Sciencemadness Discussion Board

(C2N8O4) TTTO has been synthesized, its density remains unreported, and its yeild is 1%

DubaiAmateurRocketry - 20-6-2018 at 00:05

https://onlinelibrary.wiley.com/doi/abs/10.1002/anie.2016056...

right, i actually missed this paper somehow.

Anyways, below is the synthesis of TTTO.



TTTO.png - 30kB

Bert - 20-6-2018 at 07:08

Well, that looks promising. Or scary, can't decide which.

If any could provide a pdf of the paper to upload here? I'll be asking in references as well.


[Edited on 6-20-2018 by Bert]

wg48 - 20-6-2018 at 08:41

Quote: Originally posted by Bert  
Well, that looks promising. Or scary, can't decide which.

If any could provide a pdf of the paper to upload here? I'll be asking in references as well.


[Edited on 6-20-2018 by Bert]


Attachment: tttoklenov2016.pdf (985kB)
This file has been downloaded 459 times

roXefeller - 20-6-2018 at 09:23

Is this like the Bose Einstein condensate of EM? I once drew the simple azide group for a friend with some knowledge of chemistry from long ago. He asked if it was really possible to have so many nitrogen atoms bonded, I replied "with some difficulty". This TTTO might make him think we're just making stuff up.

Fulmen - 20-6-2018 at 09:46

Nah, compared to "Azidoazide azide" (1‐diazidocarbamoyl‐5‐azidotetrazole, C2N14) it looks almost tame by comparison.

Tsjerk - 21-6-2018 at 04:53

Haha, that stuff is crazy, I got the full article through sci-hub; they make this nitrogen compound by getting hydrazine out of the molecule

Quote: Originally posted by Fulmen  
Nah, compared to "Azidoazide azide" (1‐diazidocarbamoyl‐5‐azidotetrazole, C2N14) it looks almost tame by comparison.


[Edited on 21-6-2018 by Tsjerk]

wg48 - 21-6-2018 at 05:15

Quote: Originally posted by Fulmen  
Nah, compared to "Azidoazide azide" (1‐diazidocarbamoyl‐5‐azidotetrazole, C2N14) it looks almost tame by comparison.


If you mean this
N20C3_21_45_07.jpg - 3kB
Yes thats a lot of N and not much C for a compound.

I wonder if the rings could be coupled in to a larger olgomer attached to an antibody that recognises say cancer cells. Then triggered by a conformational change in the antibody when it couples to the cancer cell the olgomer detonates and blows a hole in the cell killing it. Yes just wild speculation but the idea of blowing up cancer cells appeals to my sense of revenge LOL


j_sum1 - 21-6-2018 at 05:25

Nice little (humorous) read on azidoazide_azides
http://blogs.sciencemag.org/pipeline/archives/2013/01/09/thi...

And if you enjoyed that there is also 1,1′-Azobis-1,2,3-triazole -- eight nitrogens in a row.
http://blogs.sciencemag.org/pipeline/archives/2010/10/14/who...

While you are at it, you could try Hexanitrohexaazaisowurtzitane
http://blogs.sciencemag.org/pipeline/archives/2011/11/11/thi...



Derek Lowe has quite a way with words.

[edit]
@wg48
That's a lovely looking C6N20. I am not going anywhere near any of these. I'm pretty sure they all go bang quite nicely.

[Edited on 21-6-2018 by j_sum1]

Tsjerk - 21-6-2018 at 05:28

It is the compound in this article

Attachment: azido.pdf (403kB)
This file has been downloaded 401 times


DubaiAmateurRocketry - 22-6-2018 at 03:04

Here are some interesting 1,2,3,4-tetrazine dioxides that very possibly could be synthesized.

[1] Frumkin, A., Churakov, A., Strelenko, Y., Kachala, V., & Tartakovsky, V. (1999). Synthesis of 1,2,3,4-Tetrazino[5,6-f]benzo-1,2,3,4-tetrazine 1,3,7,9-Tetra-N-oxides. Organic Letters, 1(5), 721-724. doi:10.1021/ol990713q
https://pubs.acs.org/doi/abs/10.1021/ol990713q

[2] Klapötke, Thomas M. et al. "The Synthesis And Energetic Properties Of 5,7-Dinitrobenzo-1,2,3,4-Tetrazine-1,3-Dioxide (DNBTDO)." Propellants, Explosives, Pyrotechnics 37.5 (2012): 527-535. Web. 22 June 2018.
https://onlinelibrary.wiley.com/doi/full/10.1002/prep.201100...


I can upload a the hypothesized synthesis scheme but it would just be the same as the references.



scm file.png - 7kB