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Metriol 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 organic residue. 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 This condensation is sometimes called "nitroxylation". Explosive properties The thermal decomposition of nitrate esters mainly yields the gases molecular nitrogen (N2) and carbon dioxide. The considerable chemical energy of the detonation is due to the high strength of the bond in molecular nitrogen. This stoichiometry is illustrated by the equation for the detonation of nitroglycerin. : Illustrative of the highly sensitive ...
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Triethyleneglycol Dinitrate
Triethylene glycol dinitrate (TEGDN) is a nitrated alcohol ester of triethylene glycol. It is used as an energetic plasticizer in explosives and propellants. Its chemical formula is O2N-O-CH2CH2-O-CH2CH2-O-CH2CH2-O-NO2. 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. While chemically similar to numerous other high explosives, pure diethylene glycol dinitrate is difficult to ignite or detonate. Ignition typ ..., and trimethylolethane trinitrate are being considered as replacements for nitroglycerin in propellants.Pentagon 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 BLEVE * 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 "low explosives". Explosives may als ...
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Explosive Chemicals
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 BLEVE * 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 "low explosives". Explosives may al ...
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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 organic residue. 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 This condensation is sometimes called "nitroxylation". Explosive properties The thermal decomposition of nitrate esters mainly yields the gases molecular nitrogen (N2) and carbon dioxide. The considerable chemical energy of the detonation is due to the high strength of the bond in molecular nitrogen. This stoichiometry is illustrated by the equation for the detonation of nitroglycerin. : Illustrative of the highly sensitive n ...
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Diethylene Glycol Dinitrate
Diethylene glycol dinitrate (DEGDN) is an explosive nitrated alcohol ester with the formula C4H8N2O7. While chemically similar to numerous other high explosives, pure diethylene glycol dinitrate is difficult to ignite or detonate. Ignition typically requires localized heating to the decomposition point unless the DEGDN is first atomized. 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. DEGDN can be mixed with nitrocellulose or nitroglycol to form a colloid, which is used in smokeless powder for artillery and rocket propellant. During World War II, the Kriegsmarine frequently used this mixture in their artillery. It has also found use as desensitizing plasticizer because it contributes to the power of the mixture while stabilizing the explosives. Toxicity If ingested, like nitroglycerine, it rapidly causes vasodilation through the releas ...
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Triethylene Glycol Dinitrate
Triethylene glycol dinitrate (TEGDN) is a nitrated alcohol ester of triethylene glycol. It is used as an energetic plasticizer in explosives and propellants. Its chemical formula is O2N-O-CH2CH2-O-CH2CH2-O-CH2CH2-O-NO2. 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 nitration, nitrated Alcohol (chemistry), alcohol ester with the formula C4H8N2O7. While chemically similar to numerous other high explosives, pure diethylene glycol dinitrate is difficult to ig ..., and trimethylolethane trinitrate are being considered as replacements for nitroglycerin in propellants.Pentagon 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 iridium, ...
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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. 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 precise chemical terms, nitrocellulose is not a nitro compound, but a nitrate ester. The glucose repeat unit (anhydroglucose) within the ...
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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 grain dust * pressurized gas, such as a gas cylinder, aerosol can, or BLEVE * 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 "low explosives". Explosives may a ...
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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 intermed ...
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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 alcohols and nitric acid (as occurs in the 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 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. Nitration reactions are notably used for the production of explosives, for example the conversion of guanidine to nitrog ...
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