Tetrabromoethylene
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Tetrabromoethylene is an
organobromine Organobromine chemistry is the study of the synthesis and properties of organobromine compounds, also called organobromides, which are organic compounds that contain carbon bonded to bromine. The most pervasive is the naturally produced bromometha ...
compound with the
chemical formula A chemical formula is a way of presenting information about the chemical proportions of atoms that constitute a particular chemical compound or molecule, using chemical element symbols, numbers, and sometimes also other symbols, such as pare ...
. Its structure is . Under standard conditions, it exists in a form of colorless crystals. It is a
brominated In chemistry, halogenation is a chemical reaction which introduces one or more halogens into a chemical compound. Halide-containing compounds are pervasive, making this type of transformation important, e.g. in the production of polymers, drugs ...
derivative of
ethylene Ethylene (IUPAC name: ethene) is a hydrocarbon which has the formula or . It is a colourless, flammable gas with a faint "sweet and musky" odour when pure. It is the simplest alkene (a hydrocarbon with carbon–carbon bond, carbon–carbon doub ...
. Tetrabromoethylene is a potential
fungicide Fungicides are pesticides used to kill parasitic fungi or their spores. Fungi can cause serious damage in agriculture, resulting in losses of yield and quality. Fungicides are used both in agriculture and to fight fungal infections in animals, ...
and
bactericide A bactericide or bacteriocide, sometimes abbreviated Bcidal, is a substance which kills bacteria. Bactericides are disinfectants, antiseptics, or antibiotics. However, material surfaces can also have bactericidal properties based solely on their p ...
on fruits. It was used in mineral separation. It is an irritant.https://pubchem.ncbi.nlm.nih.gov/compound/Ethene_-1_1_2_2-tetrabromo It is prepared from
acetylene Acetylene (Chemical nomenclature, systematic name: ethyne) is a chemical compound with the formula and structure . It is a hydrocarbon and the simplest alkyne. This colorless gas is widely used as a fuel and a chemical building block. It is u ...
and
bromine Bromine is a chemical element; it has chemical symbol, symbol Br and atomic number 35. It is a volatile red-brown liquid at room temperature that evaporates readily to form a similarly coloured vapour. Its properties are intermediate between th ...
in multiple steps. One method involves dehydrobromination of pentabromoethane, other method involves
bromination In chemistry, halogenation is a chemical reaction which introduces one or more halogens into a chemical compound. Halide-containing compounds are pervasive, making this type of transformation important, e.g. in the production of polymers, drugs ...
of dibromoethylene in
chloroform Chloroform, or trichloromethane (often abbreviated as TCM), is an organochloride with the formula and a common solvent. It is a volatile, colorless, sweet-smelling, dense liquid produced on a large scale as a precursor to refrigerants and po ...
.Miller, S. A. (1965). Acetylene: Its Properties, Manufacture, and Uses. UK Academic Press. Reaction of mercuric acetylide and bromine also gives tetrabromoethylene. It can be produced by oxybrominating
butane Butane () is an alkane with the formula C4H10. Butane exists as two isomers, ''n''-butane with connectivity and iso-butane with the formula . Both isomers are highly flammable, colorless, easily liquefied gases that quickly vaporize at ro ...
with free oxygen and bromine. Tetrabromoethylene gives tribromoacetyl bromide upon treatment with fuming nitric acid.Perekalin, V. V. (1964). Unsaturated Nitro Compounds.


See also

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Tetrachloroethylene Tetrachloroethylene, also known as perchloroethylene or under the systematic name tetrachloroethene, and abbreviations such as perc (or PERC), and PCE, is a chlorocarbon with the formula . It is a non-flammable, stable, colorless and heavy liqu ...
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Tetrafluoroethylene Tetrafluoroethylene (TFE) is a fluorocarbon with the chemical formula . It is a colorless gas. Its structure is . It is used primarily in the industrial preparation of fluoropolymers. It is the simplest perfluorinated alkene. It was first repor ...
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Tetraiodoethylene Tetraiodoethylene, TIE or diiodoform, is an Organoiodine chemistry, organoiodine compound with the chemical formula . Its structure is . It is an odourless yellow crystalline solid that is soluble in benzene and chloroform, and insoluble in water.L ...
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Tetrabromoethane 1,1,2,2-Tetrabromoethane, or simply tetrabromoethane (TBE), is a halogenated hydrocarbon, chemical formula C2H2Br4. Although three bromine atoms may bind to one of the carbon atoms creating 1,1,1,2-tetrabromoethane this is not thermodynamically fav ...


References

Bromoalkenes {{organohalide-stub