N(NN)3N

Me Too!

I had a similar idea a few moments ago, actually.

But it just involves:

N(NH2)3 + 3N2O --> N(N3)3

Yours is N8 and mine is N10. Mine is bigger than yours, na na na na.

PrimoPyro

This is fun

Hydrazine would be a great building block.

The only problem is that with each step the danger grows. Also Ive found that sytheses such as these often dont work like you'd expect them to. Trial and error of sorts....

PrimoPyro

Hmmm......

I really think that if N(NH2)3 existed, we would know it!
Here are the known hydrides of nitrogen:
NH3 (ammonia), H2N-NH2 (hydrazine), HN3 (hydrogen azide), NH4N3 (ammonium azide), H2N-NH3N3 (hydrazinium azide).
So NH3, N2H4, N3H, N4H4 and N5H5 but they are a bit tricky since they are salt combinations of the 3 first!

Other less stable compounds exists: *diazene(diimide) N2H2 (trans HN=NH and isodiazene H2N->N) decomposed at -196 while frozen yellow solid.
*tetrazene (N4H4) trans H2N-N=N-NH2 decomposed above 0°C into N2 and H2N-NH2 (75%) by disproportionation and 25% into NH4N3 by isomerisation.

The first one is made from
H2N-NLi-Ar -->heat decomposition and flash cooling --> HN=NH + Ar-Li.
The second one from
Me3Si-N=N-SiMe3 -SiF4(-50°C)-> (Me3Si)2N-N=N-N(SiMe3)2 -(-78°C CF3CO2H/CH2Cl2)-> H2N-N=N-NH2

So from this you see that poly N sequences are unstable; NH2-NH2 is very stable vs NH2-N=N-NH2...NH2-NH-NH2 and NH2-NH-NH-NH2 aren't even mentionned!
I know some polyaza C containing most of those are 6 membered rings the more the number of N linked to each other the more sensitive the compound so triazabenzene < tetraazabenzene < pentazabenzene

Also in such molecules -CH=N-N=N-CH- is less stable than -CH=N-CH=N-N-!
The highest lenght chain of N in a C molecule is 5 and it is hell explosive; 8 is only viable at very low temperatures.

NCl3 is hell unstable towards many organics; the reaction you propose would only work in a suitable solvant (NCl3 often goes BOOM in such solvant).
NCl3 + AgN3 would be more like it!

N2H4 won't survive Cl2 attack --> HCl + N2 and heat. N2Cl4 doesn't exist, but N2F4 does...but it is a strong fluorinating agent --> heat and explosion more than certainly
N2F4 + NH3 (or NH2-NH2) --> N2 + HF + heat

(CH3)2NH + HNO2 -->(CH3)2N-NO
(CH3)2N-NO + NH3 -/-> (CH3)2N-N=NH (not possible)
(CH3)2N-NO + NH2-NH2 --> (CH3)2N-N=N-NH2 (impossible to go further-already quite explosive)
(CH3)2N-NO + H2N-OH --> (CH3)2N-N=N-OH (not further)

N(NH2)3 + 3N2O -/-> N(N3)3 + 3H2O
Unless you think NH2-NH2 + 2N2O --> N3-N3 + 2H2O (what is not the case) and that NH3 + N2O --> HN3 + H2O (what is also not the case).

Na-NH2 + N2O is the only way to go NaN3
And NH2-NH2 + HNO2 is the other way:
NH2-NH3NO2 --> NH2-NH-NO + H2O --> HN3 + N2 + NH3 + H2O (reaction is uncomplete due to decomposition)

N(NH2)3 will not survive Cl2 --> HCl + N2
NH3 + NCl3 --> HCl + N2

Don't expect N chemistry to be the same as C chemistry...way oversimplified vision of the problem!

But some things are stil possible:
R-NH2 + ON-R --> R-N=N-R
So:
(CH3)2N-N=O + H2N-N=N-N(CH3)2 --> (CH3)2N-N=N-N=N-N(CH3) (hell explosive) <-- 2(CH3)2N-N=O + H2N-NH2
You see that you can't make infinite chain of nitrogen, unless you are able to make NH2-(N=N-)n-NO what would imply to oxydise partially and gently one end!

The recent discovery of NH2-N=N-NH2 allow us to think further:
2(CH3)2N-N=O + NH2-N=N-NH2 --> (CH3)2N-N=N-N=N-N=N-N(CH3)2 but the world record is not yet here (only 8 N chain!) for sure very very unstable (stable only far below O°C).

PH Z

Also NH2-N=N-NH2 may give good chances to get a compound of the kind N3NH3-N=N-NH3N3 with HN3 so N10H6 !

(CH3)2N-N=O can react with H2N-R to give (CH3)2N-N=N-R...so maybe it is possible it reacts with NH3 to give (CH3)2N-N=NH althought I haven't seen mention of this anywhere.
Anyway if it is possible; then
(CH3)2N-N=NH + HO-N=N-N(CH3)2 --> (CH3)2N-N=N-N=N-N(CH3)2 but this is the same as before.
So you see that two limitations occurs:
1)the fact -NO can only be incorporated on a secundary amine R2NH
2)the fact that over 6N chain is suicidal to handle.

PH Z