Boffis
International Hazard
Posts: 1868
Registered: 1-5-2011
Member Is Offline
Mood: No Mood
|
|
Thiourea dioxide
Thiourea dioxide is used as a power reducing agent in vat dying. It functions as a reducing agent in alkaline solution but what are the oxidation
products?
|
|
mackolol
Hazard to Others
Posts: 459
Registered: 26-10-2017
Member Is Offline
Mood: Funky
|
|
I have nice paper. There are a lot informations of TUDO reductions as well as whole reduction reaction with ketone.
So it seems that oxidation product in this case is SO3 2- anion and urea.
Attachment: sdarticle.pdf (166kB) This file has been downloaded 326 times
[Edited on 17-4-2020 by mackolol]
|
|
mackolol
Hazard to Others
Posts: 459
Registered: 26-10-2017
Member Is Offline
Mood: Funky
|
|
And in this paper, there is shown more specific reaction of just TUDO with base which forms strongly reducing SO2 2- ion.
I'm very interested in TUDO's reducing properties, as it is cheap and easily available and seems quite strong and useful, but all I managed to do yet
is reduction of nitrophthalhydrazide to luminol, and reduction of little p-nitrobenzene to toluidine, which i haven't isolated.
What pretty sucks about TUDO is that you need very big quantity of it compared to compound that you're reducing.
Attachment: Study on reduction of organic compounds with thiourea dioxide .pdf (308kB) This file has been downloaded 366 times
|
|
mayko
International Hazard
Posts: 1218
Registered: 17-1-2013
Location: Carrboro, NC
Member Is Offline
Mood: anomalous (Euclid class)
|
|
Peep this thread:
https://www.sciencemadness.org/whisper/viewthread.php?tid=11...
al-khemie is not a terrorist organization
"Chemicals, chemicals... I need chemicals!" - George Hayduke
"Wubbalubba dub-dub!" - Rick Sanchez
|
|
Boffis
International Hazard
Posts: 1868
Registered: 1-5-2011
Member Is Offline
Mood: No Mood
|
|
Thanks Mackolol, I haven't tried this reducing agent yet but given that it is now more accessible than sodium dithionite I think it is worth giving it
a twirl. But I didn't know what the actual reducing species was so it was difficult to design an experiment. I might try it out on some things I have
reduced with sodium dithionite (like sorbic acid) to see how it compares.
|
|
clearly_not_atara
International Hazard
Posts: 2793
Registered: 3-11-2013
Member Is Offline
Mood: Big
|
|
In particular, thiourea dioxide is soluble in alcohols, as I recall.
That should make it much easier to reduce the esters of the dienoic acids that are attacked by sodium dithionite, which allows using this reaction on
substrates whose sodium salts are not very soluble in water. Likewise other water-insoluble substrates may become available to reduction by this
system.
Just a guess :p
edit: one example in ethanol is here: https://onlinelibrary.wiley.com/doi/abs/10.1002/jccs.1974000...
[Edited on 17-4-2020 by clearly_not_atara]
|
|
chemplayer...
Legendary
Posts: 191
Registered: 25-4-2016
Location: Away from the secret island
Member Is Offline
Mood: No Mood
|
|
We tried this - frisky little reaction!
https://www.bitchute.com/video/6DY4AjFTer4v/
Found it to be relatively insoluble in alcohols but soluble in alkaline solution. We figured it might be an oxidising agent but it didn't pass the
'red phosphorus' test so if it's reducing then that would be even more interesting...
|
|