Trinitroanisol - and picryl chloride

[Synaigo]

In the recipe of this explosive Megalomania uses picryl chloride.. does anybody have some more info on this compound like availability, dangers and stuff?! Also Trinitroanisol should be poisenous, how much (deadly or just really sick?) Apart from that i think this should be a really good primary explosive!

Thanks in advance!

[cutefix]

Picryl chloride(trinitrochlorobenzene) and trinitroanisole(methyl picrate) are classified as shock sensitive explosives.
For more info check this out;
http://www.ehs.utah.edu/ohh/shoxcmpd.htm
http://www.google.com/search?q=cache:t_5H62ZVLEQ:www.cdphe.state.co.us/cp/Explosive%2BTop40.PDF+picryl+chloride&hl=en
http://www.hawaii.edu/ehso/hazmat/hazform5.htm
Picryl chloride was never used as an explosive but as a base for synthesis of other explosives and trinitroanisole is similar to picric acid in sensitivity(therefore its not ideal for primaries but as booster or secondary explosive).

Indeed it is reasonable that they are toxic,but does it matter for us?
I think you cannot buy these reactive chemicals over the counter,you have to make it your self.Trinitroanisole synthesis is found in Mega’s file and picryl chloride brief synthesis is found in-U.S.Patent No.4,620.046.This picric acid derivative is more useful as an intermediate in the manufacture of other explosives like PYX(2,6-bis(picrylamino))-3,5-
dinitropyridine.)See US patent #3,678,061 and other aromatic explosives;
Structure and property of picryl chloride.See this,
http://webbook.nist.gov/cgi/cbook.cgi?Name=picryl+chloride&Units=SI

[VasiaPupkin]

Problem of poisoning is significant only if you have regular and prolonged contact with HE (for example factory working). But it does not means that you can eat HE or have prolonged skin contact http://theforum.virtualave.net/ubb/smilies/smile.gif
Trinitroanisole was useful only for cast mixtures in mines, bombs or old wareheads. By the way common TNA prepared only from dinitroclorobenzene. Because nitration of dinitrobenzene has more problems than nitration of dinitroanisole.
Picrylcloride preparing possible by mixing HNO3 and dinitrobenzene solution in 100%H2SO4 excess. It is white crystalls, stands yellow if keeping on light. m.p. 85 C. In hot water or alcohole decomposes to TNP.
There are more interesting and not so toxic HE from picrylcloride: trinitrobenzene, hexanitrobiphenyl, hexyl etc.

[Mr Cool]

Why use picryl chloride? Can't you just react TNP with methanol, with sulphuric acid as a catalyst?
I might try this myself unless anyone warns me against it for some reason. A castable, sensitive secondary explosive would be nice to have.

[cutefix]

Indeed Picryl chloride is more useful as an ingredient in the manufacture of other explosives such as dipicrylaminodinitropyridine,picrylaminotriazole,o ctanitroterphenyl,nonanitroterphenyl,hexanitrodiph enylmethane and diaminohexanitrobiphenyl.However I have never heard it was used to synthesize trinitrobenzene,but thats another possibility as their structure are related.
Picryl chloride can be prepared simply by nitration of mononitrobenzene with oleum and metal nitrates.
Obtaining trinitroanisole by removal of OH group from picric acid and replacement with methoxy group is less likely to yield satisfactory quantity of the desired methyl picrate.Therefore the way by halogenated trinitroarene(picryl chloride) is the practical way and you will obtain good yields.

[K9]

Sorry to dig up an old thread, but I figured I'd use this one instead of making a new one. I've become interested in picryl chloride and explosives made from it. I can't seem to find much on the synthesis of the picryl chloride itself. Does anyone know of a way maybe via picric acid? or otherwise besides the one said in this thread? Thank you.

[lucas]

One method for the preparation of picryl chloride in the lab is the action of phosphorous pentachoride on piric acid. (1a)

"Hexanitrobiphenyl is prepared by boiling picryl chloride in nitrobenzene solution with copper powder for a short time. The solvent is necessary in order to moderate the reaction, for picryl chloride and copper powder explode when heated alone to about 127°. Ullmann and Bielecki also secured good yields of hexanitrobiphenyl by working in toluene solution, but found that a small quantity of trinitrobenzene was formed (evidently in consequence of the presence of moisture). Hexanitrobiphenyl crystallizes from toluene in light-yellow thick crystals which contain 1/2 molecule of toluene of crystallization. It is insoluble in water, and slightly soluble in alcohol, acetone, benzene, and toluene, m.p. 263°. It gives a yellow color with concentrated sulfuric acid, and a red with alcohol to which a drop of ammonia water or aqueous caustic soda has been added. It is neutral, of course, and chemically unreactive toward metals, and is reported to be non-poisonous." (1c)

"In a process devised by J. Meyer, picryl chloride (2,4,6-trinitrochlorobenzene) is reduced by means of copper powder in hot aqueous alcohol. The reported details are 25 kilos of picryl chloride, 8 kilos of copper powder, 250 liters of 95 per cent alcohol, and 25 liters of water, refluxed together for 2 hours and filtered hot; the TNB crystallizes out in good yield when the liquid is cooled." (1c)


(1) Chemistry of powders and explosives, T davis
a) page 140
b) page 158
c) page 135

[Rosco Bodine]

Edit :

Was thinking about trinitrocresol and posted in error .

[K9]

For some reason picryl chloride popped back into my mind and I came across a documented synthesis. http://www.osti.gov/bridge/purl.cover.jsp?purl=/532469-x0iKcz/webviewable/ Now I just just need some pyridine and POCl3...

[K9]

For some reason picryl chloride popped back into my mind and I came across a documented synthesis. http://www.osti.gov/bridge/purl.cover.jsp?purl=/532469-x0iKcz/webviewable/ Now I just just need some pyridine and POCl3...

[K9]

For some reason picryl chloride popped back into my mind and I came across a documented synthesis. http://www.osti.gov/bridge/purl.cover.jsp?purl=/532469-x0iKcz/webviewable/ Now I just just need some pyridine and POCl3...