The Vespiary

The Hive => Chemistry Discourse => Topic started by: GC_MS on September 13, 2002, 01:22:00 PM

Title: How dangerous is tetranitromethane?
Post by: GC_MS on September 13, 2002, 01:22:00 PM
SWiM was reading one of Shulgin's articles today: A T Shulgin, Convenient synthesis of myristicinaldehyde. Can J Chem 46 (1968) 75-77. Shulgin uses tetranitromethane to make a beta-nitrostyrene substance, which can be converted to an aldehyde. Off course, SWiM would like to use the beta-nitrostyrene to do other stuff  ;) .
Using TFSE and browsing some www sites, it appeared that tetranitromethane is some dangerous stuff. This doesn't surprise SWiGC_MS, since there might be some steric hindrance (which make TNT - trinitrotoluene - a dangerous substance). But he still wonders how dangerous tetranitromethane actually is, so if there is anybee who has tried it before, SWiM would like to hear some experiences. Also, he wonders if less nitrated alkanes could do the job if tetranitromethane is too dangerous: tri- or dinitromethane?

WOMAN.ZIP: Great Shareware, but be careful of viruses...
Title: Very
Post by: TheBlindGenius on September 13, 2002, 01:25:00 PM
It will explode almost "randomly."  Swim's chem teacher said a few years ago they made some at the university and didn't want to throw out the excess so they put it in a climate-controlled chemical storage shed and a few weeks later kaboom, no more storage shed.  read TS2 there is a story about it also.
Title: Use NaNO2 and Iodine in ethylene glycol under an ...
Post by: Rhodium on September 13, 2002, 03:18:00 PM
Use NaNO2 and Iodine in ethylene glycol under an inert atmosphere instead. No explosions, and as good if not better yields.
Title: Hey....
Post by: chilly_willy on September 13, 2002, 07:40:00 PM
Be aware of ANY reagent that starts with tetra/tri-nitro..

-
Title: a carcinogen also
Post by: bujinkan on September 14, 2002, 01:08:00 AM
Oxidizer. Reacts with a wide variety of materials including organics, brass, zinc, cotton, sodium, pyridine, toluene, aluminium, finely powdered metals. Heat, friction and shock sensitive. May decompose or react with other chemicals violently.

Very toxic. May cause serious liver damage. Experimental carcinogen. Harmful if swallowed, inhaled or absorbed through the skin.

(from the MSDS on tetranitromethane.)

http://ptcl.chem.ox.ac.uk/MSDS/TE/tetranitromethane.html (http://ptcl.chem.ox.ac.uk/MSDS/TE/tetranitromethane.html)


Also an information sheet boiling points, storage, etc.

http://www.osha-slc.gov/SLTC/healthguidelines/tetranitromethane/recognition.html#storage (http://www.osha-slc.gov/SLTC/healthguidelines/tetranitromethane/recognition.html#storage)

Title: This Does sound
Post by: Precursor2112 on September 14, 2002, 03:30:00 AM
LIke the ASS kicker.
I just read the name and thought really dangerous, really explosive, probably will re-animate dead bodies...



"None are more hopelessly enslaved than
those who falsely believe they are free."
Title: TNT
Post by: Flip on September 14, 2002, 08:39:00 PM
I'd look out for just about anything with more than one nitro substituent.  Two, maybe i dunno, but 3 or more and you got one hell of an explosion if you fuck up with it.

Conclusion /nm./: the place where you got tired of thinking.
Title: Shulgin interview
Post by: Kinetic on September 15, 2002, 01:24:00 AM
From

http://www.erowid.org/psychoactives/writings/psychoactives_writings8.shtml (http://www.erowid.org/psychoactives/writings/psychoactives_writings8.shtml)

:

Sasha pointed to one bottle filled with a mass of needle-like white
crystals suspended in clear liquid.  "What's that?" he quizzed me.  I
peered at the label... C(NO2)4.  "Surely that's some kind of explosive?"
I answered.  He looked pleased.  "Tetra-nitro-methane.  As a liquid it's
not too bad -- the tri-nitro- is worse -- but once it gets cool enough
to crystallize, I try not to touch the bottle again until spring."


Sounds more like a quote from Alice in Wonderland.

Title: C(NO2)4
Post by: Ment2bee on September 16, 2002, 10:45:00 PM
C(NO2)4 has been suggested for use as a chemical warfare agent in the past... Might be of use to guage the danger of this compound.
Title: High Explosives
Post by: lugh on September 17, 2002, 02:09:00 AM
Tetranitromethane is a high explosive, it was used in the V weapons by the Nazis  :(
Title: And you get a headache when smelling it, too.
Post by: Rhodium on September 17, 2002, 02:18:00 AM
And you get a headache when smelling it, too.
Title: > it was used in the V weapons by the Nazis ...
Post by: Osmium on September 17, 2002, 02:25:00 PM
> it was used in the V weapons by the Nazis

That's the first time I've heard that, and I don't believe it. From an economic standpoint it isn't very interesting to use it as an explosive (which is very important during a lenghty war like WW2), apart from all the security concerns.

I'm not fat just horizontally disproportionate.
Title: Oxidizer
Post by: lugh on September 17, 2002, 03:02:00 PM
It was used as an oxidizer because nitric acid was too corrosive.
Title: Tetranitromethane in V-weapons?
Post by: hermanroempp on September 17, 2002, 08:21:00 PM
Hmmm, I've never heard of tetranitromethane being used in the V-weapons. Maybe you're mistaken by the fact that methyl nitrate was tested in a gelled composition with cellulose nitrate + sodium nitrate (oxidizer) for the V-1 warheads. But this composition was only experimental, it never reached the field...the explosives used were either amatols or the trialenes (RDX + TNT + aluminium in various percentages).
And nitric acid was used as an oxidizer in the rocket motor of some experimental rockets, it was even intended to use nitric acid in the first stage of the large A9/A10 project, the so-called "New York Rocket".

Quidquid agis, prudenter agas et respice finem!
Title: Corrosion
Post by: lugh on September 17, 2002, 10:15:00 PM
Because of the extreme corrosiveness of nitric acid, pure tetranitromethane was used experimentally as an oxidizer, but it's freezing point made it unsatisfactory. A mixture with 30% nitrogen dioxide was found to freeze at -27°C, and a total of ten tons of this mixture were shipped to Peenemunde for testing. The point being made is that tetranitromethane is a very hazardous compound, not suited for our purposes when other, much safer methods exist   :)
Title: nitrogen tetroxide
Post by: ClearLight on September 17, 2002, 11:05:00 PM

 and aniline in the komet rocket plane... various *-Stoff names for the nazi fuels, including h202...



Infinite Radiant Light - THKRA
Title: No current estimates of the amount of ...
Post by: bujinkan on September 18, 2002, 01:54:00 AM
No current estimates of the amount of tetranitromethane intentionally produced have been found in the literature. In Germany during World War II, attempts were made to synthesize large amounts for use as a substitute for nitric acid in rocket fuel. This method, involving the nitration of acetic anhydride with nitric acid, allowed a production rate of up to 10 tons within a few weeks, but was costly. However, by the end of the war, a less-costly method was devised using acetylene and nitric acid, with a reported capacity of 10 kg/day

http://ntp-server.niehs.nih.gov/htdocs/8_RoC/RAC/Tetranitromethane.html (http://ntp-server.niehs.nih.gov/htdocs/8_RoC/RAC/Tetranitromethane.html)


Tetranitromethane has been reported to be an atmospheric pollutant emitted as a byproduct of explosives produced in factories owned by the U.S. Government. The estimated "worst case" pollutant level of tetranitrotoluene in the vicinity of the factories was 20 mg/m3 (about 2.5 ppm). The current time-weighted average/threshold limit value is 1 ppm (8 mg/m3), and OSHA's permissible exposure limit is also 1 ppm (8 mg/m3). No quantitative information concerning an odor threshold is available, but the chemical at concentrations in excess of 1 ppm causes lacrimation and upper respiratory irritation and at 0.4 ppm may cause mild irritation. The National Occupational Exposure Survey, conducted by NIOSH from 1980 to 1983, indicated that 1,445 workers, including 230 women, were potentially exposed to tetranitromethane in 1980.
Title: cliche= "if you have to ask, then...."
Post by: jimwig on September 20, 2002, 02:35:00 AM
sorry but in this case- dealing with a potential explosive then maybe you should go outside.
Title: As we are no longer discussing drug related ...
Post by: Rhodium on September 20, 2002, 03:15:00 AM
As we are no longer discussing drug related chemistry in this thread, I hereby declare it closed.