Names | |||
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Preferred IUPAC name 1,1-Dibromoethane [1] | |||
Identifiers | |||
3D model (JSmol) | |||
ChemSpider | |||
ECHA InfoCard | 100.008.351 | ||
EC Number |
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PubChem CID | |||
RTECS number |
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UNII | |||
CompTox Dashboard (EPA) | |||
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Properties | |||
C2H4Br2 | |||
Molar mass | 187.862 g·mol−1 | ||
Appearance | Colorless liquid | ||
Melting point | −63.0 °C; −81.3 °F; 210.2 K | ||
Boiling point | 108.1 °C; 226.5 °F; 381.2 K | ||
3.4 g/L (25 °C) | |||
Solubility | soluble in ether, ethanol, acetone,and benzene slight soluble chloroform | ||
log P | 1.9 (estimated) | ||
Refractive index (nD) | 1.51277 (at 20 °C) | ||
Hazards | |||
GHS labelling: | |||
Danger | |||
H301, H311, H315, H319, H331 | |||
P261, P264, P270, P271, P280, P311, P312, P321, P322, P330, P361, P362, P363, P405, P501 | |||
NFPA 704 (fire diamond) | |||
Flash point | >93 °C (199 °F; 366 K) | ||
Safety data sheet (SDS) | fishersci.com | ||
Related compounds | |||
Related alkanes | |||
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). |
1,1-Dibromoethane is a clear, slightly brown, flammable chemical compound. [2] It is classified as the organobromine compound, and has the chemical formula C2H4Br2 [3] and it is a position isomer of 1,2-dibromoethane. It is commonly seen in industrial chemistry, where it is used as a fuel additive. [4] It is also used as a grain and soil fumigant for insect control. [5]
1,1-Dibromoethane is synthesized through addition of hydrogen bromide onto vinyl bromide with absence of peroxide radical. [6]
1,1-Dibromoethane is considered as a mild toxic compound, especially with bromines attached as substituents. Bromines on the ethane are strong oxidizing agents. If absorbed through inhalation, 1,1-dibromoethane could potentially cause neuronal effects, tissue damage, and bromism. [7]
Bromine is a chemical element; it has 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 those of chlorine and iodine. Isolated independently by two chemists, Carl Jacob Löwig and Antoine Jérôme Balard, its name was derived from the Ancient Greek βρῶμος (bromos) meaning "stench", referring to its sharp and pungent smell.
The haloalkanes are alkanes containing one or more halogen substituents. They are a subset of the general class of halocarbons, although the distinction is not often made. Haloalkanes are widely used commercially. They are used as flame retardants, fire extinguishants, refrigerants, propellants, solvents, and pharmaceuticals. Subsequent to the widespread use in commerce, many halocarbons have also been shown to be serious pollutants and toxins. For example, the chlorofluorocarbons have been shown to lead to ozone depletion. Methyl bromide is a controversial fumigant. Only haloalkanes that contain chlorine, bromine, and iodine are a threat to the ozone layer, but fluorinated volatile haloalkanes in theory may have activity as greenhouse gases. Methyl iodide, a naturally occurring substance, however, does not have ozone-depleting properties and the United States Environmental Protection Agency has designated the compound a non-ozone layer depleter. For more information, see Halomethane. Haloalkane or alkyl halides are the compounds which have the general formula "RX" where R is an alkyl or substituted alkyl group and X is a halogen.
1,2-Dibromoethane, also known as ethylene dibromide (EDB), is an organobromine compound with the chemical formula C
2H
4Br
2. Although trace amounts occur naturally in the ocean, where it is probably formed by algae and kelp, it is mainly synthetic. It is a dense colorless liquid with a faint, sweet odor, detectable at 10 ppm, and is a widely used and sometimes-controversial fumigant. The combustion of 1,2-dibromoethane produces hydrogen bromide gas that is significantly corrosive.
In chemistry, an electrophile is a chemical species that forms bonds with nucleophiles by accepting an electron pair. Because electrophiles accept electrons, they are Lewis acids. Most electrophiles are positively charged, have an atom that carries a partial positive charge, or have an atom that does not have an octet of electrons.
In organic chemistry, free-radical addition is an addition reaction which involves free radicals. Radical additions are known for a variety of unsaturated substrates, both olefinic or aromatic and with or without heteroatoms.
A bromide ion is the negatively charged form (Br−) of the element bromine, a member of the halogens group on the periodic table. Most bromides are colorless. Bromides have many practical roles, being found in anticonvulsants, flame-retardant materials, and cell stains. Although uncommon, chronic toxicity from bromide can result in bromism, a syndrome with multiple neurological symptoms. Bromide toxicity can also cause a type of skin eruption, see potassium bromide. The bromide ion has an ionic radius of 196 pm.
Carbon tetrabromide, CBr4, also known as tetrabromomethane, is a bromide of carbon. Both names are acceptable under IUPAC nomenclature.
1-Bromobutane is the organobromine compound with the formula CH3(CH2)3Br. It is a colorless liquid, although impure samples appear yellowish. It is insoluble in water, but soluble in organic solvents. It is primarily used as a source of the butyl group in organic synthesis. It is one of several isomers of butyl bromide.
Bromoethane, also known as ethyl bromide, is a chemical compound of the haloalkanes group. It is abbreviated by chemists as EtBr. This volatile compound has an ether-like odor.
The hypobromite ion, also called alkaline bromine water, is BrO−. Bromine is in the +1 oxidation state. The Br–O bond length is 1.82 Å. Hypobromite is the bromine compound analogous to hypochlorites found in common bleaches, and in immune cells. In many ways, hypobromite functions in the same manner as hypochlorite, and is also used as a germicide and antiparasitic in both industrial applications, and in the immune system.
1-Bromohexane is organobromine compound with formula Br(CH2)5CH3. It is a colorless liquid.
2-Bromopropane, also known as isopropyl bromide and 2-propyl bromide, is the halogenated hydrocarbon with the formula CH3CHBrCH3. It is a colorless liquid. It is used for introducing the isopropyl functional group in organic synthesis. 2-Bromopropane is prepared by heating isopropanol with hydrobromic acid.
Dibromomethane or methylene bromide, or methylene dibromide is a halomethane with the formula CH2Br2. It is slightly soluble in water but very soluble in organic solvents. It is a colorless liquid.
Mercury(II) bromide or mercuric bromide is an inorganic compound with the formula HgBr2. This white solid is a laboratory reagent. Like all mercury salts, it is highly toxic.
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 bromomethane.
Chlorine perchlorate is a chemical compound with the formula Cl2O4. This chlorine oxide is an asymmetric oxide, with one chlorine atom in +1 oxidation state and the other +7, with proper formula ClOClO3. It is produced by the photodimerization of chlorine dioxide (ClO2) at room temperature by 436 nm ultraviolet light:
2-Bromohexane is the organobromine compound with the formula CH3CH(Br)(CH2)3CH3. It is a colorless liquid. The compound is chiral. Most 2-bromoalkanes are prepared by addition of hydrogen bromide to the 1-alkene. Markovnikov addition proceeds in the absence of free-radicals, i.e. give the 2-bromo derivatives.
1,1-Diiodoethane is an organic saturated haloalkane containing iodine with formula CH3CHI2.
1-Bromododecane is a bromoalkane with the formula Br(CH2)11CH3. It is a colorless liquid. It is used as a long chain alkylating agent to improve the lipophilicity and hydrophobicity of organic molecules for biological applications.
Bromotoluene is a group of three isomeric methyl aryl bromides. They consist of a disubstituted benzene ring with one bromine atom and one methyl group.