Sciencemadness Discussion Board

Lewis acids and cyclobutanones to hydrocarbazoles

morganism - 26-6-2013 at 12:14

Looks like a good pathway

http://www.kanazawa-u.ac.jp/research_bulletin/highlights2013...

AndersHoveland - 26-6-2013 at 16:55

And where does one get the 3-substituted cyclobutanone?

It is a very difficult precursor to make.

If anyone did happen to have a 3-substituted cyclobutanone sitting around, another use for it is as a precursor to make 1,1,3,3-tetranitrocyclobutane, a potential high performance explosive. (The ketone functionality could be converted to an oxime, then oxidized/nitrated to a germinal di-nitro functionality. Then the other 3-substituted group (assuming it is not a carbon atom) can be substituted with a nitro group, then oxidatively nitrated to another germinal di-nitro functionality.) It is really quite a coincidence that you mentioned this obscure compound.

(if we compare the expected properties of this to another structurally similar explosive TNAZ, it is easy to extrapolate that it would probably be more powerful than HMX, and also have lower sensitivity)

[Edited on 27-6-2013 by AndersHoveland]