Sciencemadness Discussion Board

bis(2,4,6-trinitrophenyl)diazene from methyl red

Mildronate - 18-9-2010 at 06:59

Is it possible to make bis(2,4,6-trinitrophenyl)diazene from methyl red or some else explosive from it?

vien.bmp - 366kB

497 - 18-9-2010 at 07:51

Doubt it. Getting that carboxylic acid and dimethylamine off would be a pain in the ass, and I doubt it could be done without destroying the azo linkage anyway. Just nitrate aniline to trinitroaniline and then form the azo compound from that.. Much easier I suspect.

Mildronate - 18-9-2010 at 08:08

i had many botlles of methyl red. Maybe is possible this way?

[Edited on 18-9-2010 by Mildronate]

vien2.bmp - 375kB

[Edited on 18-9-2010 by Mildronate]

497 - 18-9-2010 at 14:38

Any references for that? I really doubt those C-C and N-C bonds are going to break the way you want.

hissingnoise - 19-9-2010 at 06:56

Bis(2-4-6 trinitrophenyl)diazene (aka hexanitroazobenzene (HNAB)) is prepared by reacting dinitrochlorobenzene and hydrazine and nitrating and oxidising the tetranitrohydrazo product by mixed acid. . .
You can forget methyl red!


Mildronate - 19-9-2010 at 07:13

Why forget structure is very similar.

hissingnoise - 19-9-2010 at 08:57

Why waste time grasping at straws - as 497 said, removing the side-chains while keeping the nucleus intact would probably be quite a feat. . .
And nitrating azobenzene itself is likely to be anything but straightforward!