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thebean
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[*] posted on 15-12-2014 at 14:34
Thioacetone


I have no intention of preparing thioacetone, but I am very curious to see if anyone has ever had experience with it. Is it as horrible as I've heard?



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Zyklon-A
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[*] posted on 15-12-2014 at 14:45


Let me guess, you just watched this video:? https://www.youtube.com/watch?v=ckSoDW2-wrc
I've never made it and don't want LOL.
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dermolotov
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[*] posted on 15-12-2014 at 15:06


Quote: Originally posted by Zyklon-A  
I've never made it and don't want LOL.

x2. I see no use in doing this...

I may do it one day if I finally get my farm I've always wanted. Mostly because I'm curious if the simple NIOSH OV filters would be powerful enough to block the odours
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UnintentionalChaos
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[*] posted on 15-12-2014 at 15:59


See also, http://pipeline.corante.com/archives/2009/06/11/things_i_won...



Department of Redundancy Department - Now with paperwork!

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DeIonized Plasma
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[*] posted on 15-12-2014 at 19:59


Quote: Originally posted by UnintentionalChaos  
See also, http://pipeline.corante.com/archives/2009/06/11/things_i_won...


Wow... The fact that they needed to use nitrogen dioxide says something about how terrible thioacetone is! I was also wondering how one would go about making it, but I have absolutely no experience making anything like that so I don't think I'll be attempting that any time soon either. If at all.




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Paddywhacker
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[*] posted on 16-12-2014 at 02:05


It seems to be generated by pyrolysis of trithioacetone.

I tried a simple experiment, dissolving FeS in acetone+H2SO4 but nothing interesting formed. Pyrolysing it didn't yield anything either.

I guess I was lucky, but would rather have been super-stinky.
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CuReUS
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[*] posted on 16-12-2014 at 03:38


in the video ,he said thioacetone was a "thiol"
i think he meant "thione"

paddy ,why dont you try passing H2S through MAPP gas

http://en.wikipedia.org/wiki/MAPP_gas
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Zyklon-A
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[*] posted on 16-12-2014 at 11:17


DeIonized Plasma, what's wong with using N2O4? I use it all the time. It's farily easy to work with, as it can easily be liquified and in industries they can minimize leaks way better than I ever could.
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Praxichys
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[*] posted on 16-12-2014 at 12:39


Trithioacetone.png - 250kB

Proceed at your own risk.




Have something to sell? Need cheap chemicals or glassware? Looking for hard to find reagents? Be sure to visit SM's Trading Post at http://synthsource.proboards.com/
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Zyklon-A
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[*] posted on 16-12-2014 at 14:22


...And the risk of your entire city...
I might give it a try at some time. I didn't know it was a solid at STP.
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aga
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[*] posted on 16-12-2014 at 14:22


Could the OP please give a next-of-kin the login details to SM so that the results can be posted.

So many come-and-go and we seldom know how it turned out.

Many thanks.




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Metacelsus
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[*] posted on 16-12-2014 at 15:52


Wow, I didn't know thioacetone was so easy to make: just hydrogen sulfide, acetone, and hydrochloric acid? I might try this sometime, just to say I did.

And Sigma sells it as a "food grade flavor ingredient"? :o

http://www.sigmaaldrich.com/catalog/product/aldrich/w347507

(Yes, I know that's the trimer. I thought it smelled the same as the monomer, but I guess not.)

[Edited on 17-12-2014 by Cheddite Cheese]




As below, so above.
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Paddywhacker
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[*] posted on 16-12-2014 at 16:04


That is for trithioacetone. Reputedly a pleasant-smelling compound.

You still have to pyrolyse it, but that could be done at a remote location.
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Zyklon-A
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[*] posted on 16-12-2014 at 16:12


Yeah, see the video I linked in the first reply.
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DeIonized Plasma
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[*] posted on 16-12-2014 at 22:35


Quote: Originally posted by Zyklon-A  
DeIonized Plasma, what's wong with using N2O4? I use it all the time. It's farily easy to work with, as it can easily be liquified and in industries they can minimize leaks way better than I ever could.


I didn't mean it as being outlandishly ridiculous, I think it's fine to use when cleaning up. I am fairly new to chemistry, so I haven't yet gotten a chance to use any nitrogen compounds (Other than some KNO3, which I will make some nitric acid with once I get proper distillation equipment) but the idea of releasing a toxic gas/strong oxidizer to clean something up because it smells bad seems almost comical.




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[*] posted on 24-12-2014 at 10:23


In 1998 I was working at a company located in Long Beach near Signal Hill where there is oil extraction under way.

One day a spill of of a couple of hundred grams or so of ethanethiol took place and businesses over a 1 square mile area closed down (including mine). The odor was disagreeable the next day, somewhat nauseating over the course of hours, and it lingered for a couple of more days afterward (I think it was not until the start of the next work-week that it was gone).

Accounts of this incident can no doubt be unearthed for local newspapers.

Concerning "thioacetone" according to Organic Chemistry
(ISBN 0199270295) by Jonathan Clayden, ‎Nick Greeves, ‎Stuart Warren (2012), pg. 4 the actual identity of this super-smelly compound has not been identified conclusively. It suggests that it is either propane dithiol or 4-methyl-4-sulfanylpentan-2-one rather than actual thioacetone.

Further Googling though indicates that 4-methyl-4-sulfanylpentan-2-one is a known compound in fragrance chemistry found in grapes with the odor of black currants. The reliability of the textbook account on this is thus suspect (of course no references cited in the text).

A good summary of historical accounts, with references and links is this one:
http://pipeline.corante.com/archives/2009/06/11/things_i_won...

The references are:
Chemistry and Industry, 1967, p. 1430
Chemische Berichte 1889, 2593
Chemical News and Journal of Industrial Science, Volume 61, 9 May 1890, Pg. 219.

What is especially interesting is that the overwhelming odor is only discernible at extremely low concentrations - apparently at some (still quite low) threshold it shuts down the receptors detecting it so that someone experimenting with this stuff cannot smell it (until they try to clean up the lab).

Seems like science would benefit from positive identification of the odorant here, and its actual threshold of detection.

Microscale techniques in a well-equipped air-sensitive laboratory set-up with a GC system would likely be required to do the work without creating another colorful incident.

ALSO NOTE: the Leeds epsiode occurred "While distilling the product of the reaction of sulphuretted hydrogen on about 20 grms. of acetone" without a pyrolysis step. Anyone working with H2S and acetone should be wary.

I remember running across a bottle of valeric acid in a chem lab with a bright red warning label "STENCH". But that has nothing on some of these thiols.



[Edited on 24-12-2014 by careysub]
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[*] posted on 24-12-2014 at 23:41


Quote: Originally posted by Zyklon-A  
Let me guess, you just watched this video:? https://www.youtube.com/watch?v=ckSoDW2-wrc

Am I the only one that is immensely irritated by that guy's style? But nowhere as irritated as I am by the professor in Periodic Table of Videos. I would do unspeakably violent things to that man, if I could.
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Zyklon-A
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[*] posted on 25-12-2014 at 09:01


Why? I enjoy watching both of them, one talks too fast, the other too slow, but I like them.
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[*] posted on 25-12-2014 at 09:04


Quote: Originally posted by DrMario  
Quote: Originally posted by Zyklon-A  
Let me guess, you just watched this video:? https://www.youtube.com/watch?v=ckSoDW2-wrc

Am I the only one that is immensely irritated by that guy's style? But nowhere as irritated as I am by the professor in Periodic Table of Videos. I would do unspeakably violent things to that man, if I could.


That was hilarious, he is unique for sure but to the point of doing violent things to him, why? Lol
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[*] posted on 25-12-2014 at 11:02


Quote: Originally posted by DrMario  
Quote: Originally posted by Zyklon-A  
Let me guess, you just watched this video:? https://www.youtube.com/watch?v=ckSoDW2-wrc

Am I the only one that is immensely irritated by that guy's style? But nowhere as irritated as I am by the professor in Periodic Table of Videos. I would do unspeakably violent things to that man, if I could.


I honestly hope you wrote that comment under the influence of psychedelic agents...

The promise of violence against someone because of someone's style is... I actualy lack the words to describe how pathetic and stupid that is...
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Mailinmypocket
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[*] posted on 25-12-2014 at 14:17


The reason it amused me for a moment is that I don't see what is so bad about his personality? He would be a fascinating person to have conversations with and seems like a very kind person. I really don't get it. Even if he was extremely annoying and stupid he still would not deserve to be hurt, I mean.. Wtf.
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[*] posted on 7-9-2015 at 19:34


Going to try to make it soon. Trying to judge if this would be a good grad prank. The trimer shouldn't be an issue, but for the monomer, I'll use a bent glass tube retort with the end pointed into a vial in a sealed box. The box will be separated from the atmosphere by a bath of Potassium Permanganate. It looks like I'll only need a drop or two, which can be aerosolized or volatized.
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[*] posted on 7-9-2015 at 21:43


Might I suggest an apropos synonym for "prank" - "gag"?
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[*] posted on 22-1-2016 at 18:17


Hmm didn't end up making TA before (We found better pranks), but certain circumstances have given me reason to prepare the stuff tomorrow. I'll be doing it on very small scale (from >0.5g Trithioacetone), and if it works I'll post results.
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[*] posted on 22-1-2016 at 18:32


Quote: Originally posted by Hawkguy  
Hmm didn't end up making TA before (We found better pranks), but certain circumstances have given me reason to prepare the stuff tomorrow. I'll be doing it on very small scale (from >0.5g Trithioacetone), and if it works I'll post results.


I'm excited to hear your results!




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