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They explode when you touch them. Even a millionth of a gram can kill you. They can even disable you with their horrifying smell. SciShow introduces you to give of the most dangerous chemicals in the world.

Hosted by: Hank Green
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Sources:
http://pipeline.corante.com/archives/things_i_wont_work_with/
http://web.archive.org/web/20060318221608/http://www.airproducts.com/nr/rdonlyres/8479ed55-2170-4651-a3d4-223b2957a9f3/0/safetygram39.pdf
http://www.bunkertours.co.uk/germany_2004.htm
http://onlinelibrary.wiley.com/doi/10.1002/anie.201100300/abstract
http://www2.chemistry.msu.edu/courses/CEM958/10-11/talks/Spahlinger.pdf
http://www.atsdr.cdc.gov/csem/csem.asp?csem=6&po=12
http://books.google.com.au/books?id=MSDOAAAAMAAJ&pg=RA3-PA6&lpg=RA3-PA6&dq=smell+thioacetone&source=bl&ots=X0UH-GWpAa&sig=5wmkE-x9ZTWlWq5mCb6aQ9Argvw&hl=en&ei=14IoSoXQAtuptgeX0-jWBQ&sa=X&oi=book_result&ct=result&redir_esc=y
http://www.ebah.com.br/content/ABAAAe2O8AA/clayden-greeves-organic-chemistry
https://www.princeton.edu/~achaney/tmve/wiki100k/docs/Thiol.html
http://webbook.nist.gov/cgi/cbook.cgi?ID=C4756052&Mask=8
http://www.psc.edu/science/Klein2000/getting_jump_on_superacids.pdf
http://www.realclearscience.com/blog/2013/08/the-worlds-strongest-acids.html
http://science.howstuffworks.com/acid-info.htm
http://pipeline.corante.com/archives/2013/01/09/things_i_wont_work_with_azidoazide_azides_more_or_less.php
http://onlinelibrary.wiley.com/doi/10.1002/anie.201100300/abstract
http://web.archive.org/web/20060318221608/http://www.airproducts.com/nr/rdonlyres/8479ed55-2170-4651-a3d4-223b2957a9f3/0/safetygram39.pdf
http://www.purdue.edu/ehps/rem/hmm/pyro.htm

 Intro


(00:00Hank:


Germany, 1939. In a secret bunker on the German-Polish border Nazi agents were overseeing the production of a recently discovered chemical they'd code-named, "Substance N". It boiled when they exposed it to air, it exploded when it touched water, it was lethal when inhaled, and when it decomposed it spit out deadly hydrofluroric acid. When loaded into a flamethrower and ignited it could burn at a temperature over 2400 degrees Celsius. The plan was to arm troops with Substance N and use it to melt Allied bunkers into hot porridge. But then, after studying it for a while, the German soldiers were like, "Woah." Experiments with Substance N were discontinued because the Nazis decided it was too dangerous to work with.
Should give you some sense of what we're dealing with when we talk about "some of the most dangerous chemicals in the world". I'm talking about things that explode when you touch them. Things so poisonous that if even a millionth of a gram went up your nose it would end up killing you. Things  that could even disable you because of their totally, debilitatingly, horrifying smell. And yes, chemicals so severe that even the Nazis thought they were crazy.


[Intro music]

 Chlorine trifluoride


(01:17) Let's start with what the Germans had in that secret weapons bunker. They originally planned to produce 90 tons of the stuff every month, but only made about 30 tons throughout the whole war.


What they'd concocted was chlorine trifluoruide, the most vigorous fluorinating agent known to humanity. Fluorinating agents rip other molecules apart to replace their hydrogen atoms with fluorine. The result is what chemists call a "violently exothermic reaction," in this case known as a fluorine fire.
It's much more dangerous to handle than even fluorine gas, which, as anyone with a degree in chemistry will tell you, is not a sentence that you get to say very often.
It's also a better oxidizer than oxygen. Oxidizers are compounds that steal electrons from other chemicals in a reaction, and they are what make combustion possible.
Chlorine trifluoride is so good at this that it can burn stuff that sane people might think of as nonflammable, like bricks or asbestos or things that have already been burned. Oxidizers are also used to ignite rocket fuel, and in the very short time that U.S. rocket scientists that about using this stuff as a propellant, they quickly learned that this idea... was bad. (2:19)
In the early 1950s, the first time that U.S. scientists tried to ship chlorine trifluoride in bulk, the steel tank cracked and a full ton of it spilled out. It burned so hot that the chemical ate through an entire concrete floor, and then a meter of dirt and gravel beneath that.
One eyewitness described the spill only by saying, "The concrete... was on fire!"
Chlorine trifluoride is still manufactured, and it is used by semiconductor companies to clean their equipment to within an inch of its life. The good news is that you can store it safely in a regular steel drum, as long as it's airtight and you're really, really careful, because it instantly scorches the inside lining of the container, leaving behind a nonreactive plating of metallic fluoride.

 Azidoazide azide


Nonreactive is not a word that we're going to need when discussing the next chemical on our list: azidoazide azide, the most explosive chemical compound ever created. This twitchy little compound is part of the class of chemicals known as high nitrogen energetic materials, and it does what it does because nitrogen just wants to be left alone.
A nitrogen atom bonded with another nitrogen atom is one of the most stable molecules on Earth. Their electrons form an extremely strong triple bond with each other, which, in nature, can usually only be broken by a molecule being hit by lightning. (3:33)
The strength of that bond means that when two nitrogen atoms snap together, they release a tremendous amount of energy. So if you look at a molecule of AA -- we're going to call it AA, because azidoazide azide is hard -- you can see how it gets its bang. It has fourteen nitrogen atoms, and because of the why the molecule is structured, none of them are in a triple bond. Instead, they're stuck in a loosely bound, high-energy state, and are dying to move to a more stable, lower-energy state, which means releasing a lot of pent-up energy in the process.
As a result, AA is both highly reactive and heck-a explosive. How sensitive is this stuff? Well, it's actually hard to say because it's too sensitive even to measure how sensitive it is. A team of German chemists created it in 2010 with the help of the U.S. army in an effort to create more energetic compounds, and their first report on their discovery they said, and I quote, "The sensitivity of C2N14 is beyond our capabilities of measurement. Even the smallest possible loadings in shock and friction tests led to explosive decomposition."
To give you a list of how touchy this stuff is, here's a list of things that make azidoazide azide explode:

- Moving it
- Touching it
- Dispersing it in solution
- Leaving it undisturbed on a glass plate
- Exposing it to bright light
- Exposing it to x-rays
- Putting it in a spectrometer
- Turning on the spectrometer, and my favorite:
- Absolutely nothing.

They had it in a shock-proof explosive case in a dark, climate-controlled room, and it blew up! I think somebody said something mean about it somewhere, and it was like BLEEP!! (5:00)
The lead scientist on the team that synthesized it called it "a very exciting discovery." If I worked with azidoazide azide, waking up every morning and seeing that I still had all my fingers would be a very exciting discovery. (5:11)

 Dimethylcadmium


Next up, let's talk about dimethylcadmium. This is an organometallic compound, which means that has a molecule in which carbon has bonded with a metal. In this case, that metal is cadmium, a pretty nasty customer all on its own.
So far we've talked about chemicals that explode, or cover everything in an unquenchable fire, and don't get me wrong: dimethylcadmium -- it does that too. But that is not what makes it so dangerous. It is, in all likelihood, gram for gram, the most toxic chemical in the world. (5:36)
It has both acute and chronic effects, which means that it will kill you now and later. It was first prepared by a pioneer of metal organic chemistry, a fellow named Eric Krause, who was from, yes, Germany. It was 1917!
To give you a sense of how Krause rolled, he died in his lab at the age of 37 after accidentally inhaling a bunch of chlorine, but before that happened, he managed to report his discovery of dimethylcadmium. When you breathe it in, it is absorbed instantly into your bloodstream, where it basically serves as a kind of chemical chauffeur for toxic compounds of cadmium to travel all around your body. Because it's so effective at exploiting your bloodstream, it quickly effects your most blood-infused organs, like lungs and your kidneys and liver, creating compounds that rip electrons off the atoms in your cells. (6:20)
But if you managed to survive your first few hours after dimethylcadmium exposure, don't get your hopes off. It's also extremely carcinogenic, so it will take you down with cancer, just to spite you. This stuff is so potent that as an airborne vapor, just a few millionths of a gram per cubic meter of air meets the legal safety limits. But if you spill it, how are you gonna clean it up? Water? (6:40)
Well, when it reacts with water, it produces both lots of heat and lots of hydrogen gas, which is flammable, so yeah, it explodes in water. Maybe you could sweep it up? (6:51)
Friction makes it ignite... might wanna just try waiting for it to decompose? Well, it will do that -- it'll form a crust of dimethyl cadmium peroxide, which is a friction-sensitive explosive, so you're just one shoe-scuff away from kablammo. (7:03) And on top of it all, the chemical has an odor that's been described as foul, unpleasant, metallic, and disagreeable.
But that's nothing compared to our next chemical, thioacetone. It won't explode or start fires or even give you cancer; compared to other chemicals on the list, it's like a cute little fluffy bunny. If that cute little fluffy bunny had the most ungodly stink you can imagine. (7:22)

 Thioacetone


That's right. Thioacetone takes the prize for the world's smelliest chemical. It's a thiol, an organic compound in which a carbon atom is bonded to a sulfur-hydrogen pair; they're all gross. A skunk's spray uses two different thiols, to eye-watering effect. Most sulfur containing compounds are released by rotting meat, which is a reason why we would want to be very good at being able to detect them, and also not think that it smells good. But when it comes to bad smells, thioacetone takes the stinky, seriously unappetizing, cake. (7:51)
You can smell one drop of this substance almost instantly from half a kilometer away. In the 1960s, a vial of this stuff fell off the shelf in a research lab. People were chucking their cookies in buildings two hundred meters away. But the greatest example of thioacetone's silent but deadly strength comes from the German city of Freiburg, where in 1889, chemists at a soap factory were reportedly working on a larger molecule known as tri-thioacetone, which is used as a flavoring and a fragrance. But when they broke it apart into thioacetone, workers started falling ill. Spontaneous outbreaks of vomiting were reported in the surrounding neighborhoods... it led to the evacuation of the whole city.
Their might be a lot to learn about thioacetone, and thiols in general, but understandably, scientists are not really rushing to look into it. (8:36)

 Fluoroantimonic acid


And finally, there's the strongest corrosive agent in the world. The most dangerous acid ever devised by humanity: fluoroantimonic acid, because what list of dangerous chemicals would be complete without a super-acid?
What makes an acid an acid is its ability to donate a proton to another molecule nearby it, and a proton is just a hydrogen atom that's lost its electron. This process is called protonation, and an acid's strength is determined by how willing it is to give up that proton. A weak acid, acetic acid, for example, which is just the undiluted form of vinegar, will drag its feet about protonating other molecules. Most of it will just sit there doing nothing. But a strong acid, like sulfuric acid, will punch that proton in the air like a beach volleyball at spring break. And remember from substance N how crazy fluorine is; well, fluoroantimonic acid is ten quadrillion times stronger than sulfuric acid. This molecule is begging for an excuse to fly apart. (9:29)
Once its lost its hydrogen atoms, the remaining atoms of fluorine and another element, antimony, tear through everything else around them, ripping electrons off of nearby molecules and leaving just organic goo in their wake. Especially exciting is that fluorine really likes to bond with calcium, so once the acid tears through the fatty organic tissues of your skin and muscle, the fluorine will burn through your bones. The only way to store fluoroantimonic acid is in Teflon containers -- Teflon, by the way, is held together by carbon-fluorine bonds, which are the single strongest bonds in organic chemistry. (10:02)
We don't actually know a lot about this acid, because it's so hard to do experiments with it. You can't put it in a syringe, or on a slide; it eats through glass like its cotton candy. You can't put it under a fume hood -- it'll eat the fume hood. All you can really do is just, like, look at it. (10:16)
Ideally from very far away.

 End


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