Synthesis of 3,5-Dinitrosalicylic acid

In this video I show the nitration of salicylic acid and the recrystalization of 3,5-Dinitrosalicylic acid.
The article I followed:
www.sciencemadn...
Patreon: / randomexperimentsinter...

[@compaqchemlab]

Hi! I am just finishing this synthesis. I'm surprised the products don't smell like 2-Nitrophenol or picric acid! The funnel sediment that remained after the cold wash was separated into two components: Component A dissolves in boiling water and crystallizes rapidly upon cooling as a gigantic amount of acicular crystals. When dried, it has the consistency of potato flour and a pale yellow color. I got it 2g. Component B does not dissolve well in boiling water (hardly at all). It is white when washing. After drying it is yellowish, but less so than A. I got it evenly 3.275 g. In the cold wash solution we are interested in DNSA. I will now look for what these substances (A and B) are. At last I found a synthesis of a nice nitro compound, which has no explosive properties and can be used to mark reducing sugars (and it does not stink!) Thanks a lot for this video! I also plan to reduce these substances to amines and make azo dyes.

[@Leee_Rock]

Was it only a total 15g salicylic acid that was added?
Or was it 15g at a time, each time?
Because I don't understand how addition of 15g salicylic acid takes 2 hours.

[@muhammadkamilmuhammadkamil3617]

Fantastic explanation of synthesis. Thanks a lot

[@pleasuregaming2601]

Is there a confirmatory test for thst differs thr product compound from side product

[@xXBouletteDeViandeXx]

Why is the yield is made between salicylic acid and the product and not with the limiting reactant ? (which is nitric acid here in moles)

[@DuyNguyen-vf5cv]

Does it act as an uncoupler oxidation?

[@raulfulea9907]

Hi Random Experiments International,
First, thank you for this video.
I followed your procedure with minute detail and got a similar looking product with a somewhat lower yield however, when I took the melting point it came around 118.5-124 degrees Centigrade. The product gives the same response to glucose as in your other video, even when comparing the hue.
Any idea what this might be?
Good job with the videos, please keep it up!

[@RaExpIn]

My product had a melting point of ~160°C. The only low melting product could be picric acid (~122°C), that forms when the temperature gets too high and decarboxylation takes place. (Maybe added the salicylic acid too fast?) It also reacts the same way with sugars, like 3,5-DNS does. You could test it by heating a very small amount on some aluminium foil. If it burns fast or even explodes, I highly recommend to dispose of it and not let it get too dry. Maybe even add some water to keep it wet. Sorry...

[@raulfulea9907]

Thank you for the advice, I was suspecting picric acid, however there was virtually no reaction with Al foil (it just melted and only at high temp the Al foil got a bit stained). Just to be safe I've stored it under water and I will try again the synthesis.

[@namenloseheld1469]

If you first sulfonate the salicylic acid and then nitrate it, does picric acid form?

[@zodiakofficial4093]

Yes, but you need higher temperatures, so it will decarboxylate and will be nitrated completely. Also it foams quite a lot due to CO2 evolution.

[@namenloseheld1469]

​@@zodiakofficial4093Could the synthesis of Dinitrosalicylic acid, because of the influence of the ring activating OH-groups also performed without sulfuric acid?

[@user255]

Is that explosive in some conditions?

[@jonhoyles714]

I think your thinking picric acid also made by nitrating salicylic acid hence temp control not sure how u get the third nitration on the ring mind clever stuff nice vid :)

[@user255]

Usually picric acid is made by nitrating phenol, but apparently salicylic acid will decarboxylate and thus it also works. But the reason I asked was because many nitrated small organic molecules tend to explode.

[@RaExpIn]

I didn't find any note that it can explode, while I read about this. If it can, you might for sure need a very heavy drop hammer and a lot of weight. I measured the melting point at around 170°C, without any decomposition. I also heated a small amount in an open flame and it decomposed very slowly after melting.

[@jonhoyles714]

asprin very interesting things can be done with it :)

[@PouleOrange]

Qui m’envoie le mode op en anglais mdr ? 😂