Names | |
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Preferred IUPAC name 2,4,6-Trinitrobenzene-1,3,5-triamine | |
Identifiers | |
3D model (JSmol) | |
ChemSpider | |
ECHA InfoCard | 100.019.362 |
PubChem CID | |
UNII | |
CompTox Dashboard (EPA) | |
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Properties | |
C6H6N6O6 | |
Molar mass | 258.15 g/mol |
Appearance | Yellow or brown powdered crystals (rhombohedral) |
Density | 1.93 g/cm3 |
Melting point | 350 °C (662 °F; 623 K) |
Explosive data | |
Shock sensitivity | Insensitive |
Friction sensitivity | Insensitive |
Detonation velocity | 7350 m/s |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). |
TATB, triaminotrinitrobenzene or 2,4,6-triamino-1,3,5-trinitrobenzene is an aromatic explosive, based on the basic six-carbon benzene ring structure with three nitro functional groups (NO2) and three amine (NH2) groups attached, alternating around the ring.
TATB is a very powerful explosive (somewhat less powerful than RDX, but more than TNT), but it is extremely insensitive to shock, vibration, fire, or impact. Because it is so difficult to detonate by accident, even under severe conditions, it has become preferred for applications where extreme safety is required, such as the explosives used in nuclear weapons, where accidental detonation during an airplane crash or rocket misfiring could potentially detonate the fissile core. All British nuclear warheads use TATB-based explosives in their primary stage. [1] According to David Albright, South Africa's nuclear weapons used TATB to increase their safety. [2]
TATB is normally used as the explosive ingredient in plastic bonded explosive compositions, such as PBX-9502, LX-17-0, and PBX-9503 (with 15% HMX). These formulations are described as insensitive high explosives (IHEs) in nuclear weapons literature.
Though it could theoretically be mixed with other explosive compounds in castable mixtures or other use forms, the applications for such forms would be unclear since they would largely undo the insensitivity of pure TATB.
At a pressed density of 1.80, TATB has a velocity of detonation of 7,350 meters per second.
TATB has a crystal density of 1.93 grams/cm3, though most forms currently in use have no higher density than 1.80 grams/cm3. TATB melts at 350 °C. The chemical formula for TATB is C6(NO2)3(NH2)3.
Pure TATB has a bright yellow color.
TATB has been found to remain stable at temperatures at least as high as 250 °C for prolonged periods of time.
TATB is produced by nitration of 1,3,5-trichlorobenzene to 1,3,5-trichloro-2,4,6-trinitrobenzene, then the chlorine atoms are substituted with amine groups using ammonolysis.
However, it is likely that the production of TATB will be switched over to a process involving the nitration and transamination of phloroglucinol, since this process is milder, cheaper, and reduces the amount of ammonium chloride salt produced in waste effluents (greener)[ citation needed ].
Still another process has been found for the production of TATB from materials that are surplus to military use. 1,1,1-trimethylhydrazinium iodide (TMHI) is formed from the rocket fuel unsymmetrical dimethylhydrazine (UDMH) and methyl iodide, and acts as a vicarious nucleophilic substitution (VNS) amination reagent. When picramide, which is easily produced from Explosive D, is reacted with TMHI it is aminated to TATB. [3] Thus, materials that would have to be destroyed when no longer needed are converted into a high value explosive. [4]
RDX (abbreviation of "Research Department eXplosive" or Royal Demolition eXplosive) or hexogen, among other names, is an organic compound with the formula (CH2N2O2)3. It is white, odorless, and tasteless, widely used as an explosive. Chemically, it is classified as a nitroamine alongside HMX, which is a more energetic explosive than TNT. It was used widely in World War II and remains common in military applications.
An explosive is a reactive substance that contains a great amount of potential energy that can produce an explosion if released suddenly, usually accompanied by the production of light, heat, sound, and pressure. An explosive charge is a measured quantity of explosive material, which may either be composed solely of one ingredient or be a mixture containing at least two substances.
Trinitrotoluene, more commonly known as TNT (and more specifically 2,4,6-trinitrotoluene), and by its preferred IUPAC name 2-methyl-1,3,5-trinitrobenzene, is a chemical compound with the formula C6H2(NO2)3CH3. TNT is occasionally used as a reagent in chemical synthesis, but it is best known as an explosive material with convenient handling properties. The explosive yield of TNT is considered to be the standard comparative convention of bombs and asteroid impacts. In chemistry, TNT is used to generate charge transfer salts.
Polymer-bonded explosives, also called PBX or plastic-bonded explosives, are explosive materials in which explosive powder is bound together in a matrix using small quantities of a synthetic polymer. PBXs are normally used for explosive materials that are not easily melted into a casting, or are otherwise difficult to form.
Hexanitrobenzene, also known as HNB, is a nitrobenzene compound in which six nitro groups are bonded to all six positions of a central benzene ring. It is a high-density explosive compound with chemical formula C6N6O12, obtained by oxidizing the amine group of pentanitroaniline with hydrogen peroxide in sulfuric acid.
In organic chemistry, nitro compounds are organic compounds that contain one or more nitro functional groups. The nitro group is one of the most common explosophores used globally. The nitro group is also strongly electron-withdrawing. Because of this property, C−H bonds alpha (adjacent) to the nitro group can be acidic. For similar reasons, the presence of nitro groups in aromatic compounds retards electrophilic aromatic substitution but facilitates nucleophilic aromatic substitution. Nitro groups are rarely found in nature. They are almost invariably produced by nitration reactions starting with nitric acid.
Insensitive munitions are munitions that are designed to withstand stimuli representative of severe but credible accidents. The current range of stimuli are shock, heat and adjacent detonating munitions. A munition can have its vulnerability reduced by a number of means used on their own or in combination such as a reduced vulnerability energetic material, design features, additions or changes to packaging etc. The munition must still retain its terminal effect and performance within acceptable parameters.
Composition B, also known as Hexotol and Hexolite, is a high explosive consisting of castable mixtures of RDX and TNT. It is used as the main explosive filling in artillery projectiles, rockets, land mines, hand grenades and various other munitions. It was also used for the explosive lenses in the first implosion-type nuclear weapons developed by the United States.
Baratol is an explosive made of a mixture of TNT and barium nitrate, with a small quantity of paraffin wax used as a phlegmatizing agent. TNT typically makes up 25% to 33% of the mixture. Because of the high density of barium nitrate, Baratol has a density of at least 2.5 g/cm3.
Triazines are a class of nitrogen-containing heterocycles. The parent molecules' molecular formula is C3H3N3. They exist in three isomeric forms, 1,3,5-triazines being common.
Dunnite, also known as Explosive D or systematically as ammonium picrate, is an explosive developed in 1906 by US Army Major Beverly W. Dunn, who later served as chief inspector of the Bureau of Transportation Explosives. Ammonium picrate is a salt formed by reacting picric acid and ammonia. It is chemically related to the more stable explosive trinitrotoluene (TNT).
2,4-Dinitrophenylhydrazine (2,4-DNPH or DNPH) is the organic compound C6H3(NO2)2NHNH2. DNPH is a red to orange solid. It is a substituted hydrazine. The solid is relatively sensitive to shock and friction. For this reason DNPH is usually handled as a wet powder. DNPH is a precursor to the drug Sivifene.
1,3,5-Triazido-2,4,6-trinitrobenzene, also known as TATNB (triazidotrinitrobenzene) and TNTAZB (trinitrotriazidobenzene), is an aromatic high explosive composed of a benzene ring with three azido groups (-N3) and three nitro groups (-NO2) alternating around the ring, giving the chemical formula C6(N3)3(NO2)3. Its detonation velocity is 7,350 meters per second, which is comparable to TATB (triaminotrinitrobenzene).
The W84 is an American thermonuclear warhead initially designed for use on the BGM-109G Gryphon Ground Launched Cruise Missile (GLCM).
2,4,6-Trinitroaniline, C6H4N4O6, abbreviated as TNA and also known as picramide, a nitrated amine. Materials in this group range from slight to strong oxidizing agents. If mixed with reducing agents, including hydrides, sulfides and nitrides, they may begin a vigorous reaction that culminates in a detonation. The aromatic nitro compounds may explode in the presence of a base such as sodium hydroxide or potassium hydroxide even in the presence of water or organic solvents. The explosive tendencies of aromatic nitro compounds are increased by the presence of multiple nitro groups. The appearance of trinitroaniline varies from yellow to orange to red depending on its purity and concentration.
Ammonium dinitramide (ADN) is an inorganic compound with the chemical formula [NH4][N(NO2)2]. It is the ammonium salt of dinitraminic acid HN(NO2)2. It consists of ammonium cations [NH4]+ and dinitramide anions −N(NO2)2. ADN decomposes under heat to leave only nitrogen, oxygen, and water.
Explosive materials are produced in numerous physical forms for their use in mining, engineering, or military applications. The different physical forms and fabrication methods are grouped together in several use forms of explosives.
2,4-Dinitroaniline is a chemical compound with a formula of C6H5N3O4. It is used as an explosive and as a reagent to detect and characterize aldehydes and ketones.
Betty Wright Harris is an American chemist. She is known for her work on the chemistry of explosives completed at Los Alamos National Laboratory. She patented a spot test for detecting 1,3,5-triamino-2,4,6-trinitrobenzene (TATB) in the field, which is used by the Federal Department of Homeland Security to screen for nitroaromatic explosives.
TEX is a dense nitramine high explosive, that derives from the very powerful and sensitive high explosive CL-20. Though related to CL-20 in that is shares the same cage structure, TEX is more easily synthesized in good yield from inexpensive starting materials. Unlike CL-20, TEX is friction insensitive, bears a low impact sensitivity, and possesses a very low shock sensitivity and large critical diameter, making it an interesting explosive filler for insensitive munitions. Its systematic name, 4,10-dinitro-2,6,8,12-tetraoxa-4,10-diazatetracyclo[5.5.0.05,9.03,11]-dodecane derives from its tetracyclic structure.