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TNT

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contaminants through soils is a function of their ability to associate with the mobile phase (water) and a stationary phase (soil). Materials that associate strongly with soils move slowly through soil. The association constant for TNT with soil is 2.7 to 11 L/kg of soil. This means that TNT has a one- to tenfold tendency to adhere to soil particulates than not when introduced into the soil.
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of TNT causes solid particles to be continuously released to the environment over extended periods of time. Studies have shown that TNT dissolves more slowly in saline water than in freshwater. However, when salinity is altered, TNT dissolves at the same speed. Because TNT is moderately soluble in
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Evidence of the photolysis of TNT has been seen due to the color change to pink of TNT-containing wastewaters when exposed to sunlight. Photolysis is more rapid in river water than in distilled water. Ultimately, photolysis affects the fate of TNT primarily in the aquatic environment but could also
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Research has shown that in freshwater environments, with high abundances of Ca, the adsorption of TNT and its transformation products to soils and sediments may be lower than observed in a saline environment, dominated by K and Na. Therefore, when considering the adsorption of TNT, the type of soil
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and originally used as a yellow dye. Its potential as an explosive was not recognized for three decades, mainly because it was too difficult to detonate because it was less sensitive than alternatives. Its explosive properties were discovered in 1891 by another German chemist, Carl Häussermann. TNT
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on TNT influences the ability to adsorb into soil. Adsorption coefficient values have been shown to increase with an increase in the number of amino groups. Thus, adsorption of the TNT decomposition product 2,4-diamino-6-nitrotoluene (2,4-DANT) was greater than that for 4-amino-2,6-dinitrotoluene
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The ligninolytic physiological phase and manganese peroxidase system of fungi can cause a very limited amount of mineralization of TNT in a liquid culture, though not in soil. An organism capable of the remediation of large amounts of TNT in soil has yet to be discovered. Both wild and transgenic
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The association constants for TNT and its degradation products with clays have been determined. Clay minerals have a significant effect on the adsorption of energetic compounds. Soil properties, such as organic carbon content and cation exchange capacity have significant impacts on the adsorption
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is a measure of the distribution between soluble and sediment adsorbed contaminants following attainment of equilibrium. TNT and its transformation products are known to adsorb to surface soils and sediments, where they undergo reactive transformation or remained stored. The movement or organic
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contamination is usually considered more problematic, as TNT has very low soil mobility. Red water is significantly more toxic and as such it has always been considered hazardous waste. It has traditionally been disposed of by evaporation to dryness (as the toxic components are not volatile),
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In the laboratory, 2,4,6-trinitrotoluene is produced by a two-step process. A nitrating mixture of concentrated nitric and sulfuric acids is used to nitrate toluene to a mixture of mono- and di-nitrotoluene isomers, with careful cooling to maintain temperature. The nitrated toluenes are then
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Additional studies have shown that the mobility of TNT degradation products is likely to be lower "than TNT in subsurface environments where specific adsorption to clay minerals dominates the sorption process." Thus, the mobility of TNT and its transformation products are dependent on the
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reactions under the influence of sunlight. Despite the names, red and pink water are not necessarily different shades; the color depends mainly on the duration of solar exposure. If exposed long enough, "pink" water may turn various shades of pink, red, rusty orange, or black.
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operations, and as such is generally saturated with the maximum amount of TNT that will dissolve in water (about 150 parts per million (ppm).) However it has an indefinite composition that depends on the exact process; in particular, it may also contain
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Because of its suitability in construction and demolition, TNT has become the most widely used explosive and thus its toxicity is the most characterized and reported. Residual TNT from manufacture, storage, and use can pollute water, soil, the
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in the gas phase (~62 kcal/mol). The condensed phases (solid or liquid) show markedly lower activation energies of roughly 35 kcal/mol due to unique bimolecular decomposition routes at elevated densities. Because of the production of
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containing TNT are stored at higher temperatures in warmer climates. Exudation of impurities leads to formation of pores and cracks (which in turn cause increased shock sensitivity). Migration of the exudated liquid into the
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is a major process that impacts the transformation of energetic compounds. The alteration of a molecule in photolysis occurs by direct absorption of light energy or by the transfer of energy from a photosensitized compound.
1972:(also known as "Sellite water") is produced during the process used to purify the crude TNT. It has a complex composition containing more than a dozen aromatic compounds, but the principal components are inorganic salts ( 719: 676: 2006:
Because of the toxicity of TNT, the discharge of pink water to the environment has been prohibited in the US and many other countries for decades, but ground contamination may exist in very old plants. However, RDX and
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charge of granular crystallized grade A TNT for detonation. High-explosive shells were filled with grade A TNT, which became preferred for other uses as industrial chemical capacity became available for removing
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The energy density of TNT is used as a reference point for many other explosives, including nuclear weapons, as their energy content is measured in equivalent tonnes (metric tons, t) of TNT. The energy used by
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Halasz A, Groom C, Zhou E, Paquet L, Beaulieu C, Deschamps S, Corriveau A, Thiboutot S, Ampleman G, Dubois C, Hawari J (2002). "Detection of explosives and their degradation products in soil environments".
1705:, TNT explosions have a sooty appearance. Because TNT has an excess of carbon, explosive mixtures with oxygen-rich compounds can yield more energy per kilogram than TNT alone. During the 20th century 2036:(USEPA) declared TNT a pollutant whose removal is a priority. The USEPA maintains that TNT levels in soil should not exceed 17.2 milligrams per kilogram of soil and 0.01 milligrams per litre of water. 2720: 2139:
in the presence of sunlight. TNT is thermodynamically and kinetically capable of reacting with a wide number of components of many environmental systems. This includes wholly abiotic reactants, like
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The transformation of TNT is significantly enhanced under anaerobic conditions as well as under highly reducing conditions. TNT transformations in soils can occur both biologically and abiotically.
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After nitration, TNT can either be purified by crystallization from an organic solvent or stabilized by a process called sulfitation, where the crude TNT is treated with aqueous
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Brannon JM, Price CB, Yost SL, Hayes C, Porter B (2005). "Comparison of environmental fate and transport process descriptors of explosives in saline and freshwater systems".
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however is 14.5 GJ/t (14.5 MJ/kg or 4.027 kWh/kg), which requires that the carbon in TNT fully react with atmospheric oxygen, which does not occur in the initial event.
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Compared to other explosives, TNT has a higher association constant with soil, meaning it adheres more with soil than with water. Conversely, other explosives, such as
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The concentration of TNT in contaminated soil can reach 50 g/kg of soil, where the highest concentrations can be found on or near the surface. In September 2001, the
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Haderlein SB, Weissmahr KW, Schwarzenbach RP (January 1996). "Specific Adsorption of Nitroaromatic Explosives and Pesticides to Clay Minerals".
2116:, in aquifer sediments, and soils". From these models, it is predicted that TNT has a low retention and transports readily in the environment. 1356:
Analysis of TNT production by branch of the German armed forces between 1941 and the first quarter of 1944, shown in thousands of tons per month
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Hawari J, Beaudet S, Halasz A, Thiboutot S, Ampleman G (2000). "Microbial degradation of explosives: biotransformation versus mineralization".
1843:, female munition workers who handled the chemical found that their skin turned bright yellow, which resulted in their acquiring the nickname " 773: 3016: 2888: 2686: 2636: 2542: 2485: 2449: 1471:(popularly known as fracking), a process used to recover oil and gas from shale formations. The technique involves displacing and detonating 2704: 1716:
TNT can be detonated with a high velocity initiator or by efficient concussion. For many years, TNT used to be the reference point for the
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TNT is one of the most commonly used explosives for military, industrial, and mining applications. TNT has been used in conjunction with
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explosive blends comprising a variable percentage of TNT plus other ingredients. Examples of explosive blends containing TNT include:
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Although blocks of TNT are available in various sizes (e.g. 250 g, 500 g, 1,000 g), it is more commonly encountered in
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which may be colored pink because of the presence of TNT. Such contamination, called "pink water", may be difficult and expensive to
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solution to remove less stable isomers of TNT and other undesired reaction products. The rinse water from sulfitation is known as
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Ayoub K, van Hullebusch ED, Cassir M, Bermond A (2010). "Application of advanced oxidation processes for TNT removal: A review".
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For safety assessments, it has been stated that the detonation of TNT, depending on circumstances, can release 2.673–6.702 GJ/t.
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characteristics of the sorbent. The mobility of TNT in groundwater and soil has been extrapolated from "sorption and desorption
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TNT is poisonous, and skin contact can cause skin irritation, causing the skin to turn a bright yellow-orange color. During the
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with low association constants (ranging from 0.06 to 7.3 L/kg and 0 to 1.6 L/kg respectively) can move more rapidly in water.
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have also been found in animals that ingested or breathed trinitrotoluene. There is evidence that TNT adversely affects male
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can be safely poured when liquid into shell cases, and is so insensitive that in 1910 it was exempted from the UK's
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Panz K, Miksch K (2012). "Phytoremediation of explosives (TNT, RDX, HMX) by wild-type and transgenic plants".
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TNT is valued partly because of its insensitivity to shock and friction, with reduced risk of accidental
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TNT is a reactive molecule and is particularly prone to react with reduced components of sediments or
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of one, two, or three nitro-moieties to amines and coupling of amino transformation products to form
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Furman D, Kosloff R, Dubnikova F, Zybin SV, Goddard WA, Rom N, Hirshberg B, Zeiri Y (6 March 2014).
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are two suggested mechanisms of adsorption between the nitro functional groups and soil colloids.
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warheads with burster charges of crude grade B TNT with the color of brown sugar and requiring an
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followed by incineration. Much research has been conducted to develop better disposal processes.
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showing the shockwave and typical black smoke cloud from detonation of 160 kilograms of pure TNT
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TNT, Tolite, Trilite, Trinitrotoluol, Trinol, Tritolo, Tritolol, Triton, Tritone, Trotol, Trotyl
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is a measure of the rate that solid TNT in contact with water is dissolved. The relatively low
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or sediment and the ionic composition and strength of the ground water are important factors.
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mortar shells. The dark green shells on the left are stencilled to indicate a filling of TNT
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related to trinitrotoluene. Pink water is produced from equipment washing processes after
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History of Shock Waves, Explosions and Impact: A Chronological and Biographical Reference
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with convenient handling properties. The explosive yield of TNT is considered to be the
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Pink and red water are colorless at the time of generation; the color is produced by
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have been shown to promote TNT transformation. Possible TNT transformations include
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in hydraulically induced fractures followed by wellbore shots using pelletized TNT.
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can result in oxidation of the methyl group of toluene. This reaction is highly
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and was not considered an explosive for the purposes of manufacture and storage.
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through the presence of breakdown products and not blood as sometimes believed.
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Pennington JC, Brannon JM (February 2002). "Environmental fate of explosives".
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in 1965. The passing blast-wave left a white water surface behind and a white
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affect the fate of TNT in soil when the soil surface is exposed to sunlight.
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to remove oxides of nitrogen, and then carefully nitrated with a mixture of
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and carries with it the risk of a runaway reaction leading to an explosion.
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website showing copy of a North American Intelligence document see:page 167
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The health and environmental impacts of hazardous wastes: Impact Profiles
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and is a significant pollutant and waste product of TNT manufacture.
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shells would explode after they had penetrated the armour of British
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InChI=1S/C7H5N3O6/c1-4-6(9(13)14)2-5(8(11)12)3-7(4)10(15)16/h2-3H,1H3
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Except where otherwise noted, data are given for materials in their
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InChI=1/C7H5N3O6/c1-4-2-3-5(8(11)12)7(10(15)16)6(4)9(13)14/h2-3H,1H3
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InChI=1/C7H5N3O6/c1-4-6(9(13)14)2-5(8(11)12)3-7(4)10(15)16/h2-3H,1H3
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Van Deuren J, Lloyd T, Chhetry S, Liou R, Peck J (January 2002).
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People exposed to TNT over a prolonged period tend to experience
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Various methods can be used to detect TNT, including optical and
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Photochemistry of TNT: Investigation of the "Pink Water" Problem
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from munitions programs, including contamination of surface and
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after some other nations had switched to TNT, but began filling
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Soils with high clay contents or small particle sizes and high
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is mixed with TNT to mitigate the tendency towards exudation.
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Remediation Technologies Screening Matrix and Reference Guide
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Immediately Dangerous to Life or Health Concentrations (IDLH)
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In industry, TNT is produced in a three-step process. First,
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artillery shells. All are labelled to indicate a filling of "
389: 58: 49: 2560:"Fracturing Oil Shale with Explosives for In Situ Recovery" 1608:, TNT undergoes a decomposition equivalent to the reaction 1080: 1068: 1059: 1050: 1077: 2052:
water, it can migrate through subsurface soil, and cause
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240.0 °C (464.0 °F; 513.1 K) (decomposes)
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National Defense Center for Environmental Excellence.
2444:. Springer Science & Business Media. p. 404. 3120:(Report) (4 ed.). U.S. Army Environmental Center 2924:"The Canary Girls: The workers the war turned yellow" 2906:"Quantum clusters serve as ultra-sensitive detectors" 2504:
Arrows to Atom Bombs: A History of the Ordnance Board
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National Institute for Occupational Safety and Health
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National Institute for Occupational Safety and Health
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Some military testing grounds are contaminated with
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The German armed forces adopted it as a filling for
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Trinitrotoluene melting at 81 °C (178 °F)
1071: 3489: 3487: 3485: 3483: 3481: 3479: 3401:Douglas TA, Johnson L, Walsh M, Collins C (2009). 2755:(11). American Chemical Society (ACS): 4192–4200. 2469: 543:. A solid block after being poured into a casing. 3198:"Biological degradation of 2,4,6-trinitrotoluene" 1795:contains 47.2 MJ/kg (though gasoline requires an 3138:Burlinson NE, Kaplan LA, Adams CE (1973-10-03). 2986:Agency for Toxic Substances and Disease Registry 2537:. Vol. 1. Pergamon Press. pp. 389–91. 377:Mixtures with trinitrobenzene, hexanitrostilbene 311: 3284: 3282: 3280: 3278: 3276: 2948:Toxicological Profile for 2,4,6-Trinitrotoluene 1371:of the 500-ton TNT explosive charge as part of 816: 137: 3196:Esteve-Núñez A, Caballero A, Ramos JL (2001). 3111: 3109: 2631:. London: Conway Maritime Press. p. 100. 1482:compared to more sensitive explosives such as 563:80.35 °C (176.63 °F; 353.50 K) 535:Pale yellow solid. Loose "needles", flakes or 2034:United States Environmental Protection Agency 1964:(RDX) if the plant uses TNT/RDX mixtures, or 1866:enlargement and other harmful effects on the 1827:quantum clusters could detect TNT at the sub- 1301:fitted, labelled to indicate a filling of TNT 8: 3620:CDC – NIOSH Pocket Guide to Chemical Hazards 3163:Ascend Waste and Environment (7 June 2015). 3011:. Royal Society of Chemistry. pp. 11–. 2567:Shale Oil, Tar Sand and Related Fuel Sources 2654:U.S. Explosive Ordnance, Bureau of Ordnance 2507:(2nd ed.). Ordnance Board. p. 99. 2242:List of explosives used during World War II 1908:and other isomers of trinitrotoluene when 404: 251: 209: 38: 3306: 3221: 1258:byproducts from the nitrating reactions. 1173:TNT was first prepared in 1861 by German 347: 3145:(Report). U.S. Army Environmental Center 3095:(Report). U.S. Army Environmental Center 2749:Journal of the American Chemical Society 2321:NIOSH Pocket Guide to Chemical Hazards. 2257:Table of explosive detonation velocities 1713:, was a widely used military explosive. 2522:. Lord Baltimore Press. pp. 49–52. 2463: 2461: 2283: 2281: 2277: 1429: 1260: 467: 425: 400: 229: 3450:Environmental Science & Technology 3295:Applied and Environmental Soil Science 3033:"Explosive & Propellant Additives" 2535:Chemistry and Technology of Explosives 2338: 2336: 2316: 2314: 2312: 2310: 242: 3064:Toxicity and metabolism of explosives 2472:The Big Bang: a History of Explosives 1251:from the toluene feedstock and other 432:Key: SPSSULHKWOKEEL-UHFFFAOYSA-N 189: 7: 2176:of TNT "results in the formation of 1874:. TNT is listed as a possible human 1724:, which has an F of I rating of 80. 449:Key: FPKOPBFLPLFWAD-UHFFFAOYAR 302: 286: 2864:. 2011. p. 16. Archived from 1766:to define the equivalent is 4.184 1753:) showing color codes for TNT and 25: 3427:10.1016/j.chemosphere.2009.02.050 1137:. TNT is occasionally used as a 369:Dry or wetted with < 30% water 3208:(3): 335–52, table of contents. 2667:Military Specification MIL-C-401 2412:Annalen der Chemie und Pharmacie 2217:explosives from soil and water. 1799:, so an optimized gasoline and O 1361: 1349: 1333: 1306: 1287: 1275: 1263: 1037: 998: 709: 704: 699: 694: 503: 497: 73: 3344:10.1016/j.marpolbul.2004.10.008 2558:Miller JS, Johansen RT (1976). 1821:Indian Institutes of Technology 1151:standard comparative convention 994:(at 25 °C , 100 kPa). 27:Impact-resistant high explosive 3214:10.1128/MMBR.65.3.335-352.2001 2629:Naval weapons of World War Two 2476:. Sutton Publishing. pp.  2371:Merriam-Webster.com Dictionary 1819:In 2013, researchers from the 1803:mixture contains 10.4 MJ/kg). 1451:separated, washed with dilute 1270:Chunks of explosives-grade TNT 1111:2-methyl-1,3,5-trinitrobenzene 509: 491: 92:2-Methyl-1,3,5-trinitrobenzene 1: 3578:10.1016/j.jenvman.2012.08.016 3508:10.1016/S0040-6031(01)00801-2 3380:10.1016/S0021-9673(02)00553-8 3259:10.1016/j.jhazmat.2010.02.042 2184:, azodicarboxylic acids, and 1962:cyclotrimethylenetrinitramine 1747: 1145:, but it is best known as an 907:(US health exposure limits): 3607:The Periodic Table of Videos 3090:Pink Water Treatment Options 2152:total organic carbon content 3523:Appl. Microbiol. Biotechnol 3008:The Chemistry of Explosives 2501:Norman Skentelbery (1975). 2407:"Notiz über Trinitrotoluol" 1640:plus some of the reactions 1417:mixture of nitric acid and 857:or concentration (LD, LC): 107:2,4,6-Trinitromethylbenzene 45: 3671: 3610:(University of Nottingham) 3067:. CRC Press. p. 176. 2438:Peter O. K. Krehl (2008). 1947:are two distinct types of 1932: 1731: 1161:, TNT is used to generate 1097:), more commonly known as 31: 3202:Microbiol. Mol. Biol. Rev 2391:Dictionary.com Unabridged 2232:Environmental fate of TNT 1157:and asteroid impacts. In 988: 963: 901: 853: 675: 670: 625: 478: 470:Cc1c(cc(cc1(=O))(=O))(=O) 458: 416: 121: 98: 86: 81: 72: 44: 2425:10.1002/jlac.18631280206 2200:, and dimer formation." 1847:" or simply "canaries". 1817:explosive-sniffing dogs. 1791:contains 7.5 MJ/kg, and 1742:Cross-sectional view of 1709:, a mixture of TNT with 1105:), and by its preferred 895:500 mg/kg (rabbit, oral) 877:660 mg/kg (mouse, oral) 768:Precautionary statements 2979:"2,4,6-Trinitrotoluene" 2961:"2,4,6-Trinitrotoluene" 2344:"2,4,6-Trinitrotoluene" 1718:Figure of Insensitivity 1101:(and more specifically 897:1850 mg/kg (cat, oral) 2679:Explosives Engineering 1917:screw thread can form 1758: 1558:hexanitrodiphenylamine 1534:(RDX and paraffin wax) 1320:" (mixture of TNT and 1297:artillery shells with 1203:, whereas the British 823: 63: 54: 40:2,4,6-Trinitrotoluene 3535:10.1007/s002530000445 2904:Grad P (April 2013). 2879:Babrauskas V (2003). 2518:Fairfield AP (1921). 2405:Wilbrand, J. (1861). 2302:2,4,6-Trinitrotoluene 2188:, as a result of the 1968:if TNT/HMX is used. 1744:Oerlikon 20 mm cannon 1741: 1163:charge transfer salts 1103:2,4,6-trinitrotoluene 875:795 mg/kg (rat, oral) 822: 646:Insensitive to 353 N 62: 53: 2910:Chemical Engineering 2733:Retrieved 2011-12-02 2711:Retrieved 2011-12-02 1933:For the author, see 1746:shells (dating from 1469:hydraulic fracturing 1379:is visible overhead. 1373:Operation Sailor Hat 1195:in 1902. TNT-filled 805:(fire diamond) 642:Friction sensitivity 110:2,4,6-Trinitrotoluol 88:Preferred IUPAC name 34:TNT (disambiguation) 32:For other uses, see 3462:1996EnST...30..612H 3419:2009Chmsp..76....1D 3336:2005MarPB..50..247B 3308:10.1155/2012/617236 2627:Campbell J (1985). 2575:1976sots.rept...98M 2533:Urbanski T (1964). 2174:Phototransformation 2088:hindrance of the NO 1862:and liver effects, 1835:Safety and toxicity 1600:Explosive character 1459:and sulfuric acid. 1183:Explosives Act 1875 652:Detonation velocity 621:0.0002 mmHg (20°C) 580:Solubility in water 527: g·mol 41: 3566:J. Environ. Manage 3496:Thermochimica Acta 3005:Akhavan J (2004). 2729:2013-05-10 at the 2677:Cooper PW (1996). 2386:"Trinitrotoluene," 2374:. Merriam-Webster. 2131:Chemical breakdown 2049:aqueous solubility 2040:Aqueous solubility 1929:Pink and red water 1831:(10 mol/m) level. 1787:contains 3 MJ/kg, 1778:heat of combustion 1759: 1518:(ammonium nitrate) 1457:fuming nitric acid 1453:sodium bicarbonate 1397:with a mixture of 1377:condensation cloud 1214:continued filling 1212:United States Navy 1147:explosive material 1143:chemical synthesis 1117:with the formula C 1021:Infobox references 983:2,4-Dinitrotoluene 964:Related compounds 942:(Immediate danger) 824: 64: 55: 39: 3650:4-Tolyl compounds 3645:2-Tolyl compounds 3470:10.1021/es9503701 3324:Mar. Pollut. Bull 3289:Pichte J (2012). 3018:978-0-85404-640-9 2890:978-0-9728111-3-2 2881:Ignition Handbook 2761:10.1021/ja410020f 2688:978-0-471-18636-6 2638:978-0-85177-329-2 2584:on 2 October 2018 2544:978-0-08-010238-2 2487:978-0-7509-1878-7 2468:Brown GI (1998). 2451:978-3-540-30421-0 2366:"Trinitrotoluene" 2081:functional groups 2016:Ecological impact 1891:subsurface waters 1698:activation energy 1488:explosive booster 1240:explosive booster 1115:chemical compound 1029:Chemical compound 1027: 1026: 970:Related compounds 952:Safety data sheet 734:Hazard statements 632:Shock sensitivity 585:0.13 g/L (20 °C) 385:CompTox Dashboard 163:Interactive image 68: 67: 16:(Redirected from 3662: 3614:"TNT" on YouTube 3602:Dynamite and TNT 3590: 3589: 3561: 3555: 3554: 3518: 3512: 3511: 3502:(1–2): 163–172. 3491: 3474: 3473: 3445: 3439: 3438: 3398: 3392: 3391: 3362: 3356: 3355: 3319: 3313: 3312: 3310: 3286: 3271: 3270: 3247:J. Hazard. Mater 3242: 3236: 3235: 3225: 3193: 3184: 3183: 3181: 3179: 3169: 3160: 3154: 3153: 3151: 3150: 3144: 3135: 3129: 3128: 3126: 3125: 3113: 3104: 3103: 3101: 3100: 3094: 3085: 3079: 3078: 3061:Yinon J (1990). 3058: 3052: 3051: 3049: 3048: 3039:. Archived from 3029: 3023: 3022: 3002: 2996: 2995: 2993: 2992: 2983: 2975: 2969: 2968: 2957: 2951: 2945: 2939: 2938: 2936: 2935: 2920: 2914: 2913: 2901: 2895: 2894: 2876: 2870: 2869: 2858: 2852: 2851: 2849: 2848: 2833: 2827: 2826: 2824: 2823: 2814:. Archived from 2812:SciSpace - Topic 2804: 2798: 2794:, 13th Edition, 2787: 2781: 2780: 2740: 2734: 2718: 2712: 2699: 2693: 2692: 2674: 2668: 2665: 2659: 2658: 2649: 2643: 2642: 2624: 2618: 2617: 2615: 2614: 2600: 2594: 2593: 2591: 2589: 2583: 2577:. Archived from 2564: 2555: 2549: 2548: 2530: 2524: 2523: 2515: 2509: 2508: 2498: 2492: 2491: 2475: 2465: 2456: 2455: 2435: 2429: 2428: 2402: 2396: 2395: 2382: 2376: 2375: 2362: 2356: 2355: 2340: 2331: 2330: 2318: 2305: 2299: 2293: 2292: 2285: 2141:hydrogen sulfide 2137:photodegradation 2112:determined with 2070:Hydrogen bonding 1957:demilitarization 1935:Daniel Pinkwater 1923:Calcium silicate 1900:TNT is prone to 1783:For comparison, 1752: 1749: 1711:ammonium nitrate 1692:The reaction is 1687: 1686: 1685: 1667: 1665: 1664: 1654: 1653: 1652: 1506:ammonium nitrate 1441:nitrogen dioxide 1407:mononitrotoluene 1365: 1353: 1337: 1310: 1291: 1279: 1267: 1096: 1095: 1092: 1091: 1088: 1085: 1082: 1079: 1076: 1073: 1070: 1067: 1064: 1061: 1058: 1055: 1052: 1049: 1046: 1043: 1011: 1005: 1002: 1001: 979:hexanitrobenzene 889:lowest published 844: 837: 830: 815: 795: 791: 787: 783: 779: 775: 761: 757: 753: 749: 745: 741: 713: 708: 703: 698: 526: 511: 505: 499: 493: 486:Chemical formula 409: 408: 393: 391: 351: 315: 304: 290: 263: 255: 244: 233: 213: 193: 165: 141: 77: 46: 42: 21: 3670: 3669: 3665: 3664: 3663: 3661: 3660: 3659: 3635:Trinitrotoluene 3625: 3624: 3598: 3593: 3563: 3562: 3558: 3520: 3519: 3515: 3493: 3492: 3477: 3447: 3446: 3442: 3400: 3399: 3395: 3364: 3363: 3359: 3321: 3320: 3316: 3288: 3287: 3274: 3244: 3243: 3239: 3195: 3194: 3187: 3177: 3175: 3167: 3162: 3161: 3157: 3148: 3146: 3142: 3137: 3136: 3132: 3123: 3121: 3115: 3114: 3107: 3098: 3096: 3092: 3087: 3086: 3082: 3075: 3060: 3059: 3055: 3046: 3044: 3037:islandgroup.com 3031: 3030: 3026: 3019: 3004: 3003: 2999: 2990: 2988: 2981: 2977: 2976: 2972: 2965:www.nlm.nih.gov 2959: 2958: 2954: 2950:. atsdr.cdc.gov 2946: 2942: 2933: 2931: 2922: 2921: 2917: 2903: 2902: 2898: 2891: 2878: 2877: 2873: 2860: 2859: 2855: 2846: 2844: 2835: 2834: 2830: 2821: 2819: 2806: 2805: 2801: 2788: 2784: 2742: 2741: 2737: 2731:Wayback Machine 2719: 2715: 2700: 2696: 2689: 2676: 2675: 2671: 2666: 2662: 2651: 2650: 2646: 2639: 2626: 2625: 2621: 2612: 2610: 2608:www.ch.ic.ac.uk 2602: 2601: 2597: 2587: 2585: 2581: 2562: 2557: 2556: 2552: 2545: 2532: 2531: 2527: 2517: 2516: 2512: 2500: 2499: 2495: 2488: 2467: 2466: 2459: 2452: 2437: 2436: 2432: 2404: 2403: 2399: 2384: 2383: 2379: 2364: 2363: 2359: 2342: 2341: 2334: 2320: 2319: 2308: 2300: 2296: 2287: 2286: 2279: 2275: 2223: 2210: 2196:, reduction of 2133: 2110:isotherm models 2091: 2062: 2060:Soil adsorption 2056:contamination. 2042: 2018: 1938: 1931: 1906:dinitrotoluenes 1841:First World War 1837: 1813:electrochemical 1809: 1802: 1750: 1736: 1730: 1696:but has a high 1684: 1681: 1680: 1679: 1677: 1663: 1660: 1659: 1658: 1656: 1651: 1648: 1647: 1646: 1644: 1635: 1631: 1627: 1623: 1619: 1615: 1602: 1465: 1437:nitrogen oxides 1387: 1380: 1366: 1357: 1354: 1345: 1338: 1329: 1311: 1302: 1292: 1283: 1280: 1271: 1268: 1216:armour-piercing 1197:armour-piercing 1178:Joseph Wilbrand 1171: 1136: 1132: 1128: 1124: 1120: 1040: 1036: 1033:Trinitrotoluene 1030: 1023: 1018: 1017: 1016:  ?) 1007: 1003: 999: 995: 981: 977: 971: 943: 930: 917: 896: 892: 886: 876: 872: 866: 849: 848: 847: 846: 839: 832: 825: 821: 813: 770: 736: 722: 691: 626:Explosive data 582: 524: 514: 508: 502: 496: 488: 474: 471: 466: 465: 454: 451: 450: 447: 441: 440: 434: 433: 430: 424: 423: 412: 394: 387: 371: 354: 334: 318: 305: 293: 273: 236: 216: 196: 168: 155: 144: 131: 117: 116: 104:Trinitrotoluene 94: 93: 37: 28: 23: 22: 18:Trinitrotoluene 15: 12: 11: 5: 3668: 3666: 3658: 3657: 3655:Biodegradation 3652: 3647: 3642: 3637: 3627: 3626: 3623: 3622: 3617: 3611: 3597: 3596:External links 3594: 3592: 3591: 3556: 3513: 3475: 3456:(2): 612–622. 3440: 3393: 3374:(1–2): 411–8. 3368:J Chromatogr A 3357: 3314: 3272: 3253:(1–3): 10–28. 3237: 3185: 3155: 3130: 3105: 3080: 3073: 3053: 3024: 3017: 2997: 2970: 2952: 2940: 2915: 2896: 2889: 2871: 2868:on 2016-08-10. 2853: 2828: 2799: 2782: 2735: 2713: 2707:2013-01-02 at 2694: 2687: 2669: 2660: 2644: 2637: 2619: 2595: 2550: 2543: 2525: 2520:Naval Ordnance 2510: 2493: 2486: 2457: 2450: 2430: 2419:(2): 178–179. 2397: 2394:(Online). n.d. 2377: 2357: 2332: 2306: 2294: 2289:"Cid 87172748" 2276: 2274: 2271: 2270: 2269: 2267:Webster's test 2264: 2262:TNT equivalent 2259: 2254: 2249: 2244: 2239: 2234: 2229: 2222: 2219: 2215:phytoremediate 2209: 2208:Biodegradation 2206: 2132: 2129: 2104:coefficients. 2094:ortho position 2089: 2079:The number of 2061: 2058: 2041: 2038: 2017: 2014: 1993:nitroaromatics 1986:sodium nitrate 1982:sodium nitrite 1978:sodium sulfite 1974:sodium sulfate 1930: 1927: 1836: 1833: 1808: 1805: 1800: 1734:TNT equivalent 1729: 1728:Energy content 1726: 1690: 1689: 1682: 1670: 1669: 1661: 1649: 1638: 1637: 1633: 1629: 1625: 1621: 1617: 1613: 1601: 1598: 1597: 1596: 1591: 1586: 1581: 1576: 1571: 1566: 1561: 1551: 1546: 1540: 1538:Composition H6 1535: 1529: 1526:barium nitrate 1519: 1513: 1464: 1461: 1426:sodium sulfite 1411:dinitrotoluene 1386: 1383: 1382: 1381: 1367: 1360: 1358: 1355: 1348: 1346: 1339: 1332: 1330: 1312: 1305: 1303: 1293: 1286: 1284: 1281: 1274: 1272: 1269: 1262: 1170: 1167: 1134: 1130: 1126: 1122: 1118: 1028: 1025: 1024: 1019: 997: 996: 992:standard state 989: 986: 985: 972: 969: 966: 965: 961: 960: 955: 948: 947: 944: 938: 935: 934: 933:TWA 0.5 mg/m 931: 925: 922: 921: 920:TWA 1.5 mg/m 918: 912: 909: 908: 899: 898: 893: 884: 882: 879: 878: 873: 864: 862: 859: 858: 851: 850: 840: 833: 826: 811: 810: 809: 808: 806: 797: 796: 771: 766: 763: 762: 737: 732: 729: 728: 723: 718: 715: 714: 692: 687: 684: 683: 673: 672: 668: 667: 664: 658: 657: 654: 648: 647: 644: 638: 637: 634: 628: 627: 623: 622: 619: 617:Vapor pressure 613: 612: 609: 587: 586: 583: 578: 575: 574: 571: 565: 564: 561: 555: 554: 551: 545: 544: 533: 529: 528: 522: 516: 515: 512: 506: 500: 494: 489: 484: 481: 480: 476: 475: 473: 472: 469: 461: 460: 459: 456: 455: 453: 452: 448: 445: 444: 442: 438: 437: 435: 431: 428: 427: 419: 418: 417: 414: 413: 411: 410: 397: 395: 383: 380: 379: 362: 356: 355: 353: 352: 344: 342: 336: 335: 333: 332: 328: 326: 320: 319: 317: 316: 308: 306: 298: 295: 294: 292: 291: 283: 281: 275: 274: 272: 271: 267: 265: 257: 256: 246: 238: 237: 235: 234: 226: 224: 218: 217: 215: 214: 206: 204: 198: 197: 195: 194: 186: 184: 178: 177: 174: 173:Abbreviations 170: 169: 167: 166: 158: 156: 149: 146: 145: 143: 142: 134: 132: 127: 124: 123: 119: 118: 115: 114: 111: 108: 105: 101: 100: 96: 95: 91: 90: 84: 83: 79: 78: 70: 69: 66: 65: 56: 26: 24: 14: 13: 10: 9: 6: 4: 3: 2: 3667: 3656: 3653: 3651: 3648: 3646: 3643: 3641: 3638: 3636: 3633: 3632: 3630: 3621: 3618: 3615: 3612: 3609: 3608: 3603: 3600: 3599: 3595: 3587: 3583: 3579: 3575: 3571: 3567: 3560: 3557: 3552: 3548: 3544: 3540: 3536: 3532: 3529:(5): 605–18. 3528: 3524: 3517: 3514: 3509: 3505: 3501: 3497: 3490: 3488: 3486: 3484: 3482: 3480: 3476: 3471: 3467: 3463: 3459: 3455: 3451: 3444: 3441: 3436: 3432: 3428: 3424: 3420: 3416: 3412: 3408: 3404: 3397: 3394: 3389: 3385: 3381: 3377: 3373: 3369: 3361: 3358: 3353: 3349: 3345: 3341: 3337: 3333: 3330:(3): 247–51. 3329: 3325: 3318: 3315: 3309: 3304: 3300: 3296: 3292: 3285: 3283: 3281: 3279: 3277: 3273: 3268: 3264: 3260: 3256: 3252: 3248: 3241: 3238: 3233: 3229: 3224: 3219: 3215: 3211: 3207: 3203: 3199: 3192: 3190: 3186: 3173: 3166: 3159: 3156: 3141: 3134: 3131: 3119: 3112: 3110: 3106: 3091: 3084: 3081: 3076: 3074:0-8493-5128-6 3070: 3066: 3065: 3057: 3054: 3043:on 2016-03-04 3042: 3038: 3034: 3028: 3025: 3020: 3014: 3010: 3009: 3001: 2998: 2987: 2980: 2974: 2971: 2966: 2962: 2956: 2953: 2949: 2944: 2941: 2929: 2925: 2919: 2916: 2911: 2907: 2900: 2897: 2892: 2886: 2882: 2875: 2872: 2867: 2863: 2857: 2854: 2842: 2838: 2832: 2829: 2818:on 2023-07-21 2817: 2813: 2809: 2803: 2800: 2797: 2793: 2792: 2786: 2783: 2778: 2774: 2770: 2766: 2762: 2758: 2754: 2750: 2746: 2739: 2736: 2732: 2728: 2725: 2723: 2717: 2714: 2710: 2709:archive.today 2706: 2703: 2698: 2695: 2690: 2684: 2681:. Wiley-VCH. 2680: 2673: 2670: 2664: 2661: 2656: 2655: 2648: 2645: 2640: 2634: 2630: 2623: 2620: 2609: 2605: 2599: 2596: 2580: 2576: 2572: 2568: 2561: 2554: 2551: 2546: 2540: 2536: 2529: 2526: 2521: 2514: 2511: 2506: 2505: 2497: 2494: 2489: 2483: 2479: 2474: 2473: 2464: 2462: 2458: 2453: 2447: 2443: 2442: 2434: 2431: 2426: 2422: 2418: 2414: 2413: 2408: 2401: 2398: 2393: 2392: 2387: 2381: 2378: 2373: 2372: 2367: 2361: 2358: 2353: 2349: 2345: 2339: 2337: 2333: 2328: 2324: 2317: 2315: 2313: 2311: 2307: 2303: 2298: 2295: 2290: 2284: 2282: 2278: 2272: 2268: 2265: 2263: 2260: 2258: 2255: 2253: 2250: 2248: 2245: 2243: 2240: 2238: 2235: 2233: 2230: 2228: 2225: 2224: 2220: 2218: 2216: 2207: 2205: 2201: 2199: 2195: 2194:methyl groups 2191: 2187: 2183: 2182:benzaldehydes 2179: 2178:nitrobenzenes 2175: 2170: 2166: 2163: 2161: 2157: 2153: 2148: 2146: 2142: 2138: 2130: 2128: 2126: 2122: 2117: 2115: 2111: 2105: 2101: 2097: 2095: 2092:group in the 2087: 2082: 2077: 2075: 2071: 2066: 2059: 2057: 2055: 2050: 2046: 2039: 2037: 2035: 2030: 2028: 2024: 2015: 2013: 2010: 2004: 2001: 1996: 1994: 1991: 1987: 1983: 1979: 1975: 1971: 1967: 1963: 1958: 1954: 1950: 1946: 1942: 1936: 1928: 1926: 1924: 1920: 1919:fire channels 1916: 1911: 1907: 1903: 1898: 1896: 1892: 1888: 1883: 1881: 1877: 1873: 1869: 1868:immune system 1865: 1861: 1857: 1854:and abnormal 1853: 1848: 1846: 1842: 1834: 1832: 1830: 1826: 1822: 1818: 1814: 1806: 1804: 1798: 1794: 1790: 1786: 1781: 1779: 1774: 1771: 1769: 1765: 1756: 1745: 1740: 1735: 1727: 1725: 1723: 1719: 1714: 1712: 1708: 1704: 1699: 1695: 1675: 1674: 1673: 1643: 1642: 1641: 1636:+ 12 CO + 2 C 1611: 1610: 1609: 1607: 1599: 1595: 1592: 1590: 1587: 1585: 1582: 1580: 1577: 1575: 1572: 1570: 1567: 1565: 1562: 1559: 1555: 1552: 1550: 1547: 1544: 1541: 1539: 1536: 1533: 1532:Composition B 1530: 1527: 1523: 1520: 1517: 1514: 1511: 1507: 1503: 1500: 1499: 1498: 1496: 1491: 1489: 1485: 1484:nitroglycerin 1481: 1476: 1474: 1473:nitroglycerin 1470: 1462: 1460: 1458: 1454: 1448: 1446: 1442: 1438: 1433: 1431: 1427: 1422: 1420: 1416: 1412: 1408: 1404: 1400: 1396: 1392: 1384: 1378: 1374: 1370: 1364: 1359: 1352: 1347: 1343: 1336: 1331: 1327: 1323: 1319: 1315: 1309: 1304: 1300: 1296: 1290: 1285: 1278: 1273: 1266: 1261: 1259: 1257: 1254: 1250: 1246: 1241: 1237: 1233: 1232:depth charges 1229: 1225: 1221: 1217: 1213: 1208: 1206: 1202: 1201:capital ships 1198: 1194: 1191: 1186: 1184: 1179: 1176: 1168: 1166: 1164: 1160: 1156: 1152: 1148: 1144: 1140: 1116: 1112: 1108: 1104: 1100: 1094: 1034: 1022: 1015: 1010: 993: 987: 984: 980: 976: 973: 968: 967: 962: 959: 956: 953: 950: 949: 945: 941: 937: 936: 932: 929:(Recommended) 928: 924: 923: 919: 916:(Permissible) 915: 911: 910: 906: 905: 900: 894: 890: 881: 880: 874: 870: 861: 860: 856: 852: 845: 838: 831: 807: 804: 803: 799: 798: 772: 769: 765: 764: 738: 735: 731: 730: 727: 724: 721: 717: 716: 712: 707: 702: 697: 693: 690: 686: 685: 681: 679: 674: 669: 665: 663: 660: 659: 655: 653: 650: 649: 645: 643: 640: 639: 635: 633: 630: 629: 624: 620: 618: 615: 614: 610: 608: 604: 600: 596: 592: 589: 588: 584: 581: 577: 576: 572: 570: 569:Boiling point 567: 566: 562: 560: 559:Melting point 557: 556: 552: 550: 547: 546: 542: 538: 534: 531: 530: 523: 521: 518: 517: 490: 487: 483: 482: 477: 468: 464: 457: 443: 436: 426: 422: 415: 407: 403: 402:DTXSID7024372 399: 398: 396: 386: 382: 381: 378: 374: 370: 366: 363: 361: 358: 357: 350: 346: 345: 343: 341: 338: 337: 330: 329: 327: 325: 322: 321: 314: 310: 309: 307: 301: 297: 296: 289: 285: 284: 282: 280: 277: 276: 269: 268: 266: 264: 259: 258: 254: 250: 247: 245: 243:ECHA InfoCard 240: 239: 232: 228: 227: 225: 223: 220: 219: 212: 208: 207: 205: 203: 200: 199: 192: 191:ChEMBL1236345 188: 187: 185: 183: 180: 179: 175: 172: 171: 164: 160: 159: 157: 153: 148: 147: 140: 136: 135: 133: 130: 126: 125: 120: 112: 109: 106: 103: 102: 97: 89: 85: 80: 76: 71: 61: 57: 52: 48: 47: 43: 35: 30: 19: 3640:Immunotoxins 3605: 3569: 3565: 3559: 3526: 3522: 3516: 3499: 3495: 3453: 3449: 3443: 3410: 3406: 3396: 3371: 3367: 3360: 3327: 3323: 3317: 3298: 3294: 3250: 3246: 3240: 3205: 3201: 3176:. 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Retrieved 2579:the original 2566: 2553: 2534: 2528: 2519: 2513: 2503: 2496: 2471: 2440: 2433: 2416: 2410: 2400: 2389: 2380: 2369: 2360: 2347: 2304:. inchem.org 2297: 2247:Phlegmatized 2211: 2202: 2198:nitro groups 2186:nitrophenols 2167: 2164: 2149: 2134: 2118: 2106: 2102: 2098: 2078: 2074:ion exchange 2063: 2043: 2031: 2019: 2005: 1997: 1969: 1944: 1940: 1939: 1918: 1899: 1884: 1849: 1845:canary girls 1838: 1815:sensors and 1810: 1782: 1775: 1772: 1760: 1715: 1691: 1671: 1639: 1603: 1492: 1477: 1466: 1463:Applications 1449: 1434: 1423: 1388: 1253:nitrotoluene 1249:hydrocarbons 1247:and similar 1218:shells with 1209: 1187: 1172: 1110: 1102: 1098: 1032: 1031: 903: 854: 801: 725: 677: 636:Insensitive 539:before melt- 376: 368: 324:RTECS number 122:Identifiers 99:Other names 29: 3407:Chemosphere 2791:Merck Index 2213:plants can 2114:humic acids 2054:groundwater 2045:Dissolution 1955:filling or 1910:projectiles 1858:functions. 1825:noble-metal 1751: 1945 1495:synergistic 1435:Control of 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Index

Trinitrotoluene
TNT (disambiguation)


solid trinitrotoluene
Preferred IUPAC name
CAS Number
118-96-7
JSmol
Interactive image
ChEMBL
ChEMBL1236345
ChemSpider
8073
DrugBank
DB01676
ECHA InfoCard
100.003.900
Edit this at Wikidata
EC Number
KEGG
C16391
PubChem
8376
RTECS number
UNII
H43RF5TRM5
UN number
0209
0388, 0389

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