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1,1-Dibromoethane
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changed changed 477201916 1,1-Dibromoethane.svg correct ?? 100 Stereo, skeletal formula of 1,1-dibromoethane with all explicit hydrogens added 1,1-Dibromoethane.png correct ?? 100 Spacefill model of 1,1-dibromoethane 1,1-Dibromoethane (bond and stick model).png 100 Bond and Stick model of 1,1-dibromoethane 1,1-dibromoethane.png 100 Line model of 1,1-dibromoethane 1,1-DibromoethaneEthylidene dibromide - Compound Summary https://pubchem.ncbi.nlm.nih.gov/compound/11201 PubChem Compound National Center for Biotechnology Information 19 June 2012 US 27 March 2005 Identification Ethylidene bromide, ethylidene dibromide 557-91-5 correct CAS correct FDA KJ8ZJY72QQ 11201 10728 correct chemspider 209-184-9 KH9000000 CC(Br)Br 1S/C2H4Br2/c1-2(3)4/h2H,1H3 correct chemspider APQIUTYORBAGEZ-UHFFFAOYSA-N correct chemspider 2 4 2 Colorless liquid 381.2 210.2https://pubchem.ncbi.nlm.nih.gov/compound/1_1-dibromoethane#section=Boiling-Point 1,1-Dirbomoethane National Center for Biotechnology Information 31 May 2017 3.4 g/L (25 °C) soluble in ether, ethanol, acetone, and benzene slight soluble chloroform 1.9 (estimated) 1.51277 (at 20 °C) DANGER 301 311 315 319 331 261 264 270 271 280 311 312 321 322 330 361 362 363 405 501 fishersci.com 2 1 0 > 93 alkanes Dibromomethane Bromoform Tetrabromomethane 1,2-Dibromoethane Tetrabromoethane 1,2-Dibromopropane 1,3-Dibromopropane 1,2,3-Tribromopropane
1,1-Dibromoethane is a clear, slightly brown, flammable chemical compound.http://fscimage.fishersci.com/msds/40481.htm MSDS Fisher Scientific, Inc 13 June 2012 3 October 2020 https://web.archive.org/web/20201003203923/http://fscimage.fishersci.com/msds/40481.htm dead It is classified as an organobromine compound, and has the chemical formula C2H4Br2http://www.chemspider.com/10728 Dibromoethane ChemSpider 13 June 2012 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.https://pubchem.ncbi.nlm.nih.gov/compound/1_1-dibromoethane#section=Use-and-Manufacturing 1,1-dibromoethane PubChem 9 June 2017 It is also used as a grain and soil fumigant for insect control.Larranaga Michael 10 March 2016 Hawley's Condensed Chemical Dictionary John Wiley & Sons https://books.google.com/books?id=EwV0CgAAQBAJ&q=dibromoethane&pg=PA440 9 June 2017 9781118135150
Synthesis
1,1-Dibromoethane is synthesized through addition of hydrogen bromide onto vinyl bromide with absence of peroxide radical. Kharasch M. McNab M. Mayo Frank June 1933 The Peroxide Effect in the Addition of Reagents to Unsaturated Compounds. II. The Addition of Hydrogen Bromide to Vinyl Bromide Journal of the American Chemical Society 55 6 2521–2530 10.1021/ja01333a048
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Safety
1,1-Dibromoethane is considered as a mildly 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.http://www.t3db.ca/toxins/T3D1793 1,1-Dibromoethane (T3D1793) The Toxin and Toxin Target Database 9 June 2017
References
Category:Bromoalkanes
Category:Haloethanes