Sciencemadness Discussion Board

Does this reaction scheme seem pluasible ?

franklyn - 30-10-2010 at 04:47

1,2-DiNitraminoethane.gif - 4kB
Such an interesting structure , I can't help thinking that TAED
could have energetic potential. Previously cited here _
http://www.sciencemadness.org/talk/viewthread.php?tid=6342#p...

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hissingnoise - 30-10-2010 at 07:27

More desirable than plausible, I think . . .
Wouldn't HNO3 be more likely to vigorously attack the acetate groups than replace them with NO2s?
Of course, if that target compound existed - it would be a pretty potent oxidiser.




franklyn - 15-1-2011 at 22:48

Any chemists care to venture an opinion on this idea ?

Can cyanuric triazide add dinitrogen tetroxide forming , 2,4,6-triazidohexanitrotriazine

2,4,6-triazidohexanitro(sym)triazacyclohexane.gif - 4kB

I did the math on this , projected density is 1.87

Velocity of detonation ~ 8500 ,

pressure ~ 310 Kilobars

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DDTea - 15-1-2011 at 23:35

The proposed reaction looks highly unfavorable for two reasons:
-you're breaking the conjugation (resonance) in the starting material without reforming it, which (assuming its bond strength is similar to benzene), is ~35 kcal/mol of energy.
-your product is sterically congested.

There may be ways to make this reaction favorable, but I don't expect dinitrogen tetroxide to simply add to the ring in the proposed way.