The Great Iodine Mystery

Help needed! I have ~20L of a liquid containing iodine, but what else is in there? I run some basic tests and show you how uncertain I am of things, hit me with your best theories/conspiracies of what's in there, or give ideas of future tests to run. NMR of sample in dmso: imgur.com/ESmU8et

[@liamoconnor74]

Theory: grandma killed someone, dissolved them in HCL and forgot she left one tank, it explains the odd organic compounds, the terrible smell, and the issue of nothing coming out of it

[@TiernanWilkinson]

What about the Iodine?

[@Eldenoras]

Tiernan Wilkinson how else would you get rid of all the blood at the crime scene so that police couldn’t find traces of it. Addition to the theory old gram used iodine to clean up her tracks and some got in with the body.

[@Antonio-wh8lh]

Liam Oconnor Should’ve used bone hurting juice.

[@EdwardTriesToScience]

HCl reacts with aluminium, and it didnt react so ruled out

[@liamoconnor74]

Edward Science Innovations weird

[@matthewg507]

my dad was a Dairy Farmer here in the US. He said it looked to him like what they used to call dairy wash. it was used to clean the lines and bulk tank.

[@ExtractionsAndIre]

You know what, I looked up that and it seems pretty much exactly that: www.delf-uk.com/wp-content/uploads/2011/04/MSDS-Iodine-Bulk-Tank-Cleaner-Revision-2-01-11.pdf

[@matthewg507]

Glad I could help

[@deepforrestalchemy9189]

Yep, Had that very same dreadful stuff to clean out the lines on the milking machines in country Victoria when I was a kid. This MSDS fit it exactly too.

[@david2ljdavid2lj56]

I was reading that msds and it says it is reactive with aluminium, so unfortunately I don't think it is it, because it didn't react with that aluminium.

[@jhyland87]

Nice job!

[@EvelynnEleonore]

"It smells like I'm getting cancer" I've been in locker rooms before as well

[@rickyoswald]

@@bruni5289 Nice necro but it did make me chuckle.

[@warrcoww6717]

“What do you want to run through NMR?” “Well that’s what I’m trying to figure out, isn’t it.”

[@deadliestprawn6398]

This video was not only fascinating but also educational. Watching this process of disassembling something mysterious rather than building something specific was really cool and I am grateful for your work here on youtube!

[@delta-KaeBee]

I'D LOVE to see more Deductions&Why! (My suggestion of a separate show name, where u start with mystery-mix and try to run this deduction process again to figure it out. All else fails, send for GC/MS!) Also u should invest in a spectrometer if u don't have or have access to one. It'd be helpful in figuring out weird product results wen they go awry. Lol

[@guilhermetorresj]

Here I was thinking he went overboard with the NMR, then read the comments and realized how many people were willing to receive samples to run it through GC/MS. You guys really want to know what that thing is made of. I respect that.

[@thunderdick6117]

I realized he was saying NMR at first I thought he was saying ENEMA . I thought " This stuff in an enema ? This guy is a fuckin savage ! "

[@piranha031091]

I think what you have is povidone iodine mixed with some surfactant. It would explain why no iodine would separate from it, as said surfactant coud cause it to crystallize as microscopic crystals that stay in suspension. Povidone iodine is also quite acidic : it is a mix of polyvinylpyrrolidone, iodine, and hydroiodic acid.The H+ form a complex with the povidone, and the iodine forms triiodides with the I-. Commercial "betadine" contains pH buffers, such as sodium citrate and sodium phosphate, maybe this one doesn't. Also, commercial betadine does contain a surfactant, Nonoxynol-9. Maybe here they used some dodecylbenzenesulfonates instead (like in Virkon, an other antiseptic/disinfectant for animal use), hence the small peaks in the aromatic region of 1H and 13C NMR. When you distilled it, you first got the water out, and then probably started decomposing the povidone, releasing the hydroiodic acid. At 13:10, the fact that you get something brown and organic that isn't water miscible out of it simply tells me you've started making the destructive distillation of the residue in your flask. You're now making a mixture of various aromatic hydrocarbons (hence the "smell of cancer"...) and releasing all the hydroiodic acid (hence the distillate being strongly acidic) It also fits with the fact that your thermometer is giving you a lower temperature even though you've cranked the heat : the temperature at which they condense is not representative of the temperature at which they're formed. You could try just adding an excess of hydrogen peroxide to a small sample, and then checking the pH : if the acidity is indeed due to HI, that should neutralize it as you make I2 and H2O. If there is some other acid, it should remain strongly acidic. If it is phosphoric or sulfuric acid, it should precipitate with calcium chloride.

[@ExtractionsAndIre]

Everything you're writing does make great sense. A few points: the distillate seems to get more acidic. Iodic acid doesn't seem volatile, but perhaps just slight bits come over (as distillations aren't really ideal in the real world) or could it be something like HI? Whats the best advice for getting the iodine out, how do I avoid the surfactant? If it's iodic acid, it should be ok if I add sodium hydroxide, boil it mostly dry, wash the crystals with ethanol and then add peroxide and an acid? Or will that not work? The iodic acid could possibly explain the regeneration on extended boiling of the colour in the boiling flask after the addition of the sulfite. It would also release iodine at that point, like was seen

[@piranha031091]

You must have misread, I said "iodohydric acid", not "iodic". So yeah, HI. I never mentioned HIO3. - edit - My bad, after a bit of googling, it seems few people call HI "Iodohydric acid". I meant "hydroiodic"!!! It's probably a deformation from my native french where halogen acids are named slightly differently. Sorry for the confusion!!! I've edited my original comment to remove that mistake. As to how to get iodine out of it : it seems just boiling it dry will cause you to lose a lot of elemental iodine (I2), as happened during your distillation. I'd recommend adding hydrogen peroxide to it (as you previously did), to get that brown liquid (which I think is microscopic I2 crystals in suspension), and then do a solvent extraction with whatever volatile hydrocarbon you can get your hands on. Alternatively, if you can get your hands on sufficient amounts of metabisulfite, you can go the other way : reduce it to I- with metabisulfite, (maybe use a large excess to ensure it doesn't go back to I2? No, I don't know why that happened. But since it is an antiseptic, the presence of some oxidizer is possible. It would have to bee one that does not oxidize triiodides under normal conditions though.), boil it dry, do a calcination, and you should be left with a solid mixture of carbon, sodium iodide, and other inorganic compounds. Then, you could extract the sodium iodide with water, acidify, add hydrogen peroxide, and get your iodine out.

[@ExtractionsAndIre]

oh oh sorry, i've never heard the term 'iodohydric', I did get that wrong. HI is good but also a little bit of a worry, not sure I wont 20L of HI hanging around, given it's like a list 1 or list 2 precursor. I know iodine is too, but HI seems worse to have.

[@piranha031091]

Well, it's not really HI anymore, it's more "Povidone - H+" and I3- They can't outlaw iodine-based disinfectants, so that jerrycan's contents should be legal. As for elemental iodine, looks like you're allowed up to 30 grams of it. www.safety.uwa.edu.au/topics/chemical/illicit-drug-precursors/illicit-drug-precursors-schedules (also, I made some edits to my previous comment. You may have missed part of it if you read it before I was done editing it).

[@ExtractionsAndIre]

State laws vary wildly, so wildly in fact that now that I look it up, there's not restrictions in my state for owning iodine, but HI is a controlled substance (List 2 effectively). But you're right, it can hardly be seen as hydroiodic acid in its current form. Oh yes missed the edits. I should've picked up that iodohydric = hydroiodic, they're basically the same word. I think I just got excited over iodic acid, I tend to do that over oxidisers :P

[@AussieChemist]

Thank you heaps for the shoutout!!

[@seraphpegasus]

From the NMR it looks like it's iodasan. The active ingredient is nonylphenoxypoly(ethyleneoxy)ethanol-iodine complex.

[@partlycloudy7707]

Read that frankenword to the tune of Supercalifragilisticexpialidocious

[@tonyquark493]

@@partlycloudy7707 Let me see if I can spell it out phonetically . . . just to be a fool. . . no-nyl-fen-oxy-poly-ethel-een-oxy-ethanol-iodine complex. Ooof. . . .Get me a beer!

[@deepholecaver]

I have worked in animal hospitals for a decade and that screams used film developer to me. It's in a brown jug, so it is almost guaranteed to be reactive to light. That means it is 0.5% peroxide, providine, or developer. It would be a ridiculously large container for providine or peroxide in a companion animal practice, though I don't know about large animal hospitals. Also, someone bothered to keep it, and the most valuable liquid in an animal hospital after the drugs and printer ink is the used developer, as it has silver dissolved in it. Judging by the color I'd say it's mostly used up or possibly even highly concentrated by evaporating many gallons of spent developer. Could possibly be a few ounces in there.

[@Patrick-857]

Nah its the stuff they spray on cow tits, 100%

[@Gravitron89]

I really hope this has loads of silver dissolved in it.

[@jhyland87]

Did you ever do a followup to this? I see that you agreed you think its the dairy wash (phosphoric acid, sulfuric acid and iodine), so was curious if you were able to separate the three out and get a good return.

[@nunyabisnass1141]

A friends farm had a bottle with stuff like that. Following proper thoughts of caution, we treat anything without a label as toxic. If its colourful, its more toxic, if it produces coloured smoke when burned its cancer. We suspected that it was some type of antiseptic for cow hooves but really had no idea.

[@cherryblossom1460]

This channel literally made my Chemistry professor concerned for his safety. xD

[@jacogomez1093]

It looks like he is quite messy but that is because he really knows his science (he is getting his PhD)...

[@loganthesaint]

I can tell this man is very smart. What really shows, his passion.

[@kieranodea771]

The Acid that's in solution is phosphoric acid as others have pointed out. How ever when you tried to distill it i'm pretty damn sure you were getting hydroiodic acid !. Phosphoric acid not only has a very high boiling point but it will also react with iodide salts at high temp to produce HI.

[@TomCrockett-bl1gp]

What is HI? Thanks

[@SnowblindOtter]

Something to point you in the right direction if you're still trying to figure this out: Povidone is a polymer. It's a plastic that likes to dissolve into a kind of colloidal suspension in water I think, but I think they do use Hydroiodic acid to get the Povidone to dissolve properly.

[@andrewfewtrell3983]

Just wanted to say this is one of the most interesting chemist videos I've seen on KZbin. A bit of a discovery, from a solution you didn't understand and we get to watch how chemistry can be applied to achieve a result. Maybe I'm dumb but it's awesome to see chemistry come to life. Not in the sense of understanding but in discovery.

[@OkieDokieSmokie]

Everytime he says Iodine it sounds like "i owe Dean" and am I'm like "how much?"

[@Matwe69]

Looks like the stuff my dad used to put on cow teats for mastitis back when I was a kid.

[@jonassalk1387]

The iodine product you have is probably called " iodophor". Usually made with povidone iodine plus phosphoric acid.

[@ShaneGadsby]

My bet is that you're correct on this, iodophor is used HEAVILY in the dairy industry, so if his vet grandma worked on livestock it's basically a given that its iodophor

[@Stoneman06660]

Yep, I concur.

[@mrgreenswelding2853]

Used in poultry industry as well.

[@haroldsaxon1075]

Just found this vid, and glad to see others had the same idea

[@JaredKlatt]

Sanitizing Milking Equipment Cleaning reduces bacterial numbers on surfaces but does not eliminate all types of bacteria. The sanitizing of surfaces within 30 minutes of the next milking destroys nearly all lingering organisms if: (1) the sanitizing solution used is of proper strength, and (2) a thorough cleaning precedes the sanitizing. Improper cleaning results in residual soils that can protect bacteria from the sanitizing action. Some sanitizing compounds lose strength with time in storage (chlorine compounds) or increasing pH (chlorine and iodine compounds). Some are unstable at temperatures above 120°F (iodine compounds), while others are not compatible with hard water (quaternary ammonium compounds). Cleaning Procedures Equipment and bulk tank cleaning procedures should be posted on the milk-house wall and rigidly followed. An example of equipment cleaning procedures is presented in Table 1. The precise course of action, compounds used, and water temperatures will vary. In general, equipment should be rinsed with lukewarm 100 to 110°F water immediately after milking to prevent drying of milk solids on surfaces. Water that is too hot can cause denaturation of proteins and a protein film on surfaces, while water that is too cold can cause fat crystallization and the formation of a greasy film on surfaces. Washing and rinsing should follow. Wash water should remain above 120°F. Start with water at 170°F. In clean-in-place (CIP) systems, velocity and air in the system are also essential. A minimum velocity of 5 ft/sec is necessary to ensure effective cleaning action. Introducing air into the system provides slugging or turbulence and increases scouring action. The wash cycle should take 6-10 minutes. With longer times, the water becomes too cold. The concentration depends upon water hardness and iron content. Acid rinse. Rinse the line with acidified water (pH 3.0-4.0) to remove all traces of cleaning solution (2-3 minutes minimum contact time). This should be done after every milking. It helps prevent mineral deposits and the lower pH is bacteriostatic.

[@skyym3629]

Maybe it would be good to call around to a few different vets that practiced somewhat in the same way or clientele that your Grandmother was into in her practice. Just be upfront with them and explain your situation and ask them if they would have any idea what this jug of iodine solution could be or be made of or what it was used for, specifically. You might end up getting some very valuable information from some or one of them. It can't hurt to give this avenue a try. Thanks for your videos and the instruction you detail in them. Thumbs up and God Bless

[@dtb252]

if only you had a mass-spec

[@dtb252]

and then you used one

[@PowderMill]

🚨 YES!!! Proper Laboratory Instrumentation! --->>> Dear @Extractions&Ire : Please Select and Get To Work Creating FUNDING! GO.FUND.ME PATREON CASH.FOR.CHEMISTRY 😣🤡☠️🐓💀🐔🤡 ---------------------------------- And.... let's get some safety gear / PPE / Ventilation & fume extraction systems And.... maybe a new video editing studio and gear ? And.... As he is quite the brilliant scientist, with no time to spare prepping and cleaning up the "lab" after a project... He will require plenty of gorgeous Aussie bikini-clad lab assistants. Almost forgot... Of course, the NEW "Chemist's Cave" should be equipped with the requisite 1970's & 1980's pinball machines & video arcade machines. All totally necessary for "PROPER SCIENCE" to be conducted. Psst.... let's not forget about the liquid adult beverage dispensing equipment! (aka: Keg cooler fridge & tap) 👍🏻😀 All kidding aside, Thank You Very Much for your Videos! I'm certainly no chemist, but as an electrical engineer who spends much of my "free time" as a volunteer firefighter/medic assigned to a technical rescue / hazmat unit, I find your work to be quite fascinating. I've spent the weekend "binge-watching" your older videos with my wife. As she's a microbiologist & molecular geneticist phd with a masters in organic chemistry, she's the only real scientist in the household. Btw: I WAS TOTALLY SERIOUS ABOUT THE FUNDING PART OF THIS COMMENT POST. GET ON IT ! 💰 😀

[@PrawnzHD]

mass spec can be a bitch too, i don't have much love for ionic adducts.

[@VegasUte]

I'll take a stab at it... If it is old it is unlikely to be PVP-I based while Povidone disinfectants are old news for Medical uses, (in the USA at least) they are "newer technology" in veterinary applications. In older veterinary products you are more likely to have the iodine complexed with glycerin and surfactant like Sulfonic N-95 or Nonoxynol-9.

[@arktvrvs]

did you ever figure this stuff out? I am reminded of something I read on that naughty chem site they shut down circa 2004 (i think) about sonicating iodine solutions. could it contain iodoform?

[@user-ko7lz3kr1d]

Calling it naughty is quite amusing

[@snowdaysrule]

Buzz buzz

[@Johnmiccael1]

Better bee careful there

[@nnamrehck]

I would add some strong acid and do an solvent extraction to isolate the organic acid. If you know someone with GC/MS skill you could have them run a chromatogram for you. That would likely identify the components. The analyst will not like water and iodine going on their column so if you can get rid of these so much the better.

[@sh4dowsl4y5r]

Ano this is late but Did you fully shake the container before taking a sample for the test and have you checked if there's any sludge that's settled to the bottom over the years?

[@nickblair5874]

I am pretty sure this has already been suggested but if your grandma had cows I think it's 1-2% iodine teat dip for dairy cows.

[@thedevilinthecircuit1414]

Looks exactly like the teat dip we used on the dairy farm prior to hanging the milking machines on the cows.

[@hunterboyvids]

Try boiling the solution with some sodium chlorate to see if you can get potassium iodate to precipitate out. then you could reduce the iodate to iodide then convert it to iodine.

[@SetTheCurve]

Maybe it's mixed with glycerol? Perhaps you started to make acrolein when it was boiled down very low.

[@jeffreymorris1752]

This is OG KZbin right here.

[@Mikado80813]

Hey it could be Povidone-Iodine. Has a Iodine equivalent of 1%. Contains inactive elements citric acid, disodium phosphate, glycerin, nonoxynol-9, sodium hydroxide, and purified water.

[@mrgreenswelding2853]

Might have phosphoric acid in it. We used stuff as a cleaner on chicken farms. It had phosphoric acid in it amongst other things.

[@Stoneman06660]

Mix it with some HCl and it will likely form a gooey tan coloured polymer like material that becomes less rubbery as it dries.

[@danielwestcott515]

I know this is an older video. But it kinda reminds me of iodine monochloride. Used as a disinfectant. Is color can range from a orange color to almost purple if it’s old enough. It’ll have a very strong vinegar odor to it and it’ll react with water and air to form iodine pentoxide and a few other compounds.

[@spiderdude2099]

Couldn't you mix with piranha solution to destroy anything organic and then just be left with salt or same sort of result doing a drying and roasting of the solution to be left with just salt and ash.

[@SuperAWaC]

Isn't this just iodine udder wash? Also more funnily known as teat dip. Iodine and phosphoric acid.

[@zacharymelton9052]

Probably is the iodine wound dressing that you use if an animal gets cut.

[@ross825]

It appears to be an iodine-substituted phenol based on the NMR and the physical description.

[@lornenix2243]

"hydroiodic acid and elemental iodine", "Concentrated iodine udder wash", "iodine and lactic acid spray"? These were the first non-meth related Google results.

[@herrbrahms]

This heavy duty disinfectant almost makes me feel sorry for the Listeria bacteria.

[@borkborkfoxxo279]

That bastard joseph lister- he gets bacteria named after him, after devising ways to murder them. Just sick.

[@thekeyofyinyang6061]

what was in the container first?

[@nurulmuhlisamus4400]

Hai.. i wanna ask.. what happen if my Betadine solution is affected by light or air? Can light or air make degradation to Betadine? Thx before

[@chrishamilton53]

Hydrogen Iodide forms an azeotrope with water at 57% by mass with a BP of 127C, so any sort of separation via distillation would need to take that into account. I'd think the povidone polymer gunk likely in your mix wouldn't start decomponsing until well above that temperature, so you could at least separate out a lot of stuff up to that point and separate the remainder from the gunk after treating it with KOH or NaOH until it turns transparent and precipitates out the polymer. The distilled acid solution portion could be neutralized, crystalized, than then treated with sulfuric acid, etc to generate iodine (or just kept as iodide crystals until you need to make some iodine, easier to store that way and probably fewer legal issues). Given it seems like it takes excess alkali in some cases to get precipitation of the povidone and decolorization of the solution, that half of the mix could be added to the distillate portion to reduce the amount of additional chemicals needed for final neutralization. (that-is, if you wanted to use the distillation step at all, which does seem like a good way to reduce the amount of alkali used if nothing else) (I think povidone iodone solutions would be the common type used for livestock/animal disinfectant related stuff, including treating the teats of cows on dairy farms, or just someone with a private milk cow on a small farm/ranch)

[@PJ-kj3ef]

...."Have access to an enema.?" 😳🤣

[@LateNightHacks]

Haven't watched it all the way yet but, one thing to check, it might be oxidised potassium permanganate. permanganate was common in the old times as disinfectant before the iodine era. it was brownish looking and very much staining. once you have a solution that has been sitting around for a long time, it turns brown instead of the purple. check for that

[@Quintinohthree]

LateNightHacks Reduced not oxidised. The brown stuff is manganese dioxide.

[@LateNightHacks]

yep, you are right, using laymen terminology. I'm not really a chemist either, just enjoy watching :) @Explosions&Fire, ignore my comment, didn't realise it was that long of a video and you went to some depth, there is a lot of iodine in there and NMR should show manganese like a sore thumb.

[@lordchickenhawk]

+LateNightHacks. Potassium permagante was the first thing I thought of too when he pulled out that old container from an old stable. They* used to call them condies crystals back when I was a kid in the 60's/70's. They often left solutions of them lying around the farm sheds too... along with every other ag-chem ever sold *horsey types that is.

[@lordchickenhawk]

There shouldn't be any organics in a solution of condie's. But heaps of old timers had their own "secret recipies" when it came to horse linaments, none of that modern new fangled store-bought rubbish for them! If that's the case, I guess the organic fraction could be anything from olive oil to bloody coaltar if you have one of Grannies secret remedies on your hands.... Of course, it might not be anything to do with potassium permanganate and horses at all. As for helping out on the technicalities of your E̶N̶E̶M̶A̶ NMR, no can do man!

[@LateNightHacks]

Yeah, I'm with lordchickenhawk on this. very possible that it's a homemade mix, quite common back in the day. and who knows what kind of chemistry could have gone on while it brewed in the australian summer for quarter to half a century. I was thinking, it could even be something like Iodine and manganese and some acid (vinegar?) to keep them in solution and maybe some oil of sorts, like castor oil or olive oil? Since it's a veterinary item, I would expect most of its ‎constituents to be fairly cheap and available in bulk. that should narrow the search a bit. Yeah reading NMR goes a bit over my head as well. dropped a chemist friend of mine a line in regard to presence of manganese in solution and NMR, his comment was that, it could mess up the readings since it has loads of unpaired electrons.

[@thescatologistcopromancer3936]

I fuckin love the urinalysis vials

[@chrispza]

Perhaps creosol makes up part of the mixture? If it is used as an antiseptic/antibacterial cleaning agent, that would make sense.

[@ulyssecaniparoli5331]

one possibity, rest of iodoform kit, it was use as disinfectant. It is generated by mixing a methyl ketone/aldehyde with iodine under basic condition. Then it realease I3CH and a carboxylate. Getting old iodine could be oxidized and become one of it s acids.

[@dan0017]

Is it waste surgical antiseptic? The colour is right, it explains the iodine and the acidity content.

[@johnfoster6412]

Phenols. Creosote was used as an old-school hard-core antiseptic. I have to wonder if there's aromatics with hydroxyl groups

[@michaelvincent6126]

There is a small spike in the iron region on the NMR (if I'm reading it right) which I am guessing is from blood. Iodine solutions are commonly used to clean castration. The solution would have been poured into a small bowl and the scrotum dipped in the bowl after the testicles are removed. If your Grammy then poured that solution back into the container, that could be the source of the organic smell and the iron could be from blood.

[@shaliniarora2890]

4:36 the solution on the left is maybe starch iodine complex as the color is blue

[@guilhermetorresj]

I'd spit in it and see if the blue goes away.

[@Jaydee-wd7wr]

This feels like an exam question, Extractions&Ire finds a gallon of an unknown substance, devise a series of test to determine the substance.

[@TheHuntermj]

Could the liquid under the water that distilled over at high temp be a tar formed from decomposing organic acid?

[@Cool-Daddy-One]

Enhanced antiseptic activity was seen when 5% DMSO-70% isopropanol-1% iodine (DIPI)

[@captainmidnite93]

Our iodine mystery is why did grandpa have 3 pounds of it , found after he passed.

[@keithcookman2918]

It sounds like concentrated ‘denatured’ additive that went into alcohol. To make methylated spirits. They used all sorts of stuff back then. When was it produced? Is there a date on the container?

[@BruceNJeffAreMyFlies]

'Can I use your NMR machine to figure out how to distill large quantities of a narcotic precursor? Pretty please?'

[@peehandshihtzu]

I always hated working with that stuff but watching someone else do it is kinda nice, :)

[@patrickdavis99]

I thought I had posted my theory but I don't see it. It could be "Tamed Iodine" my Grandma had some to make commodes for the Civil Defense Force in the 50's-60's cold war era. It's similar to what everyone else has suggested, except it's from the 60's, which..I mean, that has to count for something.

[@GodlikeIridium]

Did you solve the mystery? If not, just send me a sample. A GC-MS screening and maybe a anion and cation screening should do the trick.

[@wizad101gatorade]

do you have a lab license? what do you study, i did pharmaceuticals and industrial chemistry

[@GG-qr2mp]

I know this question is an older one but I think I know what is in your mixture if you still have it and can help you get a lot of iodine from that if I am correct.

[@stephensteele2844]

yea reminds me of WESCODYNE a disinfectant for farms, we used it for tools buckets bins and even our foot dips

[@ta2joe13]

Fly larva killer and disinfectant? My broiler farmer guess

[@stapuft]

eye oh dean?

[@jasonflint3971]

It might be teet cleaner for cows or horse hoof cleaner for trimming hooves.

[@sciencoking]

9:40 ʷᵒᵒᵒ yeaoh

[@stephenmitchell3569]

Tar oil base. Treat large livestock cuts, scraps. Purple dye color when put on animal wound.

[@4G63Tpower]

Should fabricate some sort of fume hood for vapor extraction of the acidic fractional distillation vapors.

[@foc2241]

Is your liqiud viscos? Maybe some Polyvinylpyrrolidon iodine stuff?

[@vegardstenberg2015]

Formic acid freaking *STINKS* Maybe the acid is formic acid? Hmmmm

[@twizz420]

if I never watched Ex&F I would think you were intelligent from all the videos on this channel...

[@ChaosPootato]

The fact that he's made all those Ex&Fire videos and that he's still alive today with all his fingers is proof enough to me :D

[@thomasesr]

This looks like iodophor. Widely used by the milk industry in different concentrations with water to either clean animals, human hands, animal pens, stainless milk equipment and storage. Also used by home brewers to clean equipment in beer making.

[@cannagorilla]

try boiling in a beaker with a flask on top to sublimate it out.

[@zacharyboswell8530]

Hi, I know this is super late. I think the acid is probably from hydroiodic acid/hydrogen triodide that has been released from the decomp of providone over the intervening years. The decomposition products are probably what are mucking up the separation. Maybe liquid liquid extraction?

[@nedshead5906]

can you test for phosphoric acid? I recall the dairy industry use an Iodine/phosphoric acid cleaning product to wash down their stainless steel vats etc.. could be that

[@j_sum1]

That was my first thought too. But I think as well as that you have some kind of polymer breaking down. Interesting on the sulfur. What is good is that you know you can extract the iodine by heating. It should not be too difficult to make some kind of reflux apparatus (out of Milo tins or something) that you could use to isolate a significant portion of the I2.

[@ExtractionsAndIre]

Oh I didn't think of phosphoric. Adding CaCl2 should precipitate something out if there's sulfuric or phosphoric, as pointed out by Piranha above. So yeah I could do that. If it was phosphoric, it might etch my flask too? Or is that only for concentrated solutions, because I don't see that I don't believe (haven't cleaned out those mess of a flask yet, not looking forward to it)

[@ExtractionsAndIre]

Would it be a significant proportion though? It would perhaps be above 2/3, as you only lose one iodine atom to the solution for each triiodide complex that breaks down to give iodine gas. It does seem possible, but seems inefficient both in effort, time and chemical efficiency, so its a final last option really.

[@j_sum1]

I dunno. You start with 20L of intractable iodine waste. You finish up with a pile of iodine and 20L of intractable iodine waste of a different composition. I can't see that the second solution is going to be ny more problematic than what you have at the moment. But you get some I2 to play with in the short term.

[@ExtractionsAndIre]

Oh that's a very interesting MSDS. pH of 0 sounds reasonable for what we see. There's a lot of char for what would be only slight amounts of surfactants though, you only need small amounts of them. If there was that much in there to produce all that char from just the surfactants, then the straight liquid would be the foamiest thing ever, which it's not. But it's great to see that companies do use a combination of sulfuric, phosphoric and iodine solutions

[@darenmiller2218]

It’s tobacco spit. If I had to guess, grizzly wintergreen.

[@PomlacAvdu]

Did he ever figure it out? Is there a follow up video?

[@edgarcrespo6018]

Two doublets in the aromatic region means para substituted benzene ring

[@At0mix]

That's what I was thinking. I've worked with p-dodecylbenzenesulfonic acid and other amphiphilic acids recently, which would explain the acidity, viscosity, surfactant properties, and NMR quite well.

[@TheZabbiemaster]

NMR? why dont run HPLC, thatll give you wat more clarity. also how do you keep safety when syn. explosives. any book reccomends?

[@TheZabbiemaster]

The only books I have found on the synthesis of High energy compounds have been U.Fester and Acidman's notes. and both are really spooked about peroxides. Acidman's notes on safety are more or less synthesis with a 5 meter pole and fester doesnt even start with safety. So yes Antistatic wire's is something I would reccomend. And at school they don't really want to me to learn how to synthesise HEC's. Ayway I hope more Ex/fire videos are coming soon! I wish you high yields! -Zabbie

[@ExtractionsAndIre]

My go to 'book' on energetics is 'The Encyclopedia of Explosives and Related Items' by Fedoroff. It's an elcyclopedia so there's not heaps of detail on each entry but there's so many entries. Basically everything you would ever think to make is in there. There's detail on the common things like mercury fulminate and lead azide, it's very good on those entries. There's a lot of detail no about the chemistry but about the blast characteristics and dynamics sorta thing which goes over my head but general synthesis is always mentioned and so is destruction and cleanup of compounds, that's always useful. I would recommend downloading it, and reading through any entry of something you're thinking of making. It's funny how many entries are along the lines of: 'we got a precipitate but everytime we went to study it, it blew up'. Or 'these people tried to make this thing in this way and nearly died, would not reccomend'. It's from the 60s I think, so contains a lot of data from experiments from the wars and from a time where safety in the lab wasn't so big. I'll check out your book recommendation thanks!

[@TheZabbiemaster]

Thanks! If you can't find them, I can always give you a link to my own library, I'm currently looking into ways how they identified compounds when they didnt have HPLC or NMR. I'll check out the Ency soon, It would make a nice addition to my library.

[@tinobassi59]

Do you have the ability to take an IR? That could definitely help a lot.

[@ExtractionsAndIre]

I do, didn't think of that! Would have picked up any organic acid's through their carbonyl stretches very easily, great thought

[@vetsplay7899]

Vet here. Could this be a iodine and chlorhexidine mix?

[@JorgeStolfi]

That brown stuff was not distilling. It started boiling -- perhaps explosively -- and the droplets splattered all the way up, into the condenser..

[@Mihoshika]

This guy sure says 'enema' a lot.

[@sirgooogen]

Check for hydrogen gas evolution. HI might be being oxidized to iodine and hydrogen gas. Y'know pH was higher on the distillate side and all.....Just finished work and being half-assed but just trying to help. peace out!

[@Mountain_Paladin]

Polyvinylpyrrolidone (Povidone or Polyvidone) Povidone-Iodine A antiseptic for surgical preparation of skin.

[@beckydean4374]

Looks like FAM30 disinfectant at first look. For diluting in water and disinfecting boots and waterproofs etc

[@RedDogForge]

tom did you ever get it analyzed?

[@AmKhaibitu]

What is best in life? About 20 to 30 litres of Iodine.

[@stevenhutchinson9362]

Consider a liniment for horses or cows…dmso mixed with povidine and some water as diluent

[@JeffRumburg-MSF-CEF]

I love that you don't straighten your stir bars out when they get rocky LOL; just talk louder. =)

[@johnmyers379]

That's a good question maybe there is something ur missing has to be an organic compound .... Well test it with spectroscopy that would give a lil more insight

[@sazxcdewq123]

This should be easy: 1. Add sodium metabisulfite to reduce all iodine (or even better: bubble sulfur dioxide through it) 2. Add calcium hydroxide until slightly basic 3. Filter out precipitated solids 4. Now that solution is not corrosive you can concentrate it if you want 5. Add phosphoric acid (it resists reduction with HI at higher temps unlike H2SO4 at 17:09) until it stops percipitating, filter, then add more H3PO4, you have to guess the amount. 6. Distill the liquid up to 140 C. 7. React the distillate with hydrogen peroxide, filter, dry, recrystallise

[@ExtractionsAndIre]

Cool suggestion, but it seems like we're taking away acid just to put it back in there again? Or does the sulfuric acid (which we believe is in here) react with the HI, is that what you're saying is happening at 17:09? It does seem like what you're saying will work, i'm just trying to cut down on the steps

[@sazxcdewq123]

Yeah, HI is a reducing agent, it reacts with H2SO4 at higher temperatures and concentrations but not with H3PO4. H2SO4 is produced by the reaction of Na2S2O5/SO2 and iodine. Question: when you added NaOH to it what happened?

[@shushuntershuntershunt5157]

KA-BLAAM!! @@sazxcdewq123

[@adamappleseed3792]

I suspect this could be halogenated waste. that will explain the acid, free iodine and also the empty HCl containers.

[@geiger21]

I love iodine. I've found 0.5kg of it in a deconstructed factory in my city. There were also many other chemicals, some of them were spread on the floor so I didn't manage to collect them. Im not a chemist so I mostly use it for smoke grenades. Moles on my grandparents' ranch love high sulfur content smoke powder fused with crystals of iodine. It's also smelling so good. I like those kinds of industrial, agressive smells.

[@psycronizer]

hmm, why don't you try extracting some with a chlorinated organic solvent? like DCM or tetra chloro ethane or the like ? then just distill off your solvent....

[@dankhill6851]

*scratches head* What about if you tried to distill the acid out of it by looking at boiliing points of different acids to get a better idea of the acid in there. My idea isn't about the iodine but still, it'd be interesting to know. Edit: oh you did distill it, these youtube chemistry videos are doing their job, keep up the good work!

[@mistahj6059]

I'm a new comer to the channel and I constantly wonder why everything is made of scrap metal and tetanus

[@LunaNicoleTheFox]

He Australian

[@n0username0n]

Because here in aus running your own home lab is considered more trouble then what its worth and getting a hold of labware and chemicals is considerabley difficult given what you have to go through without appropriate licences. I even got raided about 2 years ago for my home lab. Looked similar in the low cost ways his does. Got to make what you cant buy!

[@keepyourbilsteins]

Straya.

[@LieseFury]

nice stuff is expensive. we can't all be nilered.

[@bobbm1]

Fav part of this video is the crime scene of a shed he has