Tetrachlorodinitroethane

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Tetrachlorodinitroethane
1,1,2,2-Tetrachloro-1,2-dinitroethane.svg
Names
Preferred IUPAC name
1,1,2,2-Tetrachloro-1,2-dinitroethane
Other names
Tetrachlordinitroethane
Identifiers
3D model (JSmol)
ChemSpider
PubChem CID
  • InChI=1S/C2Cl4N2O4/c3-1(4,7(9)10)2(5,6)8(11)12
    Key: VDUMCAJVLOJOCK-UHFFFAOYSA-N
  • C(C([N+](=O)[O-])(Cl)Cl)([N+](=O)[O-])(Cl)Cl
Properties
C2Cl4N2O4
Molar mass 257.83 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Tetrachlorodinitroethane is a chlorinated nitroalkane produced by nitration of tetrachloroethylene with dinitrogen tetroxide or fuming nitric acid. [1] [2] [3] It's a powerful lachrymatory agent and pulmonary agent that is six times more toxic than chloropicrin. [3] Tetrachlorodinitroethane may be used as a fumigant. [4]

See also

Related Research Articles

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Nitrate is a polyatomic ion with the chemical formula NO
3
. Salts containing this ion are called nitrates. Nitrates are common components of fertilizers and explosives. Almost all inorganic nitrates are soluble in water. An example of an insoluble nitrate is Bismuth oxynitrate.

Nitrogen cycle Biogeochemical cycle by which nitrogen is converted into various chemical forms

The nitrogen cycle is the biogeochemical cycle by which nitrogen is converted into multiple chemical forms as it circulates among atmosphere, terrestrial, and marine ecosystems. The conversion of nitrogen can be carried out through both biological and physical processes. Important processes in the nitrogen cycle include fixation, ammonification, nitrification, and denitrification. The majority of Earth's atmosphere (78%) is atmospheric nitrogen, making it the largest source of nitrogen. However, atmospheric nitrogen has limited availability for biological use, leading to a scarcity of usable nitrogen in many types of ecosystems.

Silver nitrate Chemical compound

Silver nitrate is an inorganic compound with chemical formula AgNO
3
. This salt is a versatile precursor to many other silver compounds, such as those used in photography. It is far less sensitive to light than the halides. It was once called lunar caustic because silver was called luna by the ancient alchemists, who associated silver with the moon.

Lead(II) nitrate is an inorganic compound with the chemical formula Pb(NO3)2. It commonly occurs as a colourless crystal or white powder and, unlike most other lead(II) salts, is soluble in water.

Methemoglobinemia Medical condition

Methemoglobinemia is a condition of elevated methemoglobin in the blood. Symptoms may include headache, dizziness, shortness of breath, nausea, poor muscle coordination, and blue-colored skin (cyanosis). Complications may include seizures and heart arrhythmias.

Nitrite Portemanteau name for nitrite derivatives

The nitrite ion has the chemical formula NO
2
. Nitrite is widely used throughout chemical and pharmaceutical industries. Nitrite anion is a pervasive intermediate in the nitrogen cycle in nature. The name nitrite can also refer to organic compounds with the -ONO group, which are esters of nitrous acid.

Sodium nitrite chemical compound

Sodium nitrite is an inorganic compound with the chemical formula NaNO2. It is a white to slightly yellowish crystalline powder that is very soluble in water and is hygroscopic. From an industrial perspective, it is the most important nitrite salt. It is a precursor to a variety of organic compounds, such as pharmaceuticals, dyes, and pesticides, but it is probably best known as a food additive used in processed meats and (in some countries) in fish products.

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Perchlorate Ion, and compounds containing the ion

A perchlorate is a chemical compound containing the perchlorate ion, ClO
4
. The majority of perchlorates are commercially produced salts. They are mainly used as oxidizers for pyrotechnic devices and to control static electricity in food packaging. Perchlorate contamination in food, water, and other parts of the environment has been studied in the U.S. because of harmful effects on human health. Perchlorate ions are somewhat toxic to the thyroid gland.

Nitrobenzene Chemical compound

Nitrobenzene is an organic compound with the chemical formula C6H5NO2. It is a water-insoluble pale yellow oil with an almond-like odor. It freezes to give greenish-yellow crystals. It is produced on a large scale from benzene as a precursor to aniline. In the laboratory, it is occasionally used as a solvent, especially for electrophilic reagents.

Hydroxycarbamide Medical drug

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Fumigation

Fumigation is a method of pest control that completely fills an area with gaseous pesticides—or fumigants—to suffocate or poison the pests within. It is used to control pests in buildings, soil, grain, and produce, and is also used during processing of goods to be imported or exported to prevent transfer of exotic organisms. This method also affects the structure itself, affecting pests that inhabit the physical structure, such as woodborers and drywood termites.

Methemoglobin

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Nitro compound

Nitro compounds are organic compounds that contain one or more nitro functional groups (−NO2). 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, 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, being almost invariably produced by nitration reactions starting with nitric acid.

Lithium nitrate Chemical compound

Lithium nitrate is an inorganic compound with the formula LiNO3. It is the lithium salt of nitric acid (an alkali metal nitrate). The salt is deliquescent, absorbing water to form the hydrated form, lithium nitrate trihydrate. Its eutectics are of interest for heat transfer fluids.

Chloropicrin, also known as PS and nitrochloroform, is a chemical compound currently used as a broad-spectrum antimicrobial, fungicide, herbicide, insecticide, and nematicide. Its chemical structural formula is Cl3CNO2.

Mercury(II) nitrate Chemical compound

Mercury(II) nitrate is a toxic colorless or white soluble crystalline mercury(II) salt of nitric acid. It was used to treat fur to make felt in a process called 'carroting'. The phrase 'mad as a hatter' is associated with psychological illness brought on by excessive exposure to mercury(II) nitrate. The practice continued in the United States until it was banned in December 1941 by the United States Public Health Service. The ban freed mercury(II) nitrate to be used in the manufacture of detonators in the then ongoing war.

Gallium nitrate Chemical compound

Gallium nitrate (brand name Ganite) is the gallium salt of nitric acid with the chemical formula Ga(NO3)3. It is a drug used to treat symptomatic hypercalcemia secondary to cancer. It works by preventing the breakdown of bone through the inhibition of osteoclast activity, thus lowering the amount of free calcium in the blood. Gallium nitrate is also used to synthesize other gallium compounds.

Silver nanoparticle Ultrafine particles of silver between 1 nm and 100 nm in size

Silver nanoparticles are nanoparticles of silver of between 1 nm and 100 nm in size. While frequently described as being 'silver' some are composed of a large percentage of silver oxide due to their large ratio of surface to bulk silver atoms. Numerous shapes of nanoparticles can be constructed depending on the application at hand. Commonly used silver nanoparticles are spherical, but diamond, octagonal, and thin sheets are also common.

OX1001

OX1001 (saquinavir-NO) is an experimental drug being developed by OncoNOx currently undergoing clinical studies and investigations for the treatment of cancer. OX1001 is a nitrate ester analog of the approved HIV protease inhibitor, saquinavir. This modification increases the anti-cancer property while decreasing toxicity of the drug. OX1001 shows broad activity against cancer cells but is particularly effective against hematological, prostate, and melanoma cancers as seen in in vitro and in vivo studies.

References

  1. Argo, W. L.; James, E. M.; Donnelly, J. L. (November 1919). "Tetrachlordinitroethane". The Journal of Physical Chemistry. 23 (8): 578–585. doi:10.1021/j150197a004.
  2. Burrows, Ronald Bertram; Hunter, Louis (1932). "176. The nitration of halogenoethylenes". Journal of the Chemical Society (Resumed): 1357. doi:10.1039/JR9320001357.
  3. 1 2 Sartori, Mario (1939). The War Gases (PDF).
  4. "Toxic agent". US3769354A.