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Author: Subject: toluene --> benzaldehyde
Raid
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[*] posted on 1-6-2023 at 05:07


thanks arkoma :)
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[*] posted on 1-6-2023 at 15:13


https://www.youtube.com/watch?v=NIVkBs7oWDI

NileRed just posted this today.

The Etard.




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[*] posted on 1-6-2023 at 23:05


Quote: Originally posted by arkoma  
https://www.youtube.com/watch?v=NIVkBs7oWDI

NileRed just posted this today.

The Etard.

I got a bit excited when I saw, "paint thinner to cherry soda;" A new nilered about something that's actually useful. Realised right before he said it that of *COURSE* he would be busting out his Chromyl Chloride and this wasn't exactly going to be super-practical. Interesting stuff, though.



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[*] posted on 13-6-2023 at 10:38


I wonder if I should try what NileRed is doing, I have all the reagents and I seems easy.

Edit: I'm also kinda low on ideas for stuff to do, If anyone has any ideas it would be greatly appreciated.

[Edited on 13-6-2023 by Raid]
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[*] posted on 13-6-2023 at 11:06


Quote: Originally posted by Raid  
I wonder if I should try what NileRed is doing


You can probably skip the "drink my own pee" step :)
That being said, I liked the last video a lot. It felt more like his older content: less drama /acting, more chemistry.




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[*] posted on 15-6-2023 at 22:29


Quote: Originally posted by Raid  
I wonder if I should try what NileRed is doing, I have all the reagents and I seems easy.


Instead of doing etard for benzaldehyde, maybe do the Sommelet reaction lol since it’s much cleaner and uses less carcinogens :P
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[*] posted on 2-2-2025 at 20:28


Just thought id mention, i have had success using manganous ammonium alum from the electrolysis of manganese ammonium sulfate, more or less prepared according to the patent on, oxidation of alcoholic chocolates, i think? either way its not difficult at all, its a simple double salt that precipitates easily and can then be recharged endlessly by electrolysis using lead electrodes.

Its a PITA to handle though. when electrolyzed, it essentially condenses, as these massive molecules, which is probably why its not able to over-oxidize alcohols unless in a very dilute solution. Anyway, it precipitates and becomes difficult to stir, then you would add your alcohol, in my case toluene, heat it to a reflux temp and, pretty much just do that until it changes from its beautiful purple to its inactive cream color. upon reacting much but not all of it, dissolves into solution again.
the messy part is this, you now have an acidic sludge that you need to do a solvent extraction from to get your aldehyde. and due to the massive molecular weight, you need about a liter of sludge for about 30ml of product. its advised to just steam distill anything out, and make the reactor one you could steam distill out of, while also performing the electro-regeneration in. otherwise you need a neutral solvent to pull most of the product out with and just deal with having to do loads of distillation.

i forget where, it might be these forums, but a potassium double salt (no its not potassium permanganate XD) was discovered as well that could do the oxidation with far less heating, allowing for much lower BP alcohols to be oxidized.
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[*] posted on 17-6-2025 at 22:19


i remember getting this to work... very fun id love to do it again how ever california banned toluene so i would have to drive to las vegas for the night or maybe even Oregon. no more toluene nights in the garage... sad times

I honestly think this method is exceptional as long as you can regenerate and redo the next batch of toluene. I would so love to get my hands on this experiment but naw im too buzy.

[Edited on 18-6-2025 by AdamAlden]




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[*] posted on 18-6-2025 at 16:22


Quote: Originally posted by AdamAlden  
i remember getting this to work... very fun id love to do it again how ever california banned toluene so i would have to drive to las vegas for the night or maybe even Oregon. no more toluene nights in the garage... sad times

I honestly think this method is exceptional as long as you can regenerate and redo the next batch of toluene. I would so love to get my hands on this experiment but naw im too buzy.

[Edited on 18-6-2025 by AdamAlden]


benzene, hexane and etc shouldnt be impacted in gasoline, very few constitutents of gasoline would, actually, just stuff with an alcohol group (methyl, ethyl, etc), so you could probably just use a somewhat broad fraction of gasoline
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[*] posted on 19-6-2025 at 20:47


HMMM GASOLINE?! wHATS ACTUALLY IN THAT SHIT ANYWAYS... OFF TO CHATGPT...



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[*] posted on 19-6-2025 at 20:52


yeah no... lol i wouldnt wast my time trying to separate this shit id need a full 2 car garage and id hardly get jack shiznit



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[*] posted on 21-6-2025 at 00:50


after checking on the list of gasoline compounds, actually yeah, might be a bad idea after all, theres a lot more methyl-compounds than i thought, and i have no idea how theyd oxidize. that said, the only thing you need out is the toluene, it would probably be fine to just use a normal 1ft standard column packed with something nice and dense like ceramic raschig rings you can pick up at most brew stores. then distill at toluenes BP, then add water and redistill as the azeotrope, odds are, unless you see anything distill at below 80C, then thats the low boiling azeotrope of something that slipped in and you can discard it, but either way, wetting the toluene will skew the boiling points so everything that co-distilled probably wont co-distill again at 30C less. otherwise, just keep it for as long as its sitting on 80, at very least you can isolate just the toluene in this way.

Personally though i distill paint thinners now. i can get a big bottle of it for cheap and i actually use all the constituents, acetone, ethanol and toluene, for far cheaper than their average bought alone/pure, plus the ethanol part is fully undenatured so no need to worry about MIBK or other hard to remove crap in denatured spirits. paint thinner is usually 50% toluene and if you discard the ethanol/acetone, a simple water-extraction should yield something useable as-is for oxidation even if it contains benzene or hexane, theres videos on this on youtube
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