Tetrachlorodinitroethane
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Tetrachlorodinitroethane
Tetrachlorodinitroethane is a chlorinated nitroalkane produced by nitration of tetrachloroethylene with dinitrogen tetroxide or fuming nitric acid. It's a powerful lachrymatory agent and pulmonary agent that is six times more toxic than chloropicrin. Tetrachlorodinitroethane may be used as a fumigant. See also *Chloropicrin * Trifluoronitrosomethane *Trichloronitrosomethane Trichloronitrosomethane is a chlorinated nitrosoalkane. It is a deep blue liquid with powerful lachrymatory effects. Synthesis Trichloronitrosomethane can be produced with following methods: * Oxidation of trichloromethylsulfinic acid with nitri ... References Nitro compounds Organochlorides Lachrymatory agents Pulmonary agents Fumigants {{Organohalide-stub ...
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Chloropicrin
Chloropicrin, also known as PS and nitrochloroform, is a chemical compound currently used as a broad-spectrum antimicrobial, fungicide, herbicide, insecticide, and nematicide. It was used as a poison gas in World War I. Its chemical structural formula is Cl3CNO2. Synthesis Chloropicrin was discovered in 1848 by Scottish chemist John Stenhouse. He prepared it by the reaction of sodium hypochlorite with picric acid: : HOC6H2(NO2)3 + 11 NaOCl → 3 Cl3CNO2 + 3 Na2CO3 + 3 NaOH + 2 NaCl Because of the precursor used, Stenhouse named the compound chloropicrin, although the two compounds are structurally dissimilar. Today, chloropicrin is manufactured by the reaction of nitromethane with sodium hypochlorite: : H3CNO2 + 3 NaOCl → Cl3CNO2 + 3 NaOH or by the reaction of chloroform with nitric acid: : CHCl3 + HNO3 → CCl3NO2 + H2O Properties Chloropicrin's chemical formula is CCl3NO2 and its molecular weight is 164.38 grams/mole. Pure chloropicrin is a colorless liquid, with a boiling po ...
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Chloropicrin
Chloropicrin, also known as PS and nitrochloroform, is a chemical compound currently used as a broad-spectrum antimicrobial, fungicide, herbicide, insecticide, and nematicide. It was used as a poison gas in World War I. Its chemical structural formula is Cl3CNO2. Synthesis Chloropicrin was discovered in 1848 by Scottish chemist John Stenhouse. He prepared it by the reaction of sodium hypochlorite with picric acid: : HOC6H2(NO2)3 + 11 NaOCl → 3 Cl3CNO2 + 3 Na2CO3 + 3 NaOH + 2 NaCl Because of the precursor used, Stenhouse named the compound chloropicrin, although the two compounds are structurally dissimilar. Today, chloropicrin is manufactured by the reaction of nitromethane with sodium hypochlorite: : H3CNO2 + 3 NaOCl → Cl3CNO2 + 3 NaOH or by the reaction of chloroform with nitric acid: : CHCl3 + HNO3 → CCl3NO2 + H2O Properties Chloropicrin's chemical formula is CCl3NO2 and its molecular weight is 164.38 grams/mole. Pure chloropicrin is a colorless liquid, with a boiling po ...
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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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Tetrachloroethylene
Tetrachloroethylene, also known under the systematic name tetrachloroethene, or perchloroethylene, and many other names (and abbreviations such as "perc" or "PERC", and "PCE"), is a chlorocarbon with the formula Cl2C=CCl2 . It is a colorless liquid widely used for dry cleaning of fabrics, hence it is sometimes called "dry-cleaning fluid". It also has its uses as an effective automotive brake cleaner. It has a sweet odor detectable by most people at a concentration of 1 part per million (1 ppm). Worldwide production was about in 1985.M. Rossberg et al. "Chlorinated Hydrocarbons" in ''Ullmann's Encyclopedia of Industrial Chemistry'', 2006, Wiley-VCH, Weinheim. Production British physicist and chemist Michael Faraday first synthesized tetrachloroethylene in 1821 by thermal decomposition of hexachloroethane. :C2Cl6 → C2Cl4 + Cl2 Most tetrachloroethylene is produced by high temperature chlorinolysis of light hydrocarbons. The method is related to Faraday's discovery since hexachl ...
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Dinitrogen Tetroxide
Dinitrogen tetroxide, commonly referred to as nitrogen tetroxide (NTO), and occasionally (usually among ex-USSR/Russia rocket engineers) as amyl, is the chemical compound N2O4. It is a useful reagent in chemical synthesis. It forms an equilibrium mixture with nitrogen dioxide. Its molar mass is 92.011 g/mol. Dinitrogen tetroxide is a powerful oxidizer that is hypergolic (spontaneously reacts) upon contact with various forms of hydrazine, which has made the pair a common bipropellant for rockets. Structure and properties Dinitrogen tetroxide could be regarded as two nitro groups (-NO2) bonded together. It forms an equilibrium mixture with nitrogen dioxide. The molecule is planar with an N-N bond distance of 1.78Å and N-O distances of 1.19Å. The N-N distance corresponds to a weak bond, since it is significantly longer than the average N-N single bond length of 1.45Å. This exceptionally weak σ bond (amounting to overlapping of the ''sp''2 hybrid orbitals of the two NO2 units) ...
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Fuming Nitric Acid
Nitric acid is the inorganic compound with the formula . It is a highly corrosive mineral acid. The compound is colorless, but older samples tend to be yellow cast due to decomposition into oxides of nitrogen. Most commercially available nitric acid has a concentration of 68% in water. When the solution contains more than 86% , it is referred to as ''fuming nitric acid''. Depending on the amount of nitrogen dioxide present, fuming nitric acid is further characterized as red fuming nitric acid at concentrations above 86%, or white fuming nitric acid at concentrations above 95%. Nitric acid is the primary reagent used for nitration – the addition of a nitro group, typically to an organic molecule. While some resulting nitro compounds are shock- and thermally-sensitive explosives, a few are stable enough to be used in munitions and demolition, while others are still more stable and used as pigments in inks and dyes. Nitric acid is also commonly used as a strong oxidizing agent. ...
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Lachrymatory Agent
Tear gas, also known as a lachrymator agent or lachrymator (), sometimes colloquially known as "mace" after the early commercial aerosol, is a chemical weapon that stimulates the nerves of the lacrimal gland in the eye to produce tears. In addition, it can cause severe eye and respiratory pain, skin irritation, bleeding, and blindness. Common lachrymators both currently and formerly used as tear gas include pepper spray (OC gas), PAVA spray (nonivamide), CS gas, CR gas, CN gas (phenacyl chloride), bromoacetone, xylyl bromide and Mace (a branded mixture). While lachrymatory agents are commonly deployed for riot control by law enforcement and military personnel, its use in warfare is prohibited by various international treaties.E.g. the Geneva Protocol of 1925 prohibited the use of "asphyxiating gas, or any other kind of gas, liquids, substances or similar materials". During World War I, increasingly toxic and deadly lachrymatory agents were used. The short and long-term effec ...
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Pulmonary Agent
A pulmonary agent, or choking agent, is a chemical weapon agent designed to impede a victim's ability to breathe. They operate by causing a build-up of fluids in the lungs, which then leads to suffocation. Exposure to the eyes and skin tends to be corrosive, causing blurred vision and severe deep burns. Inhalation of these agents cause burning of the throat, coughing, vomiting, headache, pain in chest, tightness in chest, and respiratory and circulatory failure. Examples of pulmonary agents include: *Chlorine gas *Chloropicrin (PS) *Diphosgene (DP) * Phosgene (CG) *Disulfur decafluoride *Perfluoroisobutene * Acrolein *Diphenylcyanoarsine Phosgene is the most dangerous commonly used pulmonary agent (although disulfur decafluoride and perfluoroisobutene are both even more dangerous, with respectively 4 and 10 times the lethality of phosgene, neither is widely used). It is a colorless gas under ordinary conditions. It has a vapor density 3.4 times greater than that of air, allowi ...
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Fumigant
Fumigation is a method of pest control or the removal of harmful micro-organisms by completely filling an area with gaseous pesticides—or fumigants—to suffocate or poison the pests within. It is used to control pests in buildings (structural fumigation), soil, grain, and produce. Fumigation is also used during the processing of goods for import or export to prevent the transfer of exotic organisms. Structural fumigation targets pests inside buildings (usually residences), including pests that inhabit the physical structure itself, such as woodborers and drywood termites. Commodity fumigation, on the other hand, is also to be conducted inside a physical structure, such as a storage unit, but it aims to eliminate pests from infesting physical goods, usually food products, by killing pests within the container which will house them. Each fumigation lasts for a certain duration. This is because after spraying the pesticides, or fumigants, only the pests around are e ...
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Trifluoronitrosomethane
Trifluoronitrosomethane (commonly abbreviated TFNM) is a toxic organic compound consisting of a trifluoromethyl group covalently bound to a nitroso group. Its distinctive deep blue color is unusual for a gas. History Trifluoronitrosomethane was synthesized for the first time in 1936 by Otto Ruff and Manfred Giese at the University of Wrocław. It was created through the fluorination of silver cyanide in the presence of silver nitrate and silver oxide. Production Trifluoronitrosomethane can be produced from the reaction of trifluoroiodomethane and nitric oxide under a UV light with a yield of up to 90% in normal pressure. A small amount of mercury is needed as catalyst. The reaction results in the creation of iodine as a by-product. Properties Although it is somewhat more kinetically stable due to its fluorine substituents, trifluoronitrosomethane, like other nitroso compounds, has a weak C–N bond of only 39.9 kcal/mol. Related Trifluoronitrosoethylene is also a similar d ...
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Trichloronitrosomethane
Trichloronitrosomethane is a chlorinated nitrosoalkane. It is a deep blue liquid with powerful lachrymatory effects. Synthesis Trichloronitrosomethane can be produced with following methods: * Oxidation of trichloromethylsulfinic acid with nitric acid. * Reaction of sodium trichloromethylsulfinate with sodium nitrite and sodium nitrate or potassium nitrate in sulfuric acid. * Pyrolysis of trichloroacethydroxamic acid. Chemistry Trichloronitrosomethane is an unstable substance. It slowly decomposes into nitrosyl chloride, nitrogen oxides, and chloropicrin over time. Trichloronitrosomethane can be reduced to phosgene oxime by hydrogen sulfide. See also *Chloropicrin * Trifluoronitrosomethane *Phosgene oxime Phosgene oxime, or CX, is an organic compound with the formula Cl2CNOH. It is a potent chemical weapon, specifically a nettle agent. The compound itself is a colorless solid, but impure samples are often yellowish liquids. It has a strong, disag ... References Nitr ...
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Nitro Compounds
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 (functional group that makes a compound explosive) used globally. The nitro group is also strongly electron-withdrawing. Because of this property, 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. Synthesis Preparation of aromatic nitro compounds Aromatic nitro compounds are typically synthesized by nitration. Nitration is achieved using a mixture of nitric acid and sulfuric acid, which produce the nitronium ion (), which is the electrophile:  +    The nitration product produced on the la ...
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