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| verifiedrevid = 383267489 |
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|Reference=<ref> at ]</ref> |
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| verifiedrevid = 448747955 |
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| ImageFile = Tetrabromoethane.png |
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| ImageFile_Ref = {{chemboximage|correct|??}} |
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| ImageFile_Ref = {{chemboximage|correct|??}} |
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| ImageSize = 100 |
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| ImageFile=Tetrabromoethane.png |
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| ImageName = Seletal formula of tetrabromoethane |
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|ImageSize=150px |
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|IUPACName=1,1,2,2-Tetrabromoethane |
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| ImageFile1 = Tetrabromoethane.svg |
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| ImageFile1_Ref = {{chemboximage|correct|??}} |
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|OtherNames=Acetylene tetrabromide<br>Muthmanns liquid |
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| ImageSize1 = 160 |
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| ImageName1 = Stereo, skeletal formula of tetrabromoethane with all explicit hydrogens added |
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| ImageFileL1 = 1,1,2,2-Tetrabromoethane-3D-balls.png |
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| ImageFileL1_Ref = {{chemboximage|correct|??}} |
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| ImageNameL1 = Ball and stick model of tetrabromoethane |
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| ImageFileR1 = 1,1,2,2-Tetrabromoethane-3D-spacefill.png |
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| ImageFileR1_Ref = {{chemboximage|correct|??}} |
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| ImageNameR1 = Spacefill model of tetrabromoethane |
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| PIN = 1,1,2,2-Tetrabromoethane<ref>{{Cite web|title=1,1,2,2-tetrabromoethane - Compound Summary|url=https://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=6588|work=PubChem Compound|publisher=National Center for Biotechnology Information|accessdate=20 June 2012|location=USA|date=26 March 2005|at=Identification}}</ref> |
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| OtherNames = {{Unbulleted list|Acetylene tetrabromide<ref name=NIOSH>{{PGCH|0009}}</ref>|Muthmann's liquid<ref>Mellan, Ibert, (1950) ''Industrial solvents'', page 172</ref>|Tetrabromoacetylene<ref name=NIOSH/>|Symmetrical tetrabromoethane<ref name=NIOSH/>}} |
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|Section1={{Chembox Identifiers |
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|Section1={{Chembox Identifiers |
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| Abbreviations = TBE |
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| Abbreviations = TBE<ref name=NIOSH/> |
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| CASNo=79-27-6 |
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| CASNo = 79-27-6 |
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| CASNo_Ref = {{cascite|correct|??}} |
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| PubChem=6588 |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| SMILES=C(C(Br)Br)(Br)Br |
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| UNII = V00GKC584O |
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| PubChem = 6588 |
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| ChemSpiderID = 6339 |
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| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}} |
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| EINECS = 201-191-5 |
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| UNNumber = 2504 |
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| MeSHName = 1,1,2,2-tetrabromoethane |
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| RTECS = KI8225000 |
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| Beilstein = 1098321 |
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| SMILES = BrC(Br)C(Br)Br |
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| StdInChI = 1S/C2H2Br4/c3-1(4)2(5)6/h1-2H |
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| StdInChI_Ref = {{stdinchicite|changed|chemspider}} |
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| StdInChIKey = QXSZNDIIPUOQMB-UHFFFAOYSA-N |
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| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}} |
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}} |
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|Section2={{Chembox Properties |
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|Section2={{Chembox Properties |
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| C=2 | H=2 | Br=4 |
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| Formula=C<sub>2</sub>H<sub>2</sub>Br<sub>4</sub> |
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| Appearance = Colourless liquid |
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| MolarMass=345.65328 |
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| Density = 2.967 g mL<sup>−1</sup> |
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| Appearance= |
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| MeltingPtK = 272.2 |
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| Density=2.967 g/mL |
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| BoilingPtK = 516.7 |
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| MeltingPt=−1 to 1 °C |
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| Solubility = 630 mg L<sup>−1</sup> (at 20 °C) |
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| BoilingPt=244 °C <br>119 °C at 15 mmHg |
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| Solubility=0.63 g/L (20°C) |
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| VaporPressure = 10 Pa (at 20 °C) |
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| RefractIndex = 1.637 |
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}} |
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| MagSus = -123.4·10<sup>−6</sup> cm<sup>3</sup>/mol |
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| Section3 = {{Chembox Hazards |
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| ExternalMSDS = |
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| NFPA-H = 3 |
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| NFPA-F = 1 |
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| NFPA-R = 1 |
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| NFPA-O = |
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| RPhrases = |
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| SPhrases = |
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| MainHazards= |
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| FlashPt=97 °C |
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| Autoignition=335 °C |
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|Section3={{Chembox Thermochemistry |
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| HeatCapacity = 165.7 J K<sup>−1</sup> mol<sup>−1</sup> |
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|Section4={{Chembox Hazards |
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| ExternalSDS = |
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| GHSPictograms = {{GHS skull and crossbones}} |
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| GHSSignalWord = '''DANGER''' |
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| HPhrases = {{H-phrases|319|330|412}} |
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| PPhrases = {{P-phrases|260|273|284|305+351+338|310}} |
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| NFPA-H = 3 |
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| NFPA-F = 1 |
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| NFPA-R = 1 |
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| FlashPtC = 97 |
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| AutoignitionPtC = 335 |
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| LD50 = {{Unbulleted list|1.2 g kg<sup>−1</sup> <small>(oral, rat)</small><ref name=IDLH>{{IDLH|79276|Acetylene tetrabromide}}</ref>|5.25 g kg<sup>−1</sup> <small>(dermal, rat)</small>|0.4 g/kg <small>(oral, guinea pig)</small><ref name=IDLH/>|0.4 g/kg <small>(oral, rabbit)</small><ref name=IDLH/>|0.269 g/kg <small>(oral, mouse)</small><ref name=IDLH/>}} |
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| PEL = TWA 1 ppm (14 mg/m<sup>3</sup>)<ref name=NIOSH>{{PGCH|0009}}</ref> |
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| REL = None established<ref name=NIOSH/> |
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| IDLH = 8 ppm<ref name=NIOSH/> |
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| LC50 = 38 ppm (rat, 4 hr)<ref name=IDLH/> |
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|Section5={{Chembox Related |
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| OtherFunction_label = alkanes |
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| OtherFunction = {{Unbulleted list|]|]|]|]|]|]|]|]}} |
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'''1,1,2,2-Tetrabromoethane''', or simply '''tetrabromoethane''' (TBE), is a ] ], chemical formula C<sub>2</sub>H<sub>2</sub>Br<sub>4</sub>. Although three bromine atoms may bind to one of the carbon atoms creating 1,1,1,2-tetrabromoethane this is not thermodynamically favorable, so in practice tetrabromoethane is equal to 1,1,2,2-tetrabromoethane, where each carbon atom binds two bromine atoms. |
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==Uses== |
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'''Tetrabromoethane''' (TBE) is a ] ], chemical formula C<sub>2</sub>H<sub>2</sub>Br<sub>4</sub>. Although three bromine atoms may bind to one of the carbon atoms creating 1,1,1,2-tetrabromoethane this is not thermodynamically favorable, so in practice tetrabromoethane is equal to 1,1,2,2-tetrabromoethane, where each carbon atom binds two bromine atoms. |
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It has an unusually high ] for an organic compound, near 3 g/mL, due largely to the four ] atoms.<ref name="heavyliquids">, heavyliquids.com</ref> TBE is a ] at ], and is used to separate ] ores from its supporting rock by means of preferential flotation. ], ], ], ] and other minerals with low density will float in TBE, while minerals such as ], ] and ] will sink. A related compound, ], is also sometimes used in these applications, however, TBE is more practical because of its wider liquid range and lower vapor pressure.<ref name="heavyliquids"/> |
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==Safety== |
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It has an unusually high ] an organic compound, near 3 g/mL, due largely to the four ] atoms.<ref name="heavyliquids">, heavyliquids.com</ref> TBE is a ] at ], and is used to separate ] ores from its supporting rock by means of preferential flotation. Sand, ], ], and other types of rock material will float on TBE, while minerals such as ], ] and ] will sink. A related compound, ], is also sometimes used in these applications, however, TBE is more practical because of its wider liquid range and lower vapor pressure.<ref name="heavyliquids"/> Acute TBE poisoning has been known to occur.<ref>{{cite journal | title = Acute tetrabromoethane (acetylene tetrabromide) intoxication in man | author = A B van Haaften | journal = American Industrial Hygiene Association | year = 1969 | volume = 30 | issue = 3 | pages = 251–256 | url=http://www.curehunter.com/public/pubmed5793994.do | doi = 10.1080/0002889698506042}}</ref> |
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Permissible exposure limit is 1 ppm.<ref name=Ullmann>{{ Ullmann | author = Dagani, M. J. | author2 = Barda, H. J. | author3 = Benya, T. J. | author4 = Sanders, D. C. | title = Bromine Compounds | doi = 10.1002/14356007.a04_405 }}</ref> Cases of acute TBE poisoning are known as well.<ref>{{cite journal | title = Acute Tetrabromoethane (Acetylene Tetrabromide) Intoxication in Man | author = A B van Haaften | journal = American Industrial Hygiene Association Journal| year = 1969 | volume = 30 | issue = 3 | pages = 251–256 | pmid =5793994 | doi = 10.1080/00028896909343119}}</ref> |
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== References == |
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==References== |
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{{reflist}} |
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{{Reflist}} |
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{{DEFAULTSORT:Tetrabromoethane, 1,1,2,2-}} |
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{{DEFAULTSORT:Tetrabromoethane, 1,1,2,2-}} |
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