How Truffle Aroma is Made

[@Chemiolis]

Download Opera for free using opr.as/Opera-browser-Chemiolis Thanks Opera for sponsoring this video!

[@Luziferne]

The question now is… can you use it to train a Dog to hunt for truffles? Or would he sense that its not the real thing?

[@TheOne-li7dt]

You should make gold and then make an play button of it

[@williambradley611]

@Chemiolis I have a video idea and if you do it then please give my channel credit for this peptide synthesis method that doesn’t require coupling reagents or protecting groups. L-Tyr-L-Gly Synthesis: Chloroacetic Acid and L-Tyrosine reaction using DMF as the solvent L-Phe-L-Asp Synthesis: Chlorosuccinic Acid and L-Phenylalanine reaction with using DMF as the solvent

[@Bad_Grandpa92]

Can you make xeno-zip from the alien franchise?

[@pelegsap]

Oh graceful gods of Chemistry, please bless Chemiolis with high yields and pure products. [sacrifices an Erlenmeyer as an offering to the gods]

[@CDCI3]

And monitization! Also, why worry about yield when he finishes each each video with "not at good as literature but idgaf"?

[@christiannorf1680]

An Erlenmeyer won't cut it. Far too cheap. It has to be something that hurts. Like a Vigreux column with vacuum mantle. Bonus points if it's your favorite one with the perfect length that you can't find anywhere for purchase.

[@LabCoatz_Science]

Ayy, smelly sulfur chemistry is back!

[@visix8910]

I think in future im gonna make some sulphur chemestry on my channel, because sulphur has a special place in to my heart

[@cvspvr]

yellow chem bad

[@stick-Iink]

@@cvspvr sulfur is the exception

[@captainchicky3744]

i thought it would smell good but it smells god damn awful 😭

[@Jokke13th]

Ewyy

[@IanGrams]

Oh neat, after noticing a lot more truffle flavored products I suspected there must be an artificial flavoring that mimics it otherwise they'd be much more expensive but forgot to look into it. Thanks for filling in that gap for me. With how simple this is to synthesize its no wonder it's become so widespread.

[@vosechu]

It’s really common to use a form of black truffle that’s easy to find, but pretty much flavorless, and then add this chemical on. There’s a whole video about this by Ethan Chlebowski: m.kzbin.info/www/bejne/gXzHlZmkqranmpY

[@FredericoMirandaBrandaoAlves]

Thanks for the demonstration. The explanations of the reaction mechanisms are always quite valuable (it's the ketonic decarboxylation using barium demonstrated in the video of cubane synthesis that gave me confidence that I could use readily available calcium carbonate to get the same reaction, because both cations will attract and link the two carboxylic acid groups. In theory, this could provide a way to use the final metabolites of microbes, such as acetate, propionate, butyrate to make useful ketones). On top of that, the audience actually gets to see the reaction as it happens, which provides much more detail than text.

[@stick-Iink]

Now make fake truffle oil and season things with it

[@alexpotts6520]

Yeah, while Nilered is making soft drinks from paint thinners, Chemiolis is out here cooking up haute cuisine in round-bottomed flask.

[@MrHeroicDemon]

@@alexpotts6520 either or is fine, if you enjoy recycling or turning things unthinkable to something thinkable, is worth more. This is why he has more subscribers. This helps many fields, while this helps one. Synthetic foods is quite a thing, and recycling into FDA used foods is harder. So. Enjoy being a basic trash troll. Just letting you know, you can make MANY things out of paint thinners, take grade 11 chemistry bro.

[@UniCorneliusfan21]

Mmmmmmm yeah have fun synthesising the other hundred chemicals that compose truffles

[@andylin1587]

That's NileRed's job

[@UniCorneliusfan21]

Putting the practical aspect aside, these chemicals wouldn’t be that hard to synthesise. Not to be bragful, but since there are no contiguous stereocenters to be set (and quat carbons thankfully) taking the assumption these chemicals will exist as racemates in nature, although there are olefin isomers. Aside from that, good luck with the practicals (I have never dealt with many reagents in a lab before)

[@markiangooley]

There’s a truffle native to the southern United States that goes into symbiosis with pecan trees. Sometimes it’s found in pecan groves. Getting various species of truffle to partner with suitable trees being planted… the success rate is supposedly getting better and there are groves of such trees. We’ll see how well it works.

[@nickpekor4450]

This is the chemistry KZbin wants you to see

[@andylin1587]

As opposed to Apoptosis casually making TNT?

[@highlandlab1924]

I didn't watch it but I assume it's toluene in a nitration bath? (Sulfuric acid and nitrate salt)

[@crusher9z9]

no bro its dmso and acetyl anhydride its horse supplements and cooked dried up vinegar. ​@highlandlab1924

[@oasntet]

It's well-known in the myco community that you can just leave a white truffle in a container with an oil or butter, and the aroma itself will infuse into the oil. I wonder at what stage of this reaction it becomes safe to do just that, rather than trying to get an isolated form. It'd have to be the only thing in the solution with a high enough volatility to evaporate at whatever temperature the process was done at, but maybe somewhere in the chain of reactions you can stop and let the volatility do all of the work?

[@tomarmadiyer2698]

*vaporwave tunes hit*

[@spooneythebadger]

How about synthesis of DMSO from wood? I've never seen a small-scale synthesis of this common and useful solvent on youtube.

[@mkwilson1394]

That list of aroma-active compounds is fascinating! Most of them I can understand, but what's up with 3-Methylbutanol? Roasted, Winey, Onion-like? Those things aren't particularly close to each other. Has anyone here smelled it before?

[@henrieligthelm2819]

I did some research and asked if one can make cubane from hexane or Cyclohexane, and it looks a bit simpler than the cubane synthesis you did. They do mention that the yields are quite low, but would be interesting. The hexane to cubane synthesis apparently uses metallocenes as catalysts😅, sounds like quite the intersting topic if you want to revisit the cubane synthesis

[@science_and_anonymous]

I LOVE THIOLS!!! GIMME MORE SULFUR CHEMISTRY!

[@CDCI3]

Found the masochist.

[@Johnpao215]

You must love the smell

[@science_and_anonymous]

@@Johnpao215 I do...🥺👉👈

[@durshurrikun150]

It's a thioacetal, not a thiol

[@MandrakeFernflower]

Et2Te next? (If you can tolerate the smell that is! It is said to smell of garlic and feet)

[@CDCI3]

Don't do it. It's not worth it.

[@test-uy4vc]

Im completely new to chemistry and would like to know where to start to know how to produce these things. Any videos, playlists or books would be very helpful! 🤔

[@mitchellh744]

It's really diving into the deep end but you could always pick up a used organic chemistry textbook, it will explain all of the basic concepts of electronegativity and mechanisms for beginners, then go super deep into everything. If you like the more casual side of it, this channel and Apoptosis are great for intro videos that show you random little things that can also be extrapolated to other chem.

[@test-uy4vc]

@@mitchellh744 Thanks! 👍

[@nyuh]

OHHHH YESS theres this chips brand with a truffles flavor and its sooo good. ive known that theres no way that its real truffles, but well how did they make it truffly. this is great

[@MoxxoM]

Hey, could you do one for the main aroma of the wild sweet woodruff? Or an analog to that?

[@christineg8151]

Apparently the primary component of the scent of sweet woodruff is coumarin. I've never smelled coumarin, but I know sweet woodruff smells AMAZING.

[@friskydingo5370]

Excellent video 👍

[@Kargoneth]

The stir bar in the bath is also clever.

[@chikianglim3632]

Amazingly simple tbh

[@gafrers]

Tuber Magnatum Pico FTW. Alba's Truffle is the BEST. I'd love to try this Chemiolis' truffle

[@DangerousLab]

I probably never tasted or smelled real truffles as the cheap truffles I bought are probably fake. This chemical likely smells more authentic than the one I bought! Btw, the literature value of 98% yield is incredibly high!

[@andersjjensen]

It's a simple reaction with very little possibility for side products. The yield from turning HCl and NaOH into salt and water is 100% because there is no other route (unless impurities are present).

[@DangerousLab]

@@andersjjensen I understand that the reaction between HCl and NaOH is straightforward and high-yielding, however, I don't think this analogy suits this organic reaction very well given that their nature is quite different.

[@durshurrikun150]

@@DangerousLab It isn't, many organic reactions also have acid base reactions steps. The reaction in the video also as acid- base reactions, both lewis acids and bronsted acids.

[@CDCI3]

Ideal properties of reaction solvents: 1. High solubility of reagents 2. Chemically inert 3. Easily removed from product 4. Inexpensive DMSO: #2 is optional, right? (Also, is #3 a joke?!)

[@christineg8151]

I spend WAAAY more time than I'd like trying to get things out of DMSO. Such a pain!

[@CDCI3]

@@christineg8151 I've used a lot more DMF than DMSO, but DMF is like DMSO Lite™️ when it comes to removal. What kind of products are you trying to isolate from it?

[@CDCI3]

DMF grows up to be DMSO as a teenager, NMP as a young adult, HMPA in middle age, and cancer in retirement.

[@christineg8151]

@@CDCI3 Water-soluble Azo dyes. Thus far, my best luck has been precipitating them out with dichlorimethane. Recovery isn't 100% (closer to 70%, tbh) but it's good enough, since I'm usually recovering them from NMR samples, rather than reactions. Reactions get run in DMF, and those crash out pretty nicely with ether.

[@CDCI3]

@@christineg8151 Azo dyes, assume there's at least one aromatic group in there, so it might not help, but maybe a little toluene would crash it out? Or maybe ether with just a little DCM to help the DMSO and ether mix? Honestly, if you're not too worried about recovering the rest, ignore me. I haven't gotten to do chemistry over like a year now, and I miss it.

[@mitchellh744]

I would love to see a Wittig reaction, I learned it in Org II, and want to know how practical it really is

[@DXLabz]

Great video

[@jamesleishman8025]

Nice new vid

[@DXLabz]

I would like to see someone make synthetic lacrymators from onions

[@MandrakeFernflower]

I geuss mostly just alkyl isothiocyanates of various lengths and branchings

[@captainchicky3744]

This can be done so simply wtf I’m gonna try this lol

[@captainchicky3744]

update: i just did it, though I had to do a short path distillation in the end since mine was contaminated by some yellow residue that my old acetic anhydride had. i did not expect the smell to be so sharp and quite honestly horribly bad 😭i guess im never buying truffles lmfao

[@SamuelM-e7t]

You should make a new Iris like cologne with several different methyl ionones, ionones, alpha irone (also expensive), dihydro ionone beta

[@sasokompa3337]

Would it also be possible to just do a double nucleophilic Substitution on DCM with Thiomethanol or sodium methylthiolate? And can you do a video about how you clean your glassware?

[@mitchellh744]

He probably just cleans his glassware with ethanol, rinsing into proper containers for halogenated/non halogenated waste, then washes with soapy water possibly followed by more ethanol

[@durshurrikun150]

In theory you can, but dichloromethane is not that reactive towards nucleophilic substitution, because it has two chlorine atoms attached to carbons and chloride is one of the best leaving groups.

[@Lukesab3r]

Surprisingly simple synth - except for the acetic anhydride LOL I wonder - would flushing the reaction apparatus with argon have produced a better yield? Where's that rotovap by the way? ;D May the gods bless Chemiolis will +2 to yield for the foreseeable future!

[@diganthtube]

Please can you try the following reactions:- 1. Bayer Villeger 2. Wurtz on 3,4 dichloro cyclobutene

[@madansharma2700]

Good video.

[@MandrakeFernflower]

Does the methylene diacetate decompose to acetic acid and formalin when treated with the aqueous sulfuric acid?

[@hantrio4327]

Yes

[@jefrayv2733]

Now make an artificial egg

[@andylin1587]

And hatch it

[@YTDeletes90PercentOfMyComments]

Homunculus

[@jimsvideos7201]

Do the truffle shuffle!

[@alexpotts6520]

I find this reaction weird - it's clear that the sulphur is being reduced, but it's not clear to me what is being oxidised. I mean obviously something has to be somewhere...

[@MrStiruam]

The carbon of dmso is oxidized, it goes to +2 in both dithiapentane and methylene diacetate.

[@necrophagus9]

Truffle producing cubensis are the best hands down 😂

[@BookWyrmOnAString]

This is great for pranking wild hogs! Thanks :)

[@andersjjensen]

Your obsession with yields is perhaps misplaced when we're talking small scale demo-reactions. Sure, if you're making expensive reagents for use in other experiments yields matter a lot, but you already hated the truffle smell. Imagine if had made twice as much....

[@kalebkibbe5988]

Yields show us how practical the procedure is, though.

[@MundanityInsantiy]

I think you should try a synthesis of DXE from phenyl boronic acid bpin ester and bromo cyclohexanone to make phenyl cyclohexanone then an alpha bromination using CuBr2 and an amination hmm

[@tylerj.c.3235]

Yessss or DXM pure

[@cjlooklin1914]

Now make truffle butter 🫠

[@GAFUKIS]

6:31 Oopsie 😜😜😇😇🫢🫢

[@DiaboloMaster95]

This man sounds like he's never smelled a truffle in his life

[@andersjjensen]

"Earthy and sulfury" is not a bad description from a chemist who knows the sulphur compounds don't smell like burnt matches.

[@i12cu2]

That's how truffles also make it...

[@Abihef]

Are you Dutch?

[@Quinazolinking]

Yes

[@Abihef]

Gruwelijk ouwe Dacht het al te horen maar je Engels is top 👌 Lekker bezig En knap dat je al die chemicaliën weet te vinden hier 😮, zou niet weten waar ik moet beginnen voor dingen exotischer dan basis zouten en oplosmiddelen

[@Quinazolinking]

@@Abihef gewoon chemische groothandel, is wel exclusief voor bedrijven

[@Quazex]

2:46

[@Kargoneth]

"(I'm not)"

[@generalfishcake]

Since truffle smells like gasoline, there is a cheaper alternative...

[@PyroRob69]

Hehe, smells 'earthy' is another way of saying ti smells like dirt :)

[@luciogarcia-t7u]

Make some feromones to get chemical rizz

[@jansenart0]

You did all this when all you had to do was take a shovel and scoop up some dirt.

[@nilamotk]

You forgot the "train a truffle sniffing dog" part.

[@olasdorosdiliusimilius2174]

​@@nilamotk You can also get that from the dirt.

[@durshurrikun150]

Truffles are not easy to farm and are quite rare. So it is worth to make truffle flagrances.

[@Tathanic]

Truffle is very Meh and not worth the price.

[@andersjjensen]

I wouldn't call it meh, as it goes great with some things. But I completely agree that it's not worth the price.

[@DrRyanHooker]

Now if we chlorinate it, would it taste salty? Like a delicious truffle chloride oil? 🤔 But just the tips... It's no big deal if it's just the tips.

[@MandrakeFernflower]

That would be very close in structure to mustard gas

[@DrRyanHooker]

@@MandrakeFernflower I think the closest mustard agent would actually be Bis(2-chloroethylsulfanyl) methane. Or basically at least what I can tell from PubChem and Wikipedia. I wonder why not just throw some chlorines at the ends and call it a day but I guess it works better with longer chains and isn't as volatile? We'd have to modify our kitchen chemistry procedure a little unless it's really just as easy as bubbling chlorine through like 30 lbs of Costco truffle oil.