Trinitrotoluene

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ImageFileL1 = Trinitrotoluene.svg
ImageSizeL1 = 120px
ImageFileR1 = TNT-3D-balls.png ImageSizeR1 = 120px
IUPACName = 2-methyl-1,3,5-trinitrobenzene
OtherNames = 2,4,6-Trinitrotoluene,
TNT, Trilite, Tolite, Trinol, Trotyl, Tritolo, Tritolol, Triton, Tritone, Trotol, Trinitrotoluol,
2,4,6-Trinitromethylbenzene
Section1 = Chembox Identifiers
Abbreviations = TNT
CASNo = 118-96-7
UNNumber = 0209 – "Dry or wetted with < 30% water" 0388, 0389 – "Mixtures with trinitrobenzene, hexanitrostilbene"
EINECS =
PubChem = 8376
SMILES =CC1=C(C=C(C=C1 [N+] (=O) [O-] ) [N+] (=O) [O-] ) [N+] (=O) [O-] =]
InChI =
RTECS =
MeSHName =
ChEBI =
KEGG =
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Section2 = Chembox Properties
Formula = C₇H₅N₃O₆
MolarMass = 227.131 g/mol
Appearance = Pale yellow. Loose "needles" before melt-casting. A solid block after being poured into a casing.
Density = 1.654 g/cm³
MeltingPt = 80.35 °C
Melting_notes =
BoilingPt = 295 °C
Boiling_notes = decomposition
Solubility = 130 mg/L of H₂O (20 °C)
SolubleOther = ether acetone benzene pyridine
Solvent =
pKa =
pKb =
Section6 = Chembox Explosive
ShockSens = Insensitive
FrictionSens = Insensitive to 353 N
ExplosiveV = 6,900 m/s
REFactor = 1.00
Section7 = Chembox Hazards
EUClass =
EUIndex =
MainHazards =
NFPA-H = 3
NFPA-F = 4
NFPA-R = 4
NFPA-O =
RPhrases = R2 R23/24/25 R33 R51/53
SPhrases = S35 S45 S61
RSPhrases =
FlashPt =
Autoignition =
ExploLimits =
PEL =
Section8 = Chembox Related
OtherCpds = picric acid
hexanitrobenzene

Trinitrotoluene (TNT) is a chemical compound with the formula C₆H₂(NO₂)₃CH₃. This yellow-coloured solid is a reagent (reactant) in chemistry but is best known as a useful explosive material with convenient handling properties. The explosive yield of TNT is considered the standard measure of strength of bombs and other explosives. In chemistry, TNT is used to generate charge transfer salts.

Preparation

TNT is synthesized in a three-step process. [Army TM 9-1300-214, p. 8-83] First, toluene is nitrated with a mixture of sulfuric and nitric acid to produce mono-nitrotoluene or MNT. The MNT is then nitrated to dinitrotoluene or DNT. In the final step, the DNT is nitrated to trinitrotoluene or TNT. The acids used in the manufacture of TNT are recycled and reused.

Applications

TNT is one of the most commonly used explosives for military and industrial applications. It is valued because of its insensitivity to shock and friction, which reduces the risk of accidental detonation. TNT melts at 80 °C (176 °F), far below the temperature at which it will spontaneously detonate, allowing it to be poured as well as safely combined with other explosives. TNT neither absorbs nor dissolves in water, which allows it to be used effectively in wet environments. Additionally, it is relatively stable when compared to other high explosives.

Although blocks of TNT are available in various sizes (eg 250 g, 500 g, 1,000 g and even 20 kg [ [http://imbel.gov.br/index.php?centro=verproduto&id_produto=40&id_categoria=8&lang=en Industria de Material Belico do Brasil] ] ), it is more commonly encountered in synergistic explosive blends comprising a variable percentage of TNT plus other ingredients. Examples of explosive blends containing TNT include:

* Amatol
* Ammonal
* Baratol
* Composition B
* Composition H6
* Ednatol
* Hexanite
* Minol
* Octol
* Pentolite
* Picratol
* Tetrytol
* Torpex
* Tritonal

Explosive character

It is a common misconception that TNT and dynamite are the same, or that dynamite contains TNT. In fact, whereas TNT is a specific chemical compound, dynamite is an absorbent mixture soaked in nitroglycerin that is compressed into a cylindrical shape and wrapped in paper.

Upon detonation, TNT decomposes as follows:: 2 C₇H₅N₃O₆ → 3 N₂ + 5 H₂O + 7 CO + 7 C

The reaction is exothermic but has a high activation energy. Because of the production of carbon, TNT explosions have a sooty appearance.

For many years, TNT used to be the reference point for the Figure of Insensitivity. TNT has a rating of exactly 100 on the F of I scale. However, the reference has since been changed to a more sensitive explosive called RDX, which has an F of I of 80.

History

TNT was first prepared in 1863 by German chemist Joseph Wilbrand [cite journal
title = Notiz über Trinitrotoluol
pages = 178–179
author = J. Wilbrand
journal = Annalen der Chemie und Pharmacie
doi = 10.1002/jlac.18631280206
volume = 128
issue = 2
year = 1863] and originally used as a yellow dye. Its potential as an explosive was not appreciated for several years mainly because it was so difficult to detonate and because it was less powerful than alternatives. TNT can be safely poured when liquid into shell cases, and is so insensitive that in 1910, it was exempted from the UK's Explosives Act 1875 and was not considered an explosive for the purposes of manufacture and storage.Fact|date=May 2008

The German armed forces adopted it as a filling for artillery shells in 1902. TNT-filled armour-piercing shells would explode after they had penetrated the armour of British capital ships, whereas the British lyddite-filled shells tended to explode upon striking armour, thus expending much of their energy outside the ship. The British started replacing lyddite with TNT in 1907. TNT is still widely used by the United States military and construction companies around the world. The majority of TNT currently used by the US military is manufactured by Radford Army Ammunition Plant near Radford, Virginia.

afety and toxicity

TNT is poisonous, and skin contact can cause skin irritation, causing the skin to turn a bright yellow-orange color. During the First World War, munition workers who handled the chemical found that their skin turned bright yellow, which resulted in their acquiring the nickname "canary girls" or simply "canaries." People exposed to TNT over a prolonged period tend to experience anemia and abnormal liver functions. Blood and liver effects, spleen enlargement and other harmful effects on the immune system have also been found in animals that ingested or breathed trinitrotoluene. There is evidence that TNT adversely affects male fertility, and TNT is listed as a possible human carcinogen [ [http://www.atsdr.cdc.gov/toxprofiles/tp81.pdf Toxicological Profile for 2,4,6-Trinitrotoluene] ] . Consumption of TNT produces red urine through the presence of breakdown products and not blood as sometimes believed. [Cite web | publisher = Agency for Toxic Substances and Disease Registry | title=2,4,6-Trinitrotoluene|date=September 1996|url=http://permanent.access.gpo.gov/lps21/tfacts81.html | accessdate = 2008-02-02]

Some military testing grounds are contaminated with TNT. Wastewater from munitions programs including contamination of surface and subsurface waters may be colored pink because of the presence of TNT. Such contamination, called "pink water", may be difficult and expensive to remedy.

ee also

*Megaton
*Explosives used during WW II

References

External links

* [http://www.sonicbomb.com/modules.php?name=Content&pa=showpage&pid=126 Video showing detonation of 50 tons of TNT in 1963 during Anglo-Australian] Operation Blowdown
* [http://www.sonicbomb.com/modules.php?name=Content&pa=showpage&pid=268 Video showing the five 20 ton underground blasts of Project Dugout in 1965]
* [http://www.youtube.com/watch?v=vb3y6m-buco Video showing the shockwave and typical black smoke cloud from detonation of 160 kilograms of pure TNT]
* [http://www.youtube.com/watch?v=h0Bl2DKMv4A Video showing detonation of 453 metric tons of TNT in 1965] Operation Sailor Hat - note shockwave and black smoke residue
* [http://www.liveleak.com/view?i=0d2_1198134994 Video of demolition training using half pound blocks of pure TNT]
* [http://www.arcadvisor.com/faq/arc_blast_tnt_equivalent.html Arc Blast TNT Equivalent Calculator]