how would one synthesise the above material ?
it is a precursor to making strontium diazinate, a material proposed for lead free (flat d80-1 type )bullet hits
(which usually use lead styphnate)
i have read all the posts on lead styphnate but a succesful preparation eludes me.
stontium diazinate may be easier.
is it a matter of nitrating resorcinol followed by diazotisation?
thanks
d321 kristofvagyok - 4-12-2012 at 14:00
Why is a stontium salt better than a lead salt? Same toxic and not that less sensitive, the only difference is the color of the flameball when you
blow up yourself.
Some lead picrate:
The synthesis of styphnic acid is really easy, if you cant prepare that I don't think that you should make diazonium salts.
Also: from styphnic acid you first have to reduce it to 2,4-dinitro-6-amino-resorcinol and then make the diasotation to get the title comound. The
problem is: aromatic diazonium compounds like that are not so stable, especially when they form salts with heavier elements like Sr. dave321 - 4-12-2012 at 14:29
reason for strontium vs lead is the percieved lower toxicity of the strontium salt, rightly or wrongly.
could you post a suggested synth of the diazonium salt ?
it cant be any worse than handling fulminates and only in small scale.
i am trained in lab procedures although not an organic chemist by profession.
my experience is largely with pyro compositions, and i know primaries are not in the same league or ball park
Wikipedia says that Sr is not toxic, it may be even benefical (against osteoporosis). Only the radioactive isotopes are dangerous. But you can as well
make strontium styphnate Boffis - 5-12-2012 at 11:51
The compound you want should be available from styphnic acid.
Styphnic acid can be reduced to the dinitro-monoamino compound by precisely the sample method as used to produce picramic acid discussed elsewhere on
this site but 2 possible isomers are possible (2 amino 4,6 dintroresorcinol and 4 amino 2,6 dinitro resorcinol, the later is the one you require but
how you seperate them or indeed which on predominates I don't know). This compound can be diazotises under cold fairly acid conditions and the cold
solution rendered strong alkaline to turn the diazonium cation in the the anionic diazonate ion. A soluble strontium salt is them added to the
solution to precipitate the required salt. I don't know how soluble the strontium salt will be.dave321 - 8-12-2012 at 14:27
thanks for the info
d321AndersHoveland - 9-12-2012 at 03:48
2 possible isomers are possible (2 amino 4,6 dintroresorcinol and 4 amino 2,6 dinitro resorcinol, the later is the one you require but how you
seperate them or indeed which on predominates I don't know).
I do not think it would matter much whether they are separated.
Either would form diazo compounds.
Styphinic acid can be produced by the action of nitric acid on 3-nitrophenol. An old text states that the reaction proceeds through the transient
formation of tetranitro phenol, the nitro group in the 2-position being very reactive, and hydrolysing with water to be replaced with a hydroxyl
group.
[Edited on 9-12-2012 by AndersHoveland]PHILOU Zrealone - 10-12-2012 at 12:23
Styphinic acid can be produced by the action of nitric acid on 3-nitrophenol. An old text states that the reaction proceeds through the transient
formation of tetranitro phenol, the nitro group in the 2-position being very reactive, and hydrolysing with water to be replaced with a hydroxyl
group.
Actually, it is the nitro of position 3 and not 2 that is hydrolysed...because it is in the neightbourghood with two NO2 (one in position 2 and one on
position 4); as such it is very prone to nitro-nitrite rearrangement and hydrolysis.
Thus 2,3,4,6-tetranitrophenol turns easily into 2,4,6-trinitroresorcinol.
Also about isomers...
2-amino-4,6-dinitroresorcinol
4-amino-2,6-dinitroresorcinol (equal to 6-amino-2,4-dinitroresorcinol)
are possible
And
2-amino-4,6-dinitroresorcinol will give two isomers upon diazotation because the diazonium is hold between two hydroxy groups.
Thus in fine, if one doesn't serparate the initial molecular mix before diazotation; he will end up with 3 isomeric cyclic diazoniums...
To add a bit to the complexity...there exists also uncyclic diazoniums isomers based on para-quinon structures. As an example
2,4-dinitro-para-aminophenol upon diazotation afwords a stable diazonium salt while the OH group is at the oposite side of the aromatic ring.
