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Things I Won't Work With: Dioxygen Difluoride (2010)

science.org

271 points by PebblesRox 8 months ago · 125 comments

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ChrisMarshallNY 8 months ago

> fluorine starts to dissociate into monoatomic radicals, thereby losing its gentle and forgiving nature. But that's how you get it to react with oxygen to make a product that's worse in pretty much every way.

That kind of prose is why I love reading this chap's stuff.

  • genocidicbunny 8 months ago

    There's something reminiscent of Terry Pratchett's style to Derek's "Things I Won't Work With" series.

  • Bluestein 8 months ago

    This makes the rounds here every so oft, and I always read it again, seconded ...

stuartjohnson12 8 months ago

> Hangzhou Sage Chemical Company. They offer it in 100g, 500g, and 1 kilo amounts, which is interesting, because I don't think a kilo of dioxygen difluoride has ever existed. Someone should call them on this - ask for the free shipping, and if they object, tell them Amazon offers it on this item. Serves 'em right. Morons.

Gold

  • s0rce 8 months ago

    Some chemical suppliers seem to have autogenerated items, some/many are non-sense and I guess they just hope that you find something and they can make it? I found the example below a while ago but they have since removed it.

    https://www.nanochemazone.com/product/argon-powder/

    • ahazred8ta 8 months ago
      • LorenPechtel 8 months ago

        Is argon powder actually impossible? Of course it couldn't exist as pictured but below 80K does anything prohibit it?

        • s0rce 8 months ago

          No, its not impossible. You can make it in the lab without too much difficulty if you have liquid nitrogen. Just not sold like this and you can't really contain it in a practical vessel as the pressure at room temperature would be too extreme, you store liquids or compressed gases.

    • HPsquared 8 months ago

      Off topic, but I Googled "argon powder" and the AI overview thing hallucinated that the term means metal powders used for 3D printing, stored under argon to prevent oxidation. There are no actual results using the term in that sense, as far as I can tell.

      Google search should not be returning an incorrect hallucination that sounds plausible ahead of the actual search results. It's so confidently wrong. Google is SO BAD NOW at searching for specific expressions.

  • leoc 8 months ago

    Someone finding themselves obliged to make and deliver a kilo of this stuff would be a strong opening for a shounen manga.

wiredfool 8 months ago

Absolute classic of the genera

  At seven hundred freaking degrees, fluorine starts to dissociate into monoatomic radicals, thereby losing its gentle and forgiving nature.

  If the paper weren't laid out in complete grammatical sentences and published in JACS, you'd swear it was the work of a violent lunatic.
perihelions 8 months ago

Previously:

https://hn.algolia.com/?q=dioxygen%20difluoride

And others in the series:

https://hn.algolia.com/?q=things%20won%27t%20work

https://www.science.org/topic/blog-category/things-i-wont-wo...

High overlap with: (rocket fuels)

https://hn.algolia.com/?q=ignition%20informal

IlikeKitties 8 months ago

Not a Chemist but reminded me about this article: https://gizmodo.com/chlorine-trifluoride-the-chemical-that-s...

> Just to get the ball rolling, here’s a few of the more unusual things chlorine trifluoride is known to set fire to on contact: glass, sand, asbestos, rust, concrete, people, pyrex, cloth, and the dreams of children…

  • borski 8 months ago

    He wrote that one too, heh: https://www.science.org/content/blog-post/sand-won-t-save-yo...

    It’s linked in the article

    • QuesnayJr 8 months ago

      That's a different article. The Gizmodo article has a byline of "Melissa" and apparently is originally from TodayIFoundOut.com.

      • groby_b 8 months ago

        So, might be "inspiration". I suspect "Melissa" did not "find out today" - chlorine trifluoride isn't exactly the stuff you discuss at your average dinner table.

        You need a whole bunch of expertise to write about it. Gizmodo does not usually have this expertise, but its writers do usually recognize snappy writing that might go viral.

        • anotherboffin 8 months ago

          Yeah, I suspect “Melissa” fed Lowe’s article to an LLM to get a quick article that’s sure to get views.

          • messe 8 months ago

            In 2015? 2 years before "Attention Is All You Need"?

            • banannaise 8 months ago

              Ah, I miss the days when this sort of soft plagiarism required a minimal level of effort and even some genuine research. It might even rise to the level of "acceptable" if she cited her sources more thoroughly. Sadly, as presented, her choice of both anecdotes and example materials makes it pretty clear that the author is mostly just rearranging Lowe's and Clark's words.

            • anotherboffin 8 months ago

              Good point! I’ll be more careful before quick posting.

  • btilly 8 months ago

    Derek Lowe also did chlorine trifluoride: https://www.science.org/content/blog-post/sand-won-t-save-yo....

    • CommieBobDole 8 months ago

      "It is also hypergolic with such things as cloth, wood, and test engineers"

      • gmueckl 8 months ago

        This is a quote from "Ignition!" The particular quoted passage from that book is one of the highlights of the unique ironic tone the author used to describe real and dangerous chemical research.

        The book firmly establishes its tone with the first two pictures at the front: a successful rocket engine test and the remaining rubble of the same test stand after a failed test.

        • banannaise 8 months ago

          I suppose Derek's writing style is similar enough that it's easy to accidentally credit him for that line.

          I have to wonder whether Clark's influence is a significant contributor to his writing style. It would be fun to ask him. They could, of course, have come to it independently.

  • speed_spread 8 months ago

    Knowing that rust can burn should make the joy of a few Linux maintainers.

  • LorenPechtel 8 months ago

    Makes me wonder if it could burn a fire elemental. :)

    They seem to model any chemical damage as "acid" and fire elementals aren't immune to acid so I would be inclined to say it would.

jandrewrogers 8 months ago

One of the fun parts of chemistry is that most chemicals that ordinarily exist are quite far from having the most extreme possible properties that you can ascribe to a chemical. It doesn’t really matter what the property is. This is almost by definition, as “extreme properties” is roughly a synonym for “extremely unfavorable thermodynamics”.

Nonetheless, chemists are obsessed with these because in theory you can engineer chemicals with completely implausible, or at the very least counter-intuitive, properties in a lab if you can figure out how to do it. It is the equivalent of extreme performance-engineering geekery in software. You do it because you can, not necessarily because you have a use case.

Topics like “theoretical limits of high explosive power” [0] and a lot of other things that will put you on a government list are something chemists definitely geek out on.

[0] https://en.wikipedia.org/wiki/Octanitrocubane

GarnetFloride 8 months ago

The Rocketdyne Tripropellant rocket had great specific impulse, one of the best. But-- there are many reasons it never caught on: one of the byproducts was FOOF, along with other things like hydrofluoric acid.

blantonl 8 months ago

This guy's writing style makes him a worldwide treasure, and probably inspired a few young chemists.

I'll always read and re-read his blog posts when they are posted here.

api 8 months ago

I think there's some stuff in a book called Ignition about experiments using Fluorine as an oxidizer in rocket engines to get a little better specific impulse than oxygen. Only problem is that the exhaust is hydrofluoric acid at thousands of degrees. Yipe.

  • perihelions 8 months ago

    From memory, that book went in at least four different directions with fluorine compounds. Parts are about increasing specific impulse; parts are about increasing density impulse (fluorine's very dense); parts are about formulating oxidizers hypergolic with kerosene or with hydrogen; parts are about formulating oxidizers for deep space probes, with a melting/boiling point range matched to that thermal environment.

    O3F2 is the one that if you add it to liquid oxygen, it makes hydrogen/oxygen combustion hypergolic.

    Direct link: (.pdf) https://library.sciencemadness.org/library/books/ignition.pd...

    • wiredfool 8 months ago

      There's also adding a bit of Flourine to one of the Fuming Nitric Acids to make it easier to handle, because of the flouridation of the surface of the tanks.

    • api 8 months ago

      > O3F2 is the one that if you add it to liquid oxygen, it makes hydrogen/oxygen combustion hypergolic.

      O3F2 sounds like it'd be hypergolic with engineers. Nope.

      • baq 8 months ago

        > O3F2 sounds like it'd be hypergolic with engineers. Nope.

        Engineers. Asbestos. Sand.

        Can confirm 'Nope'.

  • nottorp 8 months ago

    Ignition has that lovely paragraph about some fluorine based fuel leaking out of the truck that was transporting it* and going through the road surface and then through the half a meter of concrete and stone under the asphalt, alien style.

    * the only way to move that fuel was in a refrigerated cistern... at a temp so low that the steel it was made of became brittle and cracked.

    I think it's quoted in one of Derek Lowe's articles about fluorine compounds too.

  • chasd00 8 months ago

    > a book called Ignition

    that book is really good and has some interesting hidden treasures, like a couple of sentences about adding silicon oil to the fuel mixture to create a self-ablating film on the combustion chamber. I think some amateur bi-prop engine guys use that in their fuel setups. It's funny how the book ends after all that research and exotic chemicals with JP-1 and liquid O2 are still pretty much the best combination.

  • UncleSlacky 8 months ago
relwin 8 months ago

YouTube chemists visit Dr. Kraus' fluorine lab in Germany: https://youtu.be/UzIH6raTxyE?si=74Pfn0i8Whq09Iim

rbanffy 8 months ago

I remember this article and I'm laughing before I even click the link. What a delightful read. Even more delightful I've never encountered this molecule.

RandomBacon 8 months ago

Bit rot: the article links to http://www.lateralscience.co.uk which is now just an advertisement for online gambling.

sortalongo 8 months ago

> 433 kcal/mole

For reference, TNT is 1kcal/g. This is 6.2 kcal/g.

ubermonkey 8 months ago

There are two kinds of popular reposts in the world.

Most are Type 1, which is "meh, this again" followed by a scroll away.

This is an excellent example of Type 2, which is "Oh boy! I get to read this again!"

(See also: the SR71 speed check story; the story of Mel, the Real Programmer; etc.)

ourmandave 8 months ago

Dioxygen Difluoride

That both words start with DIe! is enough to warn me off.

  • Ygg2 8 months ago

    Dihydorgen Dioxide. Oh no!

    • jerf 8 months ago

      Not the best example. Hydrogen peroxide is actually rather nasty when highly pure. I mean, it's got nothing on FOOF, not many things do, but it's still in a class where it needs to be handled with care and shouldn't be handed to non-professionals. Don't be fooled by the fact it's sold in grocery stores at low concentrations.

      • shadowgovt 8 months ago

        Not as bad as FOOF, but still burns on contact to an open sore.

        • masklinn 8 months ago

          Pure hydrogen peroxide will do a lot worse than burn on contact with an open sore, unless you mean "set your sore on fire" (though it's more likely to detonate, or spontaneously dissociate into steam and pure oxygen).

          Usual solutions for disinfection are 3~5%, at 35% h2o2 will bleach skin, and bite through it.

          • psunavy03 8 months ago

            Read up on the Me-163 if you want to see the craziness that's involved with using high-purity H2O2 as an oxidizer. With a hydrazine/methanol mix fuel to boot.

            • fch42 8 months ago

              "Ignition" was already mentioned. It has quite a few "anecdotes" about T-Stoff (then German term for 85%+ pure H2O2).

          • mauvehaus 8 months ago

            30% is non-chlorine pool shock, and readily available where I am (VT). As it happens, it's also one of the parts of two part wood bleach. The other part is a solution of NaOH (lye, available in solid form for drain opener). Works great, best used while wearing gloves and a face shield.

      • Ygg2 8 months ago

        Sure. We also call it bleach :P

        • jerf 8 months ago

          Bleach, when people refer to the general product you can buy in the grocery store called "bleach", is sodium hypochlorite, not hydrogen peroxide.

          You can call hydrogen peroxide bleach, or a bleaching agent, but if you ask your significant other for "bleach" you're not going to get hydrogen peroxide.

          • Ygg2 8 months ago

            Speak for yourself, we have/had a bottle of it lying around. Used for bleaching hair and as a cleaning agent. It's not Clorox, but actually says hydrogen peroxide (low dosage though).

    • icehawk 8 months ago

      High test peroxide is used as a rocket monopropellant, and was involved with the loss of the submarines HMS Sidon and Kursk.

      • Ygg2 8 months ago

        Many things are used as rocket propellant not least of which O2. As in all things dose makes the poison.

        • chowells 8 months ago

          You missed a prefix in monopropellant. That "mono-" is doing a lot of work that you ignored.

          • Ygg2 8 months ago

            Oh, then add nitrous oxide. There, problem solved.

            > That "mono-" is doing a lot of work that you ignored.

            Ironic, given they generally produce less thrust.

tverbeure 8 months ago

I will always reread the story about Satan's Kimchi.

__MatrixMan__ 8 months ago

In case you weren't dissuaded by the article, here's the synthesis procedure that it starts off by referencing: https://sci-hub.st/https://doi.org/10.1016/S0022-1139(00)803...

mouse_ 8 months ago

I clicked that permalink to lateral science ("Blown up or poisoned") and unfortunately the website appears to be hacked. :(

bovermyer 8 months ago

I wonder if you can still order a kilo of "Satan's kimchi" from that supplier in China. If you ever could.

narrator 8 months ago

A. G. Streng would probably have been forgotten about like so many if he hadn't been such a risk taking experimental chemist. Now someone's probably going to make a movie or comic book about him.

tonetegeatinst 8 months ago

Have already read this before and was interesting.

I did some research and inquiry and found out you can in fact get florine gas....and they can even compress it in tanks if you want.

credit_guy 8 months ago

Derek Lowe would never work with it, but this wikipedia page [1] lists 4 rocket propellant choices that contain F2O2 as the oxydizer.

[1] https://en.wikipedia.org/wiki/Liquid_rocket_propellant#Bipro...

shadowgovt 8 months ago

Ah, good ol' FOOF: the chemical with the convenient name-synchronicity to what it will do to you!

pixl97 8 months ago

Ah yes, FOOF. The last sound you hear before you melt, explode, blow up, and disassociate at a molecular level.

speckx 8 months ago

Relevant https://what-if.xkcd.com/40/

cperciva 8 months ago

FOOF, not to be confused with F00F (a bug in the Pentium which allowed unprivileged processes to lock up the system): https://en.m.wikipedia.org/wiki/Pentium_F00F_bug

mmonaghan 8 months ago

I love Derek Lowe's writing. I think I've read most of his articles but this series is my favorite.

stuaxo 8 months ago

2010 being 15 years ago is making me feel pretty ancient.

stackedinserter 8 months ago

FOOF-sulfur rocket engine would be fun.

pazimzadeh 8 months ago

hopefully this isn't trending because of the recent controversy about fluoride in tap water?

philipwhiuk 8 months ago

Good old FOOF

tim333 8 months ago

The article is good stuff. It's a shame he's now having to be writing Crisis, Part IX etc about the Trump admin trying to trash things. (https://news.ycombinator.com/item?id=43418192)

cwillu 8 months ago

FOOF, not to be confused with the FLOOF's that everyone wants to work with

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