aromatic group, it is the same as methyl radical on previous page which means alkyl group, aromatic radical means aromatic group, old naming scheme. In short he just proposed intermediate without any mechanism, and no in ArH there is no radical, now we say Ar is aryl group, he calls all alkyl substituents radicals as well as main ring. It is clear from context of text.
I was wondering if silicon pipes leak chlorine. According to my experience, using silicon pipes with reactive gases (like HCl, NH3) isn't a good idea. Personally I prefer PE or PTFE pipes for reactions with such reactive gases
just as a little observation, thioureas are most easily made from thiourea itself (mind blown, I know) react thiourea with a desired aryl amine using PEG-400 as a catalyst at 40-80 degs Celsius, I use this method to make DCC and DIC coupling reagents, much better than using thiophosgene 🤣
Any of the places that you can order carbon disulfide ship to residential addresses? My friends with business addresses won't let me ship chemicals there anymore.
i think chemsavers and some element collecting company still sells it, the latter of which i dont remember but the brand appeared in the newest styropyros chemical formulary video
In the interest of pedantry, it's a chemical weapon not a biological weapon, and in the interest of practical concerns, there are about ten different things in any cleaning cupboard that, mixed with bleach, also form 100% deadly chemical weapons. Education helps us AVOID breaking the Geneva convention at home!
Chemical weapon. And yes, there’s lots of dangerous materials used in chemistry. Chlorine gas and the oxygen containing phosgene were both used as chemical weapons, but they are such simple and useful chemicals that often have no alternatives when it comes to chemical synthesis. Thiophosgene is dangerous for the same reason, but it is a liquid so it’s less dangerous than regular phosgene which is a gas.
chemicals are dangerous for the reasons we use them, they react with things in ways we want and that also includes reacting with the stuff in our bodies in ways we dont want :)
Is there a reason why he couldn't just drip muriatic acid from the hardware store over the pool tablets to make Cl2? This seems like more work than necessary.
Hi I have a question about my work, were going to start working with laurosylsarcosine. On the description it says toxic when inhaled, should I be very worried when using it?
your employer should have the correct safety equipment in place and protocols, otherwise they may be violating worker safety laws, check with them and also use your own discretion but at a minimum id say you probably need a fumehood
You make any attempt to try making a new chemistry channel discouraging as there's no good idea you don't cover... just don't make phosgene pls because I love your content.
These videos are hardly interesting cuz nobody knows wtf Thioblahblah is. Use the thumbnail to explain better what it is or what its used for and maybe ppl will click.
this is obviously for chemistry nerds. just because you're to stupid to understand then doesn't mean you need to drag everyone else down to your level of intelligence.
looks delicious
Smells horrible though. I used it on several hundred gram scale and the nauseating meat smell is real bad.
Forbidden chili oil
I wanna dip my bell end in it
Boof it
phosgene suggest chemical weapons properties i wouldn't want to play with it
As soon as I saw that thumbnail I clicked right away 😀
0:38 the Chemtuber drama begins...
LMAO here we go
Frfr
#exposed
@@Quinazolinkingwait a second... *Leo DiCaprio pointing .gif*
It's such a nice time to be alive
Great to see this back up. Sorry to hear about all the drama
whenever i see someone use TCCA though i feel obligated to post this:
dont mix TCCA with any bases, and when neutralizing generators use thiosulfate or a reductant first, then base
turns out TCCA will readily react with base to form hypochlorite which then causes destruction of the triazine leading to NCl3 formation! the reason TCCA smells weird is chloramines, the molecule really is not happy and likes to decompose itself, so any hypochlorite sources or base which forms hypochlorite will be a high explosion risk, and thus the mixture should be reduced before neutralizing acid
if you see yellow liquid drops forming walk away even sunlight turns your glassware to shrapnel
Since youtube seems to be deleting my comments I will post again without linking. If you search 'sciencemadness TCCA chlorination safety warning' you can also find reports of detonation with strong heat/acid/base, so do not try and heat the chlorine generator to get more Cl2 (also the efficiency is already very high, search 'sciencemadness Chlorine - Illustrated Practical Guide').
Very nice video. Never managed to work with CS2 in my decades of organic chemistry. Was very pleased to see a rail car of it not too long ago. Really wondered where it was headed. Also, Keck clamps are cheap insurance.
You should make a tierlist like that chemist, except its just his failed copyright claims.
Is everyone that watches this a chemist or studies something similair? I have nothing to do with chemistry yet I love these videos.
I'm actually a hs dropout but yt and the Internet in general has so much interesting stuff to learn, so I'm not a chemist but I watch like 5 different chem channels
not professionally, the hard sciences are the goat
@@jeremiahgabaree4943same
I suggest using a Pasteur pipette instead of a steel needle:) They are cheap and can be easily modified if needed - a propane torch is all you need.
yeah - just cut in the right length and you have the opening diameter you want. If you screw up, it cost you like 5 cents :) I like to cut them by turning and simultaneously pressing down on some cracked tiles on the lab bench - sharp and tough edge of the cracked tile on the bench serves as the "knife" for the thin glass. Paired with slight pull on the pasteur, you can section it nearly perfectly like 90 % of attempts exactly where you want.
I even intentionally beaten off a corner of a tile in a new lab (accidentally of course) to just have that for shortening pasteurs :D
I'm so glad to be able to watch this video now, didn't get a chance the first time
thanks for reminding me that i have a vial of unstabilized chloroform in a secondary transparent container on my sheds roof
That chemist will be the butt of jokes within the chemistry UA-cam community for many years to come!
The man has a significant ego, which is never a good trait in a scientist.
What did he do?
@@affoh11 I am curious as well, I love his videos so I don't understand the issue
@@jarrodtanner1986if you haven't figured it out yet. Look at this channels community posts
Yup, unsubbed to him as soon as I saw what happened!
Great video, but i think when a chlorine radical reacts of xylenes it will abstract an H-Atom from the benzyl position. It's highly unlikely that it will grab one from the benzene ring. So i guess that this is an electrophilic mechanism overall, which makes more sense considering FeCl3 is mostly just a lewis acid and no light is involved here.
Probably some carbocation forms due to the presence of iron
They specifically mention Aryl radicals, as even benzene works. Too much alkyl substitutions and it won't work, and the products are said to be aryl chlorides as well. See link in description.
@@Chemiolis Let's say they claim it :). In the patent they also used AlCl3, ZnCl2 and SnCl4 as catalysts and they also worked for the reaction(see Example 8, 9 and 10 in the patent). This indicates that is just a electrophilic aromatic substitution which of course works with benzene as well.
Yes I don't normally use patents to base a scheme on but because he mentioned radical i based it on that. It could very well be Friedel-Crafts, oh well
Honestly, with FeCl3, and no eg. peroxides or aibn or copious amounts of UV - you're looking at an electrophilic mechanism imo.
The black colour is also more characteristic for electrophilic reactions, iirc...
That looks like it can give cancer through the screen.
Actually surprisingly few chemicals will give you cancer. Most are just straight up toxic, which is preferrable
Cosmic ray photoinitiation of radical reactions, I like it!
WE WON!!!!!!!!!!!!!!
Chemical warfare in your kitchen.
thanks for roasting that chemist
What is the beef with that chemist?
I don't think there's any beef, it's just ribbing. Amongst the ones I watch, the occasional joke and trash talk is there and it's all in fun.
@@johanhallgren it wouldn't make sense in that context for there to be beef, but if you look at thatchemists community posts as of a few weeks ago, he left the partner program due to moral issues with ads promoting drugs appearing on his channel.
The dude, rightfully, hates drug abuse.
@@ESTrashfire13 Well there's certainly beef now
I love the Dutch-influenced pronunciation of cotton = "codden"😜
you would need to use a teflon coating on the shell and have an ignition source burning it but yea this could be weaponized
Oh yeah, we're shuffling off the mortal coil with this one
Very nice! A good new addition to a collection of vile red liquids.
Get rekt ThatChemist. What a clown.
That chemist refrence!!!😂
That thumbnail is divine
I do not want to imagine how did you manage reaction waste.
You just feed it to the orphans, like any respectable person would.
Drop it off at the supermarket with the old frying oil, batteries and lightbulbs
Interesting you thought it smelled like meat lol. I made this a few months ago and I found the smell incomprehensible, like if pain was a thing you could smell.
Interesting fact: Isothiocyanates are what gives wasabi, horseradish and mustard their punch, more specifically allyl isothiocyanate. As I also understand this very same effect is the main hazard of MIC that was released in Bophal in 1984 killing 10000s of people in total. Both isocyanates and isothiocyanates trigger the irritation receptor TRPA1 and in high ammounts this will cause the lungs to fill with liquid making you drown in your own body fluids while also causing damage to the eyes as well as pose other toxic effects. (Many children were born with birth defects after this disaster). In low amounts they are however probably both safe to use as a spicy substance just like capsacin. The main difference as I get it is that isocyanates react with water while isothíocyanates does not making isocyanates unsuitable for use as a spice as the reaction with water in the food will cause the substance to quickly react and break down and in case of higher amounts also trigger chemical disasters like in Bophal.
Oh look a chemist who knows better than to post some stuff for clout unlike a certain chemist recently ❤ goodboyoh
0:32 molecule looks like a Pikmin
Oh yeah it does
You know what I always felt wrong with phosgene? Lack of sulphur of course!
This looks absolutely horribly toxic. It had to be yellow!
jk, very interesting video 👍
Yay your video is back
1:30 Errm... akchully, ur not supposed to put chemicals back in the original container ☝🤓
Congrats on winning the copyright battle :3
A story out of one of my chemistry books...
One day, after a British phosgene attack on the German lines in ww1, a captured German soldier was brought in for questioning. In great spirits, he scorned the British gas as useless. The next day he was dead. Moral of the story: people like to be gassed with phosgene. The euphoria that the German soldier felt is a pretty typical symptom of phosgene.
I don't know how the thiol group changes your experience ..So really don't try this at home!!!!
You are walking on thin ice buddy 😅
In many commercial preparations TCCA may be referred to as trichloro-S-triazinetrione.
Could the FeCl3 reaction not just be a Friedel-Craft type reaction?
Thiophosgene. A sulfur instead of an oxygen.
Do you think you might be able to make basketane next
We will call shotguns not humane weapons with this 🗣️🗣️🗣️🗣️🔥🔥🔥🔥🔥
Bro is making the one of the scariest chemicals just casually.
4:12 bro what 😂😂
chlorine + h2o (in the air) = HCl(aq) + HClO(aq)
Cl gas + H2O in the air = HCl(aq) , HClO(aq)
A real silent but deadly? It smells bad *and* is really lethal?
No gloves at 5:50 is insane. My supervisor would fire me on the spot
Is there any source for that radical mechanism of chlorination? The aromatic ring is prone to electrophilic substitution, not radical substitution. If the radical mechanism is the right one, methyls should be chlorinated, as those alkyl groups undergo radical substitution and are even more active than benzylic methyls. With iron chlorides in the mix, I would say those work as Lewis acid catalysing electrophilic substitution.
I based it fully off the patent that describes it (link in description), I can't be sure if it's correct. However, I also linked some FeCl3 photocatalysis literature.
@@Chemiolis I read patent very thoroughly, author never writes that it is radical mechanism, he only describes probably intermediate. Even more, he writes literally Friedel-Crafts catalysts, which means he is very aware of electrophilic substitution character (all described catalysts are Lewis acids!).
Substitution on ring is a proof it is not radical mechanism, and the word radical is used ONLY to describe substitution of ring (yes, methyl, ethyl are radicals, so writing substitution with methyl radical on ring is equal to methyl alkyl group, old times older naming schemes).
So again, there is nothing in the patent showing it is a radical mechanism, and chemistry clearly shows it can not be (otherwise it would be chlorination on methyls not aromatic ring). Sadly, I do not have access to review, to read through it and say more. Still, in radical chemistry most prone proton is broken off, and benzyl one should go a long before aromatic would have any chance. Activity of groups matter.
Page 3, section 5, line 15 he mentions Aromatic radical which I based it on, he also mentions radicals on page 2 section 4 line 15. I don't disagree that it could be Friedel-Crafts, but he doesn't mention it specifically besides naming these catalysts, he says ''Although he doesn't want to be bound by a particular theory or reaction mechanism''. I just used the radical mechanism to fit the end-product and the intermediate mentioned, if it's wrong and it's Friedel-Crafts in reality, then so be it. I didn't have other literature that used the same method and detailed the real reaction mechanism, normally I don't use patents to base a reaction scheme on.
@@Chemiolis Aromatic radical here means aromatic group, it is the same as methyl radical on previous page which means alkyl group, aromatic radical means aromatic group, old naming scheme.
In short he just proposed intermediate without any mechanism, and no in ArH there is no radical, now we say Ar is aryl group, he calls all alkyl substituents radicals as well as main ring. It is clear from context of text.
@@ejkozan My faith in patents is decreasing by the second
I was wondering if silicon pipes leak chlorine. According to my experience, using silicon pipes with reactive gases (like HCl, NH3) isn't a good idea. Personally I prefer PE or PTFE pipes for reactions with such reactive gases
Id say it wouldnt leak instantly, but they do get eaten away after running over several days
Probably fine with this amount
just as a little observation, thioureas are most easily made from thiourea itself (mind blown, I know)
react thiourea with a desired aryl amine using PEG-400 as a catalyst at 40-80 degs Celsius, I use this method to make DCC and DIC coupling reagents, much better than using thiophosgene 🤣
Carbon disulfide is pretty easy to get for me. I have several liters just sitting around. Those who know me, you know where to find it. 😉
If it won't let you get it, let me know. Lol
I thought you went out of business dude lol!
Awesome Tutorial 👍
Takes shots at TC
Immediately fucks up his synthesis
🤣
For a fraction of a second I thought you said you needed fluorine gas.
Any of the places that you can order carbon disulfide ship to residential addresses?
My friends with business addresses won't let me ship chemicals there anymore.
i think chemsavers and some element collecting company still sells it, the latter of which i dont remember but the brand appeared in the newest styropyros chemical formulary video
Isn't the FeCl3 reaction just a Friedel-Crafts reaction? It needn't be radical, just EAS.
Agree
It’s possible, I just went off what they said in the patent for the reaction
I hate that stuff. That smell still lingers in our fridge even though the compound was removed months ago😅
U,mmmmmm thats a biological weapon and is 100% deadly!
In the interest of pedantry, it's a chemical weapon not a biological weapon, and in the interest of practical concerns, there are about ten different things in any cleaning cupboard that, mixed with bleach, also form 100% deadly chemical weapons.
Education helps us AVOID breaking the Geneva convention at home!
Chemical weapon but yeah
Chemical weapon. And yes, there’s lots of dangerous materials used in chemistry. Chlorine gas and the oxygen containing phosgene were both used as chemical weapons, but they are such simple and useful chemicals that often have no alternatives when it comes to chemical synthesis. Thiophosgene is dangerous for the same reason, but it is a liquid so it’s less dangerous than regular phosgene which is a gas.
chemicals are dangerous for the reasons we use them, they react with things in ways we want and that also includes reacting with the stuff in our bodies in ways we dont want :)
I suspect this stuff could kill you just by looking at it.
Is there a reason why he couldn't just drip muriatic acid from the hardware store over the pool tablets to make Cl2? This seems like more work than necessary.
Muriatic acid is hydrochloric acid
We are so back
Pleeease pleeease I beg please turn pseudoephedrine into ephedrine without disposing any of the ephedrine after 🙏
Why would he publish an invitation to arrest him?
$3/g is expensive? That's hilarious!
Yeah, 3000 dollars per kg is expensive I'd say.
this aint blow dude
I really dont believe the second mechanism. A radical reaction with a phenylradical? How realistic is that?
why wouldnt you just connect a pipet instead of a syringe?!
Can you chlorinate carbon disulfide with a milder chlorinating agent such as NCS or with hypochlorites?
2:19
خ
Pocket phosgene
Once I work on synthesis thiophosgene in greather scale (200 kg). Awfull substance.
seems safe
I want to start a new trend of huffing it on tik tok.
Thats actually pretty dang cheap for a chemical from Ligma
Is this the same as phosgene gas the chemical weapon?
No
It's closely related - the same as phosgene, except with the oxygen replaced by a sulfur atom.
The thumbnail still doesn't show until I click on the video though.
Forbidden soy sauce 🤤
Fun times.
This chemical looks lovey demonic
Why would you make that at home?? Way too dangerous
Be very cautious about making chemicals like this. The FBI takes the synthesis and even it's disposal very serious. Wish U Well.
He’s Dutch, no FBI here
Sulfur and phosphorus. Couldn't be more sketchy
We got Chemiolis making CS² before GTA 6
Apppesauce
Ooooofffff
Hi I have a question about my work, were going to start working with laurosylsarcosine. On the description it says toxic when inhaled, should I be very worried when using it?
your employer should have the correct safety equipment in place and protocols, otherwise they may be violating worker safety laws, check with them and also use your own discretion but at a minimum id say you probably need a fumehood
If you have to ask this question on a chemistry channel on youtube, you should NOT be handling any sort of chemical
weow first
also i love your videos, watch them all the time :3
You make any attempt to try making a new chemistry channel discouraging as there's no good idea you don't cover... just don't make phosgene pls because I love your content.
These videos are hardly interesting cuz nobody knows wtf Thioblahblah is. Use the thumbnail to explain better what it is or what its used for and maybe ppl will click.
this is obviously for chemistry nerds. just because you're to stupid to understand then doesn't mean you need to drag everyone else down to your level of intelligence.