Sciencemadness Discussion Board

Oxidising uric acid?

Kobold vor NH4 - 30-10-2019 at 02:17

I came across uric acid while on wikipedia,( https://en.m.wikipedia.org/wiki/Uric_acid )
and I thought that maybe, it could be modified to be energetic to some extent.
If those are secondary amines (forgive me, but organic chemistry is not my field)
Could they be oxidised to somehow?
Maybe even hydrogenated first, then nitrated?
Any thoughts about it?

EDIT: removed a text based illustration of uric acid that didn't show properly.

[Edited on 30-10-2019 by Kobold vor NH4]

underground - 30-10-2019 at 03:17

Most likely the N-H bond could be nitrated. Now i have no idea how stable it would be. Also those C=O bonds are not that much energetic.

[Edited on 30-10-2019 by underground]

Kobold vor NH4 - 30-10-2019 at 16:27

Quote: Originally posted by underground  
Most likely the N-H bond could be nitrated. Now i have no idea how stable it would be. Also those C=O bonds are not that much energetic.

[Edited on 30-10-2019 by underground]


So what would the N-H look like after nitration?
With the carbonyl, that's why I was thinking to hydrogenate it, then nitrate it.
Of course, I'm just exploring the possibility of it, because I don't have any nitric acid at the moment.
I put together this drawing, because it's easier to visualise.

The green is for the amines.
The red is for the nitrated carbonyl.

20191031_101547.jpg - 1.8MB

underground - 31-10-2019 at 13:46

In theory, it should look like this

1.png - 14kB

[Edited on 31-10-2019 by underground]

Kobold vor NH4 - 31-10-2019 at 17:43

Right, so it's turning the secondary anime into a nitroamine, correct?
So the combustion formula should be,
[2 C2(CO1)3(NNO2)4 --->> 10 CO2 + 8 N2 + O2]
Is that right? So it looks it's got plenty of oxygen with that nitration, but would it be stable?
Once i get some more nitric acid, I'll probably try making it on a 1~5g scale (with all of the appropriate safety gear on of course!)

EDIT: I typed nitroamine, but autocorrect changed it to nitrosamine. How embarrassing.

[Edited on 1-11-2019 by Kobold vor NH4]

Metacelsus - 31-10-2019 at 18:46

Not a nitrosamine but a nitroamine (N-NO2). Nitrosamines have formula N-NO

I don't know of any good ways to get all those nitro groups on there, though.

underground - 31-10-2019 at 20:11

Quote: Originally posted by Metacelsus  
Not a nitrosamine but a nitroamine (N-NO2). Nitrosamines have formula N-NO

I don't know of any good ways to get all those nitro groups on there, though.


Even WFNA most likely won't be enough, some acetic anhydride may be required.

Why you actually wanna try something like this, there are plenty of other better options out there.

[Edited on 1-11-2019 by underground]

Kobold vor NH4 - 17-11-2019 at 03:09

I wonder, would concentrated H2O2 work?
Besides, im just exploring the possibilities of different energetics.

underground - 17-11-2019 at 06:21

H2O2 unfortunately will not work