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Trimethylolethane Trinitrate
Trimethylolethane trinitrate (TMETN), also known as metriol trinitrate (METN, MTN, METRTN) or nitropentaglycerin, is a nitrate ester. It is a high explosive similar to nitroglycerin. It is a transparent oily liquid, colorless to light brown. It is odorless. It is used in some solid propellants and smokeless powders as a plasticizer. Its chemical formula is . TMETN was first prepared and patented in Italy under name Metriolo. Germans began producing it before World War II, when it was demonstrated to be an erosion and flash-reducing agent in smokeless powders. It is a liquid explosive with properties similar to nitroglycerin, but more stable to heat. It is prepared by nitration of trimethylolethane (metriol). It does not induce headaches. TMETN can be initiated by friction, impact, and electrostatic discharge. It can be used as a high-viscosity plasticizer-binder together with nitrocellulose, but its poor colloidal properties has made such use rare. Long-term milling can however a ...
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Nitrate Ester
In organic chemistry, a nitrate ester is an organic functional group with the formula , where R stands for any organyl group. They are the esters of nitric acid and alcohols. A well-known example is nitroglycerin, which is not a ''nitro'' compound, despite its name. : Synthesis and reactions Nitrate esters are typically prepared by condensation of nitric acid and the alcohol: For example, the simplest nitrate ester, methyl nitrate, is formed by reaction of methanol and nitric acid in the presence of sulfuric acid: :CH3OH + HNO3 -> CH3ONO2 + H2O Formation of a nitrate ester is called a nitrooxylation (less commonly, nitroxylation). Most commonly, "mixed acid" (nitric and sulfuric acids) are used, but in the 1980s production of the nitrocellulose with magnesium nitrate as a dehydrating agent was started in the US. In laboratory, phosphoric acid and phosphorus pentoxide or acetic acid and its anhydride may be used for the same purpose, or the nitroxylation can be conduct ...
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Triethyleneglycol Dinitrate
Triethylene glycol dinitrate (TEGDN) is an, ether, nitrated alcohol ester of triethylene glycol. It is used as an energetic plasticizer in explosives and propellants. It is a pale yellow oily liquid. It is somewhat similar to nitroglycerin. TEGDN is often used together with trimethylolethane trinitrate (TMETN). Triethylene glycol dinitrate, diethylene glycol dinitrate Diethylene glycol dinitrate (DEGDN) is an explosive nitrated alcohol ester with the formula C4H8N2O7. It is commonly used as a plasticizer in propellant or explosive formulations. While chemically similar to numerous other high explosives, pure d ..., and trimethylolethane trinitrate are being considered as replacements for nitroglycerin in propellants.US DoD reports
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Liquid Explosives
An explosive (or explosive material) 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. The potential energy stored in an explosive material may, for example, be: * chemical energy, such as nitroglycerin or grain dust * pressurized gas, such as a gas cylinder, aerosol can, or boiling liquid expanding vapor explosion * nuclear energy, such as in the fissile isotopes uranium-235 and plutonium-239 Explosive materials may be categorized by the speed at which they expand. Materials that detonate (the front of the chemical reaction moves faster through the material than the speed of sound) are said to be "high explosives" and materials that deflagrate are said to be ...
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Nitrate Esters
In organic chemistry, a nitrate ester is an organic functional group with the formula , where R stands for any organyl group. They are the esters of nitric acid and alcohols. A well-known example is nitroglycerin, which is not a ''nitro'' compound, despite its name. : Synthesis and reactions Nitrate esters are typically prepared by condensation of nitric acid and the alcohol: For example, the simplest nitrate ester, methyl nitrate, is formed by reaction of methanol and nitric acid in the presence of sulfuric acid: :CH3OH + HNO3 -> CH3ONO2 + H2O Formation of a nitrate ester is called a nitrooxylation (less commonly, nitroxylation). Most commonly, "mixed acid" (nitric and sulfuric acids) are used, but in the 1980s production of the nitrocellulose with magnesium nitrate as a dehydrating agent was started in the US. In laboratory, phosphoric acid and phosphorus pentoxide or acetic acid and its anhydride may be used for the same purpose, or the nitroxylation can be conducted ...
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Diethylene Glycol Dinitrate
Diethylene glycol dinitrate (DEGDN) is an explosive nitrated alcohol ester with the formula C4H8N2O7. It is commonly used as a plasticizer in propellant or explosive formulations. While chemically similar to numerous other high explosives, pure diethylene glycol dinitrate is difficult to ignite. Ignition typically requires localized heating to the decomposition point unless the DEGDN is first atomized. It is sensitive to detonation by impact but not due to friction. Preparation and uses Diethylene glycol dinitrate can be made by nitration of diethylene glycol with nitric acid in presence of a dehydrating agent like concentrated sulfuric acid. Toxicity If ingested, like nitroglycerine, it rapidly causes vasodilation through the release of nitric oxide, a physiological signaling molecule that relaxes vascular smooth muscle which leads to a rapid loss in blood pressure. Other acute effects include convulsions and loss of consciousness. Its median lethal dose (LD50) is 650 mg/k ...
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Triethylene Glycol Dinitrate
Triethylene glycol dinitrate (TEGDN) is an, ether, nitrated alcohol ester of triethylene glycol. It is used as an energetic plasticizer in explosives and propellants. It is a pale yellow oily liquid. It is somewhat similar to nitroglycerin Nitroglycerin (NG) (alternative spelling nitroglycerine), also known as trinitroglycerol (TNG), nitro, glyceryl trinitrate (GTN), or 1,2,3-trinitroxypropane, is a dense, colorless or pale yellow, oily, explosive liquid most commonly produced by .... TEGDN is often used together with trimethylolethane trinitrate (TMETN). Triethylene glycol dinitrate, diethylene glycol dinitrate, and trimethylolethane trinitrate are being considered as replacements for nitroglycerin in propellants.US DoD reports
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Monopropellant
Monopropellants are propellants consisting of chemicals that release energy through exothermic chemical decomposition. The molecular bond energy of the monopropellant is released usually through use of a catalyst. This can be contrasted with bipropellants that release energy through the chemical reaction between an oxidizer and a fuel. While stable under defined storage conditions, monopropellants decompose very rapidly under certain other conditions to produce a large volume of its own energetic (hot) gases for the performance of mechanical work. Although solid deflagrants such as nitrocellulose, the most commonly used propellant in firearms, could be thought of as monopropellants, the term is usually reserved for liquids in engineering literature. Uses The most common use of monopropellants is in low-impulse monopropellant rocket motors, such as reaction control thrusters, the usual propellant being hydrazine, p. 230 which is generally decomposed by exposure to an irid ...
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Nitrocellulose
Nitrocellulose (also known as cellulose nitrate, flash paper, flash cotton, guncotton, pyroxylin and flash string, depending on form) is a highly flammable compound formed by nitrating cellulose through exposure to a mixture of nitric acid and sulfuric acid. One of its first major uses was as guncotton, a replacement for gunpowder as propellant in firearms. It was also used to replace gunpowder as a low-order explosive in mining and other applications. In the form of collodion, it was also a critical component in an early photographic emulsion, the use of which revolutionized photography in the 1860s. In the 20th century, it was adapted to automobile lacquer and adhesives. Production The process uses a mixture of nitric acid and sulfuric acid to convert cellulose into nitrocellulose. The quality of the cellulose is important. Hemicellulose, lignin, pentosans, and mineral salts give inferior nitrocelluloses. In organic chemistry, nitrocellulose is a nitrate ester, not a ...
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High Explosive
An explosive (or explosive material) 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. The potential energy stored in an explosive material may, for example, be: * chemical energy, such as nitroglycerin or Dust explosion, grain dust * pressure, pressurized gas compressor, gas, such as a gas cylinder, aerosol can, or boiling liquid expanding vapor explosion * nuclear weapon, nuclear energy, such as in the fissile isotopes uranium-235 and plutonium-239 Explosive materials may be categorized by the speed at which they expand. Materials that detonate (the front of the chemical reaction moves faster through the material than the speed of sound) are said to be "high ...
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Trimethylolethane
Trimethylolethane (TME) is the organic compound with the formula CH3C(CH2OH)3. This colorless solid is a triol, as it contains three hydroxy functional groups. More specifically, it features three primary alcohol groups in a compact neopentyl structure. Its esters are known for their resistance to heat, light, hydrolysis, and oxidation. More important than TME and closely related is trimethylolpropane (TMP). Production Trimethylolethane is produced via a two step process, starting with the condensation reaction of propionaldehyde with formaldehyde: :CH3CH2CHO + 2 CH2O → CH3C(CH2OH)2CHO The second step entails a Cannizzaro reaction: :CH3C(CH2OH)2CHO + CH2O + NaOH → CH3C(CH2OH)3 + NaO2CH A few thousand tons are produced annually in this way.Peter Werle, Marcus Morawietz, Stefan Lundmark, Kent Sörensen, Esko Karvinen, Juha Lehtonen “Alcohols, Polyhydric” in Ullmann’s Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim, 2008. Applications TME is an interm ...
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Nitration
In organic chemistry, nitration is a general class of chemical processes for the introduction of a nitro group () into an organic compound. The term also is applied incorrectly to the different process of forming nitrate esters () between Alcohol (chemistry), alcohols and nitric acid (as occurs in the Organic synthesis, synthesis of nitroglycerin). The difference between the resulting molecular structures of nitro compounds and nitrates () is that the nitrogen atom in nitro compounds is directly Chemical bond, bonded to a non-oxygen atom (typically carbon or another nitrogen atom), whereas in nitrate esters (also called organic nitrates), the nitrogen is bonded to an oxygen atom that in turn usually is bonded to a carbon atom (nitrito group). There are many major industrial applications of nitration in the strict sense; the most important by volume are for the production of nitroaromatic compounds such as nitrobenzene. The technology is long-standing and mature. : Nitration rea ...
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