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Author: Subject: TNP from salicylic acid?
Trinitrophenol
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[*] posted on 6-10-2013 at 03:21
TNP from salicylic acid?


Hello new to this forum. sorry if its dumb of me asking this but is it possible to make picric acid from salicylic acid?
I know acetylsalicylic acid works but i have read when its comes in conact whit sulfuric acid it breaks down into acetic acid and salicylic acid. I am pretty sure we dont need that acetic acid there, so why shouldn't it be possible to make picric acid from salicylic acid?

Just wondering as my sources of phenol are quite expensive...
Sorry if it's a repost but i haven't found any synthesises on picric acid from salicylic acid

Thanks for all answers..

[Edited on 6-10-2013 by Trinitrophenol]

[Edited on 6-10-2013 by Trinitrophenol]
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[*] posted on 6-10-2013 at 06:11


yes i recall chemcamtv talking about that he had prepared it by first acidifying salisylic acid with H2SO4 then adding HNO3 to it (i dont think he mind mentioning him in this)

also for phenol it can be destilled out or well.. pyrolysed? i might be wrong on both - the point.. it can be made by heating and then condensing it out from benzoic acid

Benzoic acid is mainly consumed in the production of phenol by oxidative decarboxylation at 300−400 °C:[14]
C6H5CO2H + 1/2 O2 → C6H5OH + CO2

also chemcamtv mentioned that copper salts could be used to catalyse this reaction (lower reaction temperature, high yield..?)
i suppose metal could be used for this thing




~25 drops = 1mL @dH2O viscocity - STP
Truth is ever growing - but without context theres barely any such.

https://en.wikipedia.org/wiki/Solubility_table
http://www.trimen.pl/witek/calculators/stezenia.html
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[*] posted on 6-10-2013 at 12:10


http://www.lambdasyn.org/synfiles/pikrinsaeure.htm

Preperation # 3
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roXefeller
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[*] posted on 6-10-2013 at 16:51


I was just doing this synthesis this weekend. You're really just looking for a phenol derivative. ASA is oft quoted because it is easier to get 30g of feedstock from a bottle of aspirin than salicylic acid. But I've got a twist question on this, most sources use alkali metal nitrates being added to the hot phenolsulfonic acid/excess sulfuric acid. I was trying to do this with the same molar quantity of ammonium nitrate and it came out poorly, like there was excess phenolsulfonic acid. Is this something that definitely needs metal nitrates? My thought was that the thermal shock of adding the nitrate to the hot reaction mixture (>90oC) made some of the nitrate decompose more so than usual. So I was thinking the next attempt to either use sodium nitrate or divide the sulfuric acid, enough for the phenolsulfonic acid, and the remaining to mix with ammonium nitrate then adding the mixed acid gradually.
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[*] posted on 6-10-2013 at 23:37


This is the synthesis I found when researching this topic.
http://www.powerlabs.org/chemlabs/picric.htm
I have not tried it so I cant say how good it is, so take it with a grain of salt
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