CHEBI:47232 - bromoethane

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ChEBI Name bromoethane
ChEBI ID CHEBI:47232
Definition A bromoalkane that is ethane carrying a bromo substituent. It is an alkylating agent used as a chemical intermediate in various organic syntheses.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information eMolecules:475226
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Bromoethane, also known as ethyl bromide, is a chemical compound of the haloalkanes group. It is abbreviated by chemists as EtBr (which is also used as an abbreviation for ethidium bromide). This volatile compound has an ether-like odor.
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Formula C2H5Br
Net Charge 0
Average Mass 108.966
Monoisotopic Mass 107.95746
InChI InChI=1S/C2H5Br/c1-2-3/h2H2,1H3
InChIKey RDHPKYGYEGBMSE-UHFFFAOYSA-N
SMILES CCBr
Roles Classification
Chemical Role(s): solvent
A liquid that can dissolve other substances (solutes) without any change in their chemical composition.
Biological Role(s): carcinogenic agent
A role played by a chemical compound which is known to induce a process of carcinogenesis by corrupting normal cellular pathways, leading to the acquistion of tumoral capabilities.
alkylating agent
Highly reactive chemical that introduces alkyl radicals into biologically active molecules and thereby prevents their proper functioning. It could be used as an antineoplastic agent, but it might be very toxic, with carcinogenic, mutagenic, teratogenic, and immunosuppressant actions. It could also be used as a component of poison gases.
Application(s): solvent
A liquid that can dissolve other substances (solutes) without any change in their chemical composition.
refrigerant
A substance used in a thermodynamic heat pump cycle or refrigeration cycle that undergoes a phase change from a gas to a liquid and back. Refrigerants are used in air-conditioning systems and freezers or refrigerators and are assigned a "R" number (by ASHRAE - formerly the American Society of Heating, Refrigerating and Air Conditioning Engineers), which is determined systematically according to their molecular structure.
local anaesthetic
Any member of a group of drugs that reversibly inhibit the propagation of signals along nerves. Wide variations in potency, stability, toxicity, water-solubility and duration of action determine the route used for administration, e.g. topical, intravenous, epidural or spinal block.
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ChEBI Ontology
Outgoing bromoethane (CHEBI:47232) has role alkylating agent (CHEBI:22333)
bromoethane (CHEBI:47232) has role carcinogenic agent (CHEBI:50903)
bromoethane (CHEBI:47232) has role local anaesthetic (CHEBI:36333)
bromoethane (CHEBI:47232) has role refrigerant (CHEBI:78433)
bromoethane (CHEBI:47232) has role solvent (CHEBI:46787)
bromoethane (CHEBI:47232) is a bromoalkane (CHEBI:22929)
bromoethane (CHEBI:47232) is a bromohydrocarbon (CHEBI:22926)
bromoethane (CHEBI:47232) is a volatile organic compound (CHEBI:134179)
IUPAC Name
bromoethane
Synonyms Sources
1-bromoethane PDBeChem
bromic ether ChemIDplus
ethyl bromide ChemIDplus
hydrobromic ether ChemIDplus
monobromoethane ChemIDplus
Manual Xrefs Databases
6092 ChemSpider
BBX PDBeChem
Bromoethane Wikipedia
C19354 KEGG COMPOUND
View more database links
Registry Numbers Types Sources
1209224 Reaxys Registry Number Reaxys
74-96-4 CAS Registry Number ChemIDplus
74-96-4 CAS Registry Number NIST Chemistry WebBook
Citations
Shastri A, Singh PJ, Krishnakumar S, Das AK, Raja Sekhar BN (2017)
Electronic spectroscopy of ethyl bromide probed by VUV photoabsorption and quantum chemical calculations.
Physical chemistry chemical physics : PCCP 19, 6454-6469 [PubMed:28197565]
[show Abstract]
Gardiner SH, Karsili TN, Lipciuc ML, Wilman E, Ashfold MN, Vallance C (2014)
Fragmentation dynamics of the ethyl bromide and ethyl iodide cations: a velocity-map imaging study.
Physical chemistry chemical physics : PCCP 16, 2167-2178 [PubMed:24317740]
[show Abstract]
Borkar S, Sztáray B (2010)
Self-consistent heats of formation for the ethyl cation, ethyl bromide, and ethyl iodide from threshold photoelectron photoion coincidence spectroscopy.
The journal of physical chemistry. A 114, 6117-6123 [PubMed:20433180]
[show Abstract]
Yuan X, Li X, Zhu E, Hu J, Sheng W, Cao S (2008)
A novel hypercrosslinked polymeric adsorbent modified by phenolic hydroxyl group of 2-naphthol with bromoethane as crosslinking reagent
Carbohydrate Polymers. 74, 468-473 [Agricola:IND44115155]
[show Abstract]
Holder JW (2008)
Analysis of chloroethane toxicity and carcinogenicity including a comparison with bromoethane.
Toxicology and industrial health 24, 655-675 [PubMed:19141570]
[show Abstract]
Martínez-Avilés M, Rosado-Reyes CM, Francisco JS (2007)
Atmospheric oxidation mechanism of bromoethane.
The journal of physical chemistry. A 111, 11652-11660 [PubMed:17941615]
[show Abstract]
Tang Y, Ji L, Zhu R, Wei Z, Zhang B (2005)
Photodissociation study of ethyl bromide in the ultraviolet range by the ion-velocity imaging technique.
Chemphyschem : a European journal of chemical physics and physical chemistry 6, 2137-2144 [PubMed:16208756]
[show Abstract]
Tang B, Zhang S, Wang Y, Tang Y, Zhang B (2005)
One-color two-photon mass-analyzed threshold ionization spectroscopy of ethyl bromide through a dissociative intermediate state.
The Journal of chemical physics 123, 164305 [PubMed:16268695]
[show Abstract]
Aoyama H, Couse JF, Hewitt SC, Haseman JK, He H, Zheng X, Majstoravich S, Korach KS, Dixon D (2005)
Upregulation of estrogen receptor expression in the uterus of ovariectomized B6C3F1 mice and Ishikawa cells treated with bromoethane.
Toxicology and applied pharmacology 209, 226-235 [PubMed:15922381]
[show Abstract]
Picut CA, Aoyama H, Holder JW, Gold LS, Maronpot RR, Dixon D (2003)
Bromoethane, chloroethane and ethylene oxide induced uterine neoplasms in B6C3F1 mice from 2-year NTP inhalation bioassays: pathology and incidence data revisited.
Experimental and toxicologic pathology : official journal of the Gesellschaft fur Toxikologische Pathologie 55, 1-9 [PubMed:12940622]
[show Abstract]
Bucher JR, Morgan DL, Adkins B, Travlos GS, Davis BJ, Morris R, Elwell MR (1995)
Early changes in sex hormones are not evident in mice exposed to the uterine carcinogens chloroethane or bromoethane.
Toxicology and applied pharmacology 130, 169-173 [PubMed:7839365]
[show Abstract]
National Toxicology Program (1989)
Toxicology and Carcinogenesis Studies of Bromoethane (Ethyl Bromide) (CAS No. 74-96-4) in F344/N Rats and B6C3F1 Mice (Inhalation Studies).
National Toxicology Program technical report series 363, 1-186 [PubMed:12695778]
[show Abstract]
Karimullina NK, Gizatullina AA (1969)
[On the liver condition in animals under the effect of bromic ether].
Farmakologiia i toksikologiia 32, 165-167 [PubMed:5772141]
(1965)
Ethyl bromide (bromoethane) CH3CH2Br.
American Industrial Hygiene Association journal 26, 192-195 [PubMed:5828123]
TAKACS J, INCZEDY J, ERDEY L (1962)
[Simultaneous determination of methyl bromide and ethyl bromide].
Journal of chromatography 9, 247-249 [PubMed:13980246]
Last Modified
09 July 2021