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{{short description|Organic molecule (C18H12) made of four fused benzene rings}} |
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{{DISPLAYTITLE:Benzo(''c'')phenanthrene}} |
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{{DISPLAYTITLE:Benzo(''c'')phenanthrene}} |
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{{correct title|reason=bracket|Benzophenanthrene}} |
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{{correct title|reason=bracket|edit=substitution|Benzophenanthrene}} |
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{{Chembox |
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{{Chembox |
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| Verifiedfields = changed |
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| verifiedrevid = 396296747 |
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| Watchedfields = changed |
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|Name=Benzophenanthrene |
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| verifiedrevid = 437570118 |
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|ImageFile=Benzo(c)phenanthrene.png |
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| Name = {{nowrap|Benzophenanthrene}} |
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|ImageSize=200px |
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|IUPACName=benzophenanthrene |
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| ImageFileL1 = Benzo(c)phenanthrene.png |
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| ImageFileR1 = Benzo(c)phenanthrene-3D-balls.png |
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|OtherNames= 3,4-Benzphenanthrene |
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| ImageFile2 = Benzo(c)phenanthrene-3D-spacefill.png |
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|Section1= {{Chembox Identifiers |
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| PIN = Benzophenanthrene |
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| InChIKey = TUAHORSUHVUKBD-UHFFFAOYAU |
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| OtherNames = 3,4-Benzophenanthrene; Benzophenanthrene; Tetrahelicene |
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|Section1={{Chembox Identifiers |
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| InChIKey = TUAHORSUHVUKBD-UHFFFAOYAU |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey = TUAHORSUHVUKBD-UHFFFAOYSA-N |
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| StdInChIKey = TUAHORSUHVUKBD-UHFFFAOYSA-N |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| CASNo = 195-19-7 |
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| CASNo = 195-19-7 |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID = 8782 |
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| ChemSpiderID = 8782 |
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| InChI = 1/C18H12/c1-3-7-16-13(5-1)9-11-15-12-10-14-6-2-4-8-17(14)18(15)16/h1-12H |
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| InChI = 1/C18H12/c1-3-7-16-13(5-1)9-11-15-12-10-14-6-2-4-8-17(14)18(15)16/h1-12H |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChI = 1S/C18H12/c1-3-7-16-13(5-1)9-11-15-12-10-14-6-2-4-8-17(14)18(15)16/h1-12H |
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| StdInChI = 1S/C18H12/c1-3-7-16-13(5-1)9-11-15-12-10-14-6-2-4-8-17(14)18(15)16/h1-12H |
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| SMILES=c3cc2ccc1ccccc1c2c4ccccc34 |
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| SMILES = c3cc2ccc1ccccc1c2c4ccccc34 |
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| MeSHName= |
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| MeSHName = |
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| KEGG_Ref = {{keggcite|correct|kegg}} |
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| KEGG_Ref = {{keggcite|correct|kegg}} |
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| KEGG = C19197 |
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| KEGG = C19197 |
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| ChEBI_Ref = {{ebicite|changed|EBI}} |
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| ChEBI = 82292 |
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| PubChem = 9136 |
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| EC_number = 205-896-9 |
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| UNII = H22XVR3V8A |
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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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| Formula=C<sub>18</sub>H<sub>12</sub> |
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| C=18|H=12 |
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| MolarMass =228.2879 |
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| MolarMass = |
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| Appearance= |
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| Appearance = white solid |
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| Density= 1.19 g/cm<sup>3</sup> |
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| Density = 1.19 g/cm<sup>3</sup> |
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| MeltingPtC = 68 |
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| MeltingPt = |
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| BoilingPt =436.7°C @760mmHg |
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| BoilingPtC = 436.7 |
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| BoilingPt_notes = @760mmHg |
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}} |
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|Section3= {{Chembox Hazards |
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|Section3={{Chembox Hazards |
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| FlashPt=209.1 °C |
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| FlashPtC = 209.1 |
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| GHSPictograms = {{GHS07}}{{GHS08}} |
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| GHSSignalWord = Warning |
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| HPhrases = {{H-phrases|302|312|315|319|332|335|341|351}} |
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| PPhrases = {{P-phrases|201|202|261|264|270|271|280|281|301+312|302+352|304+312|304+340|305+351+338|308+313|312|321|322|330|332+313|337+313|362|363|403+233|405|501}} |
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'''Benzophenanthrene''' is a ] with the ] {{chem2|C18H12}}. It is a white solid that is soluble in nonpolar ]s. It is a ]<ref>{{Cite journal|last1=Hirshfeld|first1=F. L.|last2=Sandler|first2=Selina|last3=Schmidt|first3=G. M. J.|date=1963-01-01|title=398. The structure of overcrowded aromatic compounds. Part VI. The crystal structure of benzophenanthrene and of 1,12-dimethylbenzophenanthrene|journal=Journal of the Chemical Society (Resumed)|language=en|pages=2108|doi=10.1039/jr9630002108|issn=0368-1769}}</ref><ref>{{cite journal |first1=M. |last1=Levy |first2= Melvin S. |last2= Newman |first3= M. |last3= Szwarc |title= Methyl Affinities of Non-planar Aromatic Hydrocarbons |journal= J. Am. Chem. Soc. |year= 1955 |volume= 77 |issue= 16 |pages= 4225 |doi= 10.1021/ja01621a015}}</ref> consisting of the ] of four fused ] rings. The compound is of mainly theoretical interest but it is environmentally occurring<ref>{{Cite journal|last1=Tolosa|first1=Imma|last2=de Mora|first2=Stephen|last3=Sheikholeslami|first3=Mohammad Reza|last4=Villeneuve|first4=Jean-Pierre|last5=Bartocci|first5=Jean|last6=Cattini|first6=Chantal|date=2004-01-01|title=Aliphatic and aromatic hydrocarbons in coastal caspian Sea sediments|journal=Marine Pollution Bulletin|volume=48|issue=1–2|pages=44–60|doi=10.1016/S0025-326X(03)00255-8|pmid=14725875}}</ref> and weakly ]ic.<ref>{{Cite journal|last1=Hu|first1=X.|last2=Xia|first2=H.|last3=Srivastava|first3=S. K.|last4=Pal|first4=A.|last5=Awasthi|first5=Y. C.|last6=Zimniak|first6=P.|last7=Singh|first7=S. V.|date=1998-12-01|title=Catalytic efficiencies of allelic variants of human glutathione S-transferase P1-1 toward carcinogenic anti-diol epoxides of benzophenanthrene and benzochrysene|journal=Cancer Research|volume=58|issue=23|pages=5340–5343|issn=0008-5472|pmid=9850062}}</ref> |
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'''Benzophenanthrene''' is a ] with the ] C<sub>18</sub>H<sub>12</sub>. |
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==References== |
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<references /> |
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{{PAHs}} |
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{{PAHs}} |
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{{hydrocarbon-stub}} |
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{{hydrocarbon-stub}} |
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