| Revision as of 16:11, 16 February 2012 editBeetstra (talk | contribs)Edit filter managers, Administrators172,031 edits Saving copy of the {{chembox}} taken from revid 458715441 of page 1,2-Dichloroethene for the Chem/Drugbox validation project (updated: ''). |
Latest revision as of 04:16, 12 January 2024 edit Dmoews (talk | contribs)Extended confirmed users971 edits added Category:Hydrofluoroolefins using HotCat |
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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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{{chembox |
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| verifiedrevid = 443901242 |
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| Watchedfields = changed |
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| Name = ''cis''-1,2-Dichloroethene (Z) <small>(left)</small> and ''trans''-1,2-Dichloroethene (E) <small>(right)</small> |
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| verifiedrevid = 477203654 |
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| ImageFileL1 = Cis-1,2-dichloroethene.png |
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| ImageFileL1 = Cis-1,2-difluoroethylene.svg |
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| ImageSizeL1 = 110px |
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| ImageNameL1 = Skeletal formula of cis-1,2-dichloroethene |
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| ImageNameL1 = Skeletal formula of cis-1,2-difluoroethene with all explicit hydrogens added |
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| ImageFileR1 = Trans-1,2-dichloroethene.png |
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| ImageCaptionL1= ''cis''-1,2-Difluoroethene (''Z'') |
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| ImageFileR1 = Trans-1,2-difluoroethylene.svg |
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| ImageSizeR1 = 110px |
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| ImageNameR1 = Skeletal formula of trans-1,2-dichloroethene |
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| ImageNameR1 = Skeletal formula of trans-1,2-difluoroethene with all explicit hydrogens added |
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| ImageCaptionR1= ''trans''-1,2-Difluoroethene (''E'') |
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| ImageFileL2 = Cis-dichloroethylene-3D-balls.png |
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| ImageSizeL2 = 110px |
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| ImageFileL2 = Cis-1,2-difluoroethene.png |
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| ImageNameL2 = Ball-and-stick model of cis-1,2-dichloroethene |
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| ImageNameL2 = 3D structure of Cis-1,2-difluoroethene |
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| ImageFileR2 = Trans-dichloroethylene-3D-balls.png |
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| ImageCaptionL2= ''cis''-1,2-Difluoroethene (''Z'') |
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| ImageSizeR2 = 110px |
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| ImageFileR2 = Trans-1,2-difluoroethene.png |
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| ImageNameR2 = Ball-and-stick model of trans-1,2-dichloroethene |
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| ImageNameR2 = 3D structure of Trans-1,2-difluoroethene |
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| IUPACName = 1,2-Dichloroethene |
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| ImageCaptionR2= ''trans''-1,2-Difluoroethene (''E'') |
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| OtherNames = 1,2-Dichloroethylene<br />1,2-DCE |
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| ImageFileL3 = Cis-1,2-difluoroetheneball.jpg |
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| ImageNameL3 = spacefill structure of Cis-1,2-difluoroethene |
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| ImageFileR3 = Trans-1,2-difluoroetheneball.jpg |
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| ImageNameR3 = spacefill structure of Tran-1,2-difluoroethene |
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| ImageCaptionL3= ''cis''-1,2-Difluoroethene (''Z'') |
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| ImageCaptionR3= ''trans''-1,2-Difluoroethene (''E'') |
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| PIN = 1,2-Difluoroethene |
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| OtherNames = 1,2-Difluoroethylene<br />''sym''-Difluoroethylene<br />Ethene, 1,2-difluoro-,(''Z'')-<br />''cis''-Difluoroethene |
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| Section1 = {{Chembox Identifiers |
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| Section1 = {{Chembox Identifiers |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChEBI_Ref = {{ebicite|correct|EBI}} |
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| ChEBI = 18882 |
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| ChemSpiderID = 10438 |
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| KEGG_Ref = {{keggcite|correct|kegg}} |
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| KEGG = C06792 |
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| InChI = 1/C2H2Cl2/c3-1-2-4/h1-2H/b2-1- |
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| InChIKey = KFUSEUYYWQURPO-UPHRSURJBI |
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| InChI1 = 1/C2H2Cl2/c3-1-2-4/h1-2H |
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| InChIKey1 = KFUSEUYYWQURPO-UHFFFAOYAW |
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| SMILES1 = ClC=CCl |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChI = 1S/C2H2Cl2/c3-1-2-4/h1-2H |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey = KFUSEUYYWQURPO-UHFFFAOYSA-N |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| CASNo = 156-59-2 |
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| CASNo = 1630-77-9 |
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| CASNo_Comment = (Z) |
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| CASNo_Comment = (''Z'') |
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| CASNo1 = 156-60-5 |
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| PubChem = 5462921 |
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| ChemSpiderID = 21106435 |
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| CASNo1_Comment = (E) |
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| CASNo2 = 540-59-0 |
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| SMILES = C(=C/F)/F |
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| CASNo2_Comment = (racemate) |
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| SMILES_Comment = (''cis'') |
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| SMILES = Cl=CCl |
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| SMILES1 = C(=C/F)\F |
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| SMILES1_Comment = (''trans'') |
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| StdInChI = 1S/C2H2F2/c3-1-2-4/h1-2H/b2-1- |
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| StdInChIKey = WFLOTYSKFUPZQB-UPHRSURJSA-N |
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}} |
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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 | F=2 |
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| Formula = C<sub>2</sub>H<sub>2</sub>Cl<sub>2</sub> |
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| Appearance = |
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| MolarMass = 96.95 g/mol |
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| Density = Z: 1.28 g/cm³<br />E: 1.26 g/cm³ |
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| Density = |
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| MeltingPt = Z: -81 °C<br />E: -81 °C |
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| MeltingPt = |
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| BoilingPt = Z: 60.3 °C<br />E: 47.5 °C |
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| BoilingPt = -36.0±8.0 °C |
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| Solubility = |
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| Dipole = Z (cis): 1.9 ]<br />E (trans): 0 ] |
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| MagSus = -60.0·10{{sup|−6}} cm{{sup|3}}/mol |
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'''1,2-Difluoroethylene''', also known as '''1,2-difluoroethene''', is an ] with the molecular formula C{{sub|2}}H{{sub|2}}F{{sub|2}}. It can exist as either of two ], ''cis''-1,2-difluoroethylene or ''trans''-1,2-difluoroethylene. |
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It is regarded as a ] for being toxic by inhalation, and a volatile chemical, and it causes irritation when it comes into contact with the skin and mucous membranes. |
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== ''E-Z'' relative stability == |
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For most 1,2-disubstituted compounds that exhibit ], the ''trans'' (''E'') isomer is more stable than the ''cis'' (''Z'') isomer. However, 1,2-difluoroethylene has the opposite situation, with the ''cis'' more stable than the ''trans'' by 0.9 kcal/mol.<ref>{{cite journal|last1=Craig|first1=Norman C.|last2=Entemann|first2=Eric A.|title=Thermodynamics of cis-trans Isomerizations. The 1,2-Difluoroethylenes|journal=Journal of the American Chemical Society|date=July 1961|volume=83|issue=14|pages=3047–3050|doi=10.1021/ja01475a019}}</ref> |
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==See also== |
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*] |
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*] |
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==References== |
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<references/> |
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{{DEFAULTSORT:Difluoroethylene, 1, 2-}} |
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] |
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] |