| Revision as of 16:00, 16 February 2012 editBeetstra (talk | contribs)Edit filter managers, Administrators172,031 edits Saving copy of the {{chembox}} taken from revid 399178938 of page 1,1-Dibromoethane for the Chem/Drugbox validation project (updated: 'CASNo'). |
Latest revision as of 08:38, 24 January 2024 edit Maxim Masiutin (talk | contribs)Extended confirmed users, IP block exemptions, Pending changes reviewers30,609 edits Used lowercase "cite" template everywhere for consistency. |
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{{Chembox |
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{{ambox | text = This page contains a copy of the infobox ({{tl|chembox}}) taken from revid of page ] with values updated to verified values.}} |
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{{chembox |
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| verifiedrevid = 399177224 |
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| verifiedrevid = 477201916 |
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| Name = 1,1-Dibromoethane |
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| ImageFileL1 = 1,1-Dibromoethane.svg |
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| ImageFileL1 = 1,1-Dibromoethane.svg |
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| ImageFileL1_Ref = {{chemboximage|correct|??}} |
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| ImageSizeL1 = 100px |
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| ImageSizeL1 = 100 |
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| ImageNameL1 = 1,1-dibromoethane |
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| ImageNameL1 = Stereo, skeletal formula of 1,1-dibromoethane with all explicit hydrogens added |
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| ImageFileR1 = 1,1-Dibromoethane.png |
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| ImageFileR1 = 1,1-Dibromoethane.png |
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| ImageSizeR1 = 120px |
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| ImageFileR1_Ref = {{chemboximage|correct|??}} |
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| ImageNameR1 = 1,1-dibromoethane |
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| ImageSizeR1 = 100 |
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| IUPACName = 1,1-dibromoethane |
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| ImageNameR1 = Spacefill model of 1,1-dibromoethane |
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| OtherNames = |
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| ImageFileL2 = 1,1-Dibromoethane (bond and stick model).png |
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| Section1 = {{Chembox Identifiers |
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| SMILES = BrC(Br)C |
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| ImageSizeL2 = 100 |
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| ImageNameL2 =Bond and Stick model of 1,1-dibromoethane |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ImageFileR2 = 1,1-dibromoethane.png |
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| ImageSizeR2 = 100 |
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| ImageNameR2 = Line model of 1,1-dibromoethane |
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| PIN = 1,1-Dibromoethane<ref>{{cite web|title=Ethylidene dibromide - Compound Summary|url=https://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=11201&loc=ec_rcs|work=PubChem Compound|publisher=National Center for Biotechnology Information|accessdate=19 June 2012|location=US|date=27 March 2005|at=Identification}}</ref> |
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| OtherNames = Ethylidene bromide, ethylidene dibromide |
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|Section1={{Chembox Identifiers |
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| CASNo = 557-91-5 |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| UNII = KJ8ZJY72QQ |
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| PubChem = 11201 |
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| ChemSpiderID = 10728 |
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| ChemSpiderID = 10728 |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| InChI = 1/C2H4Br2/c1-2(3)4/h2H,1H3 |
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| EINECS = 209-184-9 |
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| InChIKey = APQIUTYORBAGEZ-UHFFFAOYAO |
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| RTECS = KH9000000 |
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| SMILES = CC(Br)Br |
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| StdInChI = 1S/C2H4Br2/c1-2(3)4/h2H,1H3 |
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| StdInChI = 1S/C2H4Br2/c1-2(3)4/h2H,1H3 |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey = APQIUTYORBAGEZ-UHFFFAOYSA-N |
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| StdInChIKey = APQIUTYORBAGEZ-UHFFFAOYSA-N |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| CASNo = <!-- blanked - oldvalue: 557-91-5 --> |
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| RTECS = KH9000000 |
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}} |
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| Section2 = {{Chembox Properties |
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| Formula = C<sub>2</sub>H<sub>4</sub>Br<sub>2</sub> |
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| MolarMass = 187.87 |
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| Appearance = Clear slightly brown liquid |
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| Density = 2.055 |
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| Solubility = insoluble |
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| Solubility1 = very soluble |
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| Solvent1 = ethanol |
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| Solubility2 = very soluble |
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| Solvent2 = diethyl ether |
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| RefractIndex = 1.51277 |
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| MeltingPtC = |
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| BoilingPtC = 109 |
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| pKa = |
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| Viscosity = |
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}} |
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| Section7 = {{Chembox Hazards |
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| ExternalMSDS = |
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| MainHazards = |
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| FlashPt = > 93 °C |
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| NFPA-H = 2 |
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| NFPA-F = 1 |
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| NFPA-R = |
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| NFPA-O = |
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| Section8 = {{Chembox Related |
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| Function = ]s |
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| OtherFunctn = ]<br>] }} |
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}} |
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|Section2={{Chembox Properties |
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| C=2 | H=4 | Br=2 |
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| Appearance = Colorless liquid |
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| BoilingPtK = 381.2 |
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| MeltingPtK= 210.2<ref>{{cite web |url=https://pubchem.ncbi.nlm.nih.gov/compound/1_1-dibromoethane#section=Boiling-Point|title=1,1-Dirbomoethane|publisher=] |accessdate=31 May 2017}}</ref> |
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| Solubility = 3.4 g/L (25 °C) |
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| SolubleOther = soluble in ], ], ],and ] <br>slight soluble ] |
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| LogP = 1.9 (estimated) |
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| RefractIndex = 1.51277 (at 20 °C) |
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}} |
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|Section3={{Chembox Hazards |
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| GHSSignalWord = '''DANGER''' |
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| HPhrases = {{H-phrases|301|311|315|319|331}} |
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| PPhrases = {{P-phrases|261|264|270|271|280|311|312|321|322|330|361|362|363|405|501}} |
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| ExternalSDS = |
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| NFPA-H = 2 |
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| NFPA-F = 1 |
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| NFPA-R = 0 |
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| FlashPt = > |
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| FlashPtC = 93 |
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}} |
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|Section4={{Chembox Related |
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| OtherFunction_label = alkanes |
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| OtherFunction = {{Unbulleted list|]|]|]|]|]|]|]|]}} |
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'''1,1-Dibromoethane''' is a clear, slightly brown, ] ].<ref>{{cite web |url=http://fscimage.fishersci.com/msds/40481.htm|title=MSDS|publisher=] |accessdate=13 June 2012}}</ref> It is classified as the ], and has the chemical formula C{{sub|2}}H{{sub|4}}Br{{sub|2}}<ref>{{cite web |url=http://www.chemspider.com/10728 |title=Dibromoethane|publisher=] |accessdate=13 June 2012}}</ref> and it is a position isomer of ]. It is commonly seen in industrial chemistry, where it is used as a fuel additive.<ref>{{cite web |url=https://pubchem.ncbi.nlm.nih.gov/compound/1_1-dibromoethane#section=Use-and-Manufacturing|title=1,1-dibromoethane|publisher=] |accessdate=9 June 2017}}</ref> It is also used as a grain and soil fumigant for insect control.<ref>{{cite book |last=Larranaga |first=Michael |date=10 March 2016 |title=Hawley's Condensed Chemical Dictionary |publisher=John Wiley & Sons |url=https://books.google.com/books?id=EwV0CgAAQBAJ&q=dibromoethane&pg=PA440 |accessdate=9 June 2017|isbn=9781118135150 }}</ref> |
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==Synthesis== |
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1,1-Dibromoethane is synthesized through addition of ] onto ] with absence of peroxide radical.<ref>{{cite journal |last1= Kharasch|first1= M.|last2= McNab|first2= M.|last3= Mayo|first3= Frank|date= June 1933|title= The Peroxide Effect in the Addition of Reagents to Unsaturated Compounds. II. The Addition of Hydrogen Bromide to Vinyl Bromide|journal= Journal of the American Chemical Society|volume= 55|issue=6|pages= 2521–2530|doi= 10.1021/ja01333a048}}</ref> |
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==Safety== |
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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 ].<ref>{{cite web |url=http://www.t3db.ca/toxins/T3D1793|title=1,1-Dibromoethane (T3D1793) |publisher= The Toxin and Toxin Target Database |accessdate= 9 June 2017}}</ref> |
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==References== |
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{{Reflist}} |
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{{DEFAULTSORT:Dibromoethane, 1, 1-}} |
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] |