When we last checked in with the Klapötke lab at Münich, it was to highlight their accomplishments in the field of nitrotetrazole oxides. Never forget, the biggest accomplishment in such work is not blowing out the lab windows. We’re talking high-nitrogen compounds here (a specialty of Klapötke’s group), and the question is not whether such things are going to be explosive hazards. (That’s been settled by their empirical formulas, which generally look like typographical errors). The question is whether you’re going to be able to get a long enough look at the material before it realizes its dream of turning into an expanding cloud of hot nitrogen gas.
It’s time for another dispatch from the land of spiderweb-cracked blast shields and “Oh well, I never liked that fume hood, anyway”. Today we have a fine compound from this line of work, part of a series derived from N-amino azidotetrazole. The reasonable response to that statement is “Now hold it right there”, because most chemists will take one look at that name and start making get-it-away-from-me gestures. I’m one of them. To me, that structure is a flashing red warning sign on a dead-end road, but then, I suffer from a lack of vision in these matters.
But remember, N-amino azidotetrazole (I can’t even type that name without wincing) is the starting material for the work I’m talking about today. It’s a base camp, familiar territory, merely a jumping-off point in the quest for still more energetic compounds. The most alarming of them has two carbons, fourteen nitrogens, and no hydrogens at all, a formula that even Klapötke himself, who clearly has refined sensibilities when it comes to hellishly unstable chemicals, calls “exciting”. Trust me, you don’t want to be around when someone who works with azidotetrazoles comes across something “exciting”.
Derek Lowe, “Things I Won’t Work With: Azidoazide Azides, More Or Less”, In the Pipeline, 2013-01-09
January 10, 2013
QotD: The mild, quiet, unassuming world of high-nitrogen compounds
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