Hexanitroethane
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Hexanitroethane
Hexanitroethane (HNE) is an organic compound with chemical formula C2N6O12 or (O2N)3C-C(NO2)3. It is a solid matter with a melting point of 135 °C. Hexanitroethane is used in some pyrotechnic compositions as a nitrogen-rich oxidizer, e.g. in some decoy flare compositions and some propellants. Like hexanitrobenzene, HNE is investigated as a gas source for explosively pumped gas dynamic laser. A composition of HNE as oxidizer with boron as fuel is being investigated as a new explosive. Preparation The first synthesis was described by Wilhelm Will in 1914, using the reaction between the potassium salt of tetranitroethane with nitric acid. :C2(NO2)4K2 + 4 HNO3 → C2(NO2)6 + 2 KNO3 + 2 H2O A practicable method for industrial use starts with furfural, which first undergoes oxidative ring-opening by bromine to mucobromic acid. In the following step, mucobromic acid is reacted with potassium nitrite at just below room temperature to form the dipotassium salt of 2,3,3-trinitropro ...
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Hexanitroethane Reactions01
Hexanitroethane (HNE) is an organic compound with chemical formula C2N6O12 or (O2N)3C-C(NO2)3. It is a solid matter with a melting point of 135 °C. Hexanitroethane is used in some pyrotechnic compositions as a nitrogen-rich oxidizer, e.g. in some decoy flare compositions and some propellants. Like hexanitrobenzene, HNE is investigated as a gas source for explosively pumped gas dynamic laser. A composition of HNE as oxidizer with boron as fuel is being investigated as a new explosive. Preparation The first synthesis was described by Wilhelm Will in 1914, using the reaction between the potassium salt of tetranitroethane with nitric acid. :C2(NO2)4K2 + 4 HNO3 → C2(NO2)6 + 2 KNO3 + 2 H2O A practicable method for industrial use starts with furfural, which first undergoes oxidative ring-opening by bromine to mucobromic acid. In the following step, mucobromic acid is reacted with potassium nitrite at just below room temperature to form the dipotassium salt of 2,3,3-trinitropro ...
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Hexanitroethane Synthesis
Hexanitroethane (HNE) is an organic compound with chemical formula C2N6O12 or (O2N)3C-C(NO2)3. It is a solid matter with a melting point of 135 °C. Hexanitroethane is used in some pyrotechnic compositions as a nitrogen-rich oxidizer, e.g. in some decoy flare compositions and some propellants. Like hexanitrobenzene, HNE is investigated as a gas source for explosively pumped gas dynamic laser. A composition of HNE as oxidizer with boron as fuel is being investigated as a new explosive. Preparation The first synthesis was described by Wilhelm Will in 1914, using the reaction between the potassium salt of tetranitroethane with nitric acid. :C2(NO2)4K2 + 4 HNO3 → C2(NO2)6 + 2 KNO3 + 2 H2O A practicable method for industrial use starts with furfural, which first undergoes oxidative ring-opening by bromine to mucobromic acid. In the following step, mucobromic acid is reacted with potassium nitrite at just below room temperature to form the dipotassium salt of 2,3,3-trinitropro ...
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Decoy Flare
A flare or decoy flare is an aerial infrared countermeasure used by a plane or helicopter to counter an infrared homing ("heat-seeking") surface-to-air missile or air-to-air missile. Flares are commonly composed of a pyrotechnic composition based on magnesium or another hot-burning metal, with burning temperature equal to or hotter than engine exhaust. The aim is to make the infrared-guided missile seek out the heat signature from the flare rather than the aircraft's engines. Tactics In contrast to radar-guided missiles, IR-guided missiles are very difficult to find as they approach aircraft. They do not emit detectable radar, and they are generally fired from behind, directly toward the engines. In most cases, pilots have to rely on their wingmen to spot the missile's smoke trail and alert of a launch. Since IR-guided missiles have a shorter range than their radar-guided counterparts, good situational awareness of altitude and potential threats continues to be an effective ...
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Nitroethane
Nitroethane is an organic compound having the chemical formula C2H5NO2. Similar in many regards to nitromethane, nitroethane is an oily liquid at standard temperature and pressure. Pure nitroethane is colorless and has a fruity odor. Preparation Nitroethane is produced industrially by treating propane with nitric acid at 350–450 Â°C. This exothermic reaction produces four industrially significant nitroalkanes: nitromethane, nitroethane, 1-nitropropane, and 2-nitropropane. The reaction involves free radicals, such as CH3CH2CH2O., which arise via homolysis of the corresponding nitrite ester. These alkoxy radicals are susceptible to C—C fragmentation reactions, which explains the formation of a mixture of products.Sheldon B. Markofsky “Nitro Compounds, Aliphatic” in ''Ullmann's Encyclopedia of Industrial Chemistry'', Wiley-VCH, Weinheim, 2002. . Alternatively, nitroethane can be produced by the Victor Meyer reaction of haloethanes such as chloroethane, bromo ...
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Furfural
Furfural is an organic compound with the formula C4H3OCHO. It is a colorless liquid, although commercial samples are often brown. It has an aldehyde group attached to the 2-position of furan. It is a product of the dehydration of sugars, as occurs in a variety of agricultural byproducts, including corncobs, oat, wheat bran, and sawdust. The name ''furfural'' comes from the Latin word , meaning bran, referring to its usual source. Furfural is only derived from lignocellulosic biomass, i.e., its origin is non-food or non-coal/oil based. Aside from ethanol, acetic acid, and sugar, it is one of the oldest renewable chemicals. It is also found in many processed foods and beverages. History Furfural was first isolated in 1821 (published in 1832) by the German chemist Johann Wolfgang Döbereiner, who produced a small sample as a byproduct of formic acid synthesis. In 1840, the Scottish chemist John Stenhouse found that the same chemical could be produced by distilling a wide variety of ...
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Cyclopentadiene
Cyclopentadiene is an organic compound with the chemical formula, formula C5H6.LeRoy H. Scharpen and Victor W. Laurie (1965): "Structure of cyclopentadiene". ''The Journal of Chemical Physics'', volume 43, issue 8, pages 2765-2766. It is often abbreviated CpH because the cyclopentadienyl anion is abbreviated Cp−. This colorless liquid has a strong and unpleasant odor. At room temperature, this cyclic diene dimer (chemistry), dimerizes over the course of hours to give dicyclopentadiene via a Diels–Alder reaction. This dimer can be retro-Diels–Alder reaction, restored by heating to give the monomer. The compound is mainly used for the production of cyclopentene and its derivatives. It is popularly used as a precursor to the cyclopentadienyl anion (Cp−), an important ligand in cyclopentadienyl complexes in organometallic chemistry. Production and reactions Cyclopentadiene production is usually not distinguished from dicyclopentadiene since they interconvert. They ...
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Anthracene
Anthracene is a solid polycyclic aromatic hydrocarbon (PAH) of formula C14H10, consisting of three fused benzene rings. It is a component of coal tar. Anthracene is used in the Economic production, production of the red dye alizarin and other dyes. Anthracene is colorless but exhibits a blue (400–500 nm peak) fluorescence under ultraviolet radiation. Occurrence and production Coal tar, which contains around 1.5% anthracene, remains a major source of this material. Common impurities are phenanthrene and carbazole. The mineral form of anthracene is called freitalite and is related to a coal deposit. A classic laboratory method for the preparation of anthracene is by cyclodehydration of o-methyl- or o-methylene-substituted diarylketones in the so-called Elbs reaction, for example from ''o''-tolyl phenyl ketone. Reactions Reduction Reduction of anthracene with alkali metals yields the deeply colored radical anion salts M+[anthracene]− (M = Li, Na, K). Hydrogenation gives 9 ...
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Diels–Alder Reaction
In organic chemistry, the Diels–Alder reaction is a chemical reaction between a conjugated diene and a substituted alkene, commonly termed the dienophile, to form a substituted cyclohexene derivative. It is the prototypical example of a pericyclic reaction with a concerted mechanism. More specifically, it is classified as a thermally-allowed +2cycloaddition with Woodward–Hoffmann symbol π4s_+_π2s.html" ;"title="sub>π4s + π2s">sub>π4s + π2s It was first described by Otto Diels and Kurt Alder in 1928. For the discovery of this reaction, they were awarded the Nobel Prize in Chemistry in 1950. Through the simultaneous construction of two new carbon–carbon bonds, the Diels–Alder reaction provides a reliable way to form six-membered rings with good control over the regio- and stereochemical outcomes. Consequently, it has served as a powerful and widely applied tool for the introduction of chemical complexity in the synthesis of natural products and new materials. The ...
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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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Potassium Nitrite
Potassium nitrite (distinct from potassium nitrate) is the inorganic compound with the chemical formula . It is an ionic salt of potassium ions K+ and nitrite ions NO2−, which forms a white or slightly yellow, hygroscopic crystalline powder that is soluble in water. It is a strong oxidizer and may accelerate the combustion of other materials. Like other nitrite salts such as sodium nitrite, potassium nitrite is toxic if swallowed, and laboratory tests suggest that it may be mutagenic or teratogenic. Gloves and safety glasses are usually used when handling potassium nitrite. Discovery Nitrite is present at trace levels in soil, natural waters, plant and animal tissues, and fertilizer. The pure form of nitrite was first made by the Swedish chemist Carl Wilhelm Scheele working in the laboratory of his pharmacy in the market town of Köping. He heated potassium nitrate at red heat for half an hour and obtained what he recognized as a new “salt.” The two compounds (potassium nitr ...
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Mucobromic Acid
Mucobromic acid is an organic compound that consists of a dibrominated alkene with aldehyde and carboxylic acid functional groups. It easily tautomerizes to a furanone hemiacetal form. This compound, and the analogous mucochloric acid (CAS #87-56-9), form the group of known mucohalic acids. The bromide appears to behave similarly to the more heavily studied chloride. Synthesis and structure Mucobromic acid can be synthesized by bromination of furfural via an oxidation/decarboxylation process: :C4H4OCHO + 3 Br2 + 3 H2O → C2Br2CHO(CO2H) + CO2 + 8 HBr Mucobromic acid exists as a mixture acyclic and cyclic isomers. The compound can be reduced using sodium borohydride to give the lactone. Hydrolysis under basic conditions of either the chloro or bromo compound involves substitution of the halide adjacent to the acid. The resulting mucoxyhalic acids exist as a mixture of keto and enol forms. The reaction occurs via a conjugate addition/ elimination of the alkene–aldehyd ...
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