Revision as of 12:35, 17 November 2011 editBeetstra (talk | contribs)Edit filter managers, Administrators172,031 edits Saving copy of the {{chembox}} taken from revid 455678407 of page Fluoranthene for the Chem/Drugbox validation project (updated: 'KEGG'). |
Latest revision as of 03:40, 18 November 2024 edit 100.11.147.223 (talk)No edit summary |
Line 1: |
Line 1: |
|
{{ambox | text = This page contains a copy of the infobox ({{tl|chembox}}) taken from revid of page ] with values updated to verified values.}} |
|
|
{{chembox |
|
{{chembox |
|
| Verifiedfields = changed |
|
| Verifiedfields = changed |
|
|
| Watchedfields = changed |
|
| verifiedrevid = 415490157 |
|
| verifiedrevid = 461101697 |
|
| Name = Fluoranthene |
|
|
| ImageFile1_Ref = {{chemboximage|correct|??}} |
|
| Name = Fluoranthene |
|
|
| ImageFile1_Ref = {{chemboximage|correct|??}} |
|
| ImageFile1 = Fluoranthene.svg |
|
| ImageFile1 = Fluoranthene.svg |
|
| ImageSize1 = 154px |
|
| ImageSize1 = 130px |
|
| ImageName1 = Chemical structure of fluoranthene |
|
| ImageName1 = Chemical structure of fluoranthene |
|
| ImageFile2 = Fluoranthene 3D.png |
|
| ImageFile2 = Fluoranthene 3D.png |
|
| ImageSize2 = 150px |
|
| ImageSize2 = 150px |
|
| ImageName2 = Ball-and-stick model of fluoranthene |
|
| ImageName2 = Ball-and-stick model of fluoranthene |
|
| IUPACName = Fluoranthene |
|
| ImageFile3 = Fluoranthene sample.JPG |
|
|
| ImageSize3 = 150px |
|
| OtherNames = Benzo(j, k)fluorene |
|
|
|
| PIN = Fluoranthene<ref name=iupac2013>{{cite book | title = Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book) | publisher = ] | date = 2014 | location = Cambridge | pages = 206, 503 | doi = 10.1039/9781849733069-FP001 | isbn = 978-0-85404-182-4}}</ref> |
⚫ |
| Section1 = {{Chembox Identifiers |
|
|
|
| OtherNames = Benzofluorene<br>Tetracyclohexadeca-1,3,5,7,9(16),10,12,14-octaene{{citation needed|date=May 2019}} |
⚫ |
| UNII_Ref = {{fdacite|changed|FDA}} |
|
|
⚫ |
|Section1={{Chembox Identifiers |
|
⚫ |
| UNII_Ref = {{fdacite|correct|FDA}} |
|
| UNII = 360UOL779Z |
|
| UNII = 360UOL779Z |
|
| ChEBI_Ref = {{ebicite|changed|EBI}} |
|
| ChEBI_Ref = {{ebicite|correct|EBI}} |
|
| ChEBI = 33083 |
|
| ChEBI = 33083 |
|
| SMILES = c1ccc-2c(c1)-c3cccc4c3c2ccc4 |
|
| SMILES = c1ccc-2c(c1)-c3cccc4c3c2ccc4 |
|
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
|
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
|
| ChemSpiderID = 8800 |
|
| ChemSpiderID = 8800 |
|
| InChI = 1/C16H10/c1-2-8-13-12(7-1)14-9-3-5-11-6-4-10-15(13)16(11)14/h1-10H |
|
| InChI = 1/C16H10/c1-2-8-13-12(7-1)14-9-3-5-11-6-4-10-15(13)16(11)14/h1-10H |
Line 25: |
Line 27: |
|
| ChEMBL_Ref = {{ebicite|correct|EBI}} |
|
| ChEMBL_Ref = {{ebicite|correct|EBI}} |
|
| ChEMBL = 355014 |
|
| ChEMBL = 355014 |
|
|
| Beilstein = 1907918 |
|
|
| Gmelin = 262216 |
|
|
| PubChem = 9154 |
|
|
| EC_number = 205-912-4 |
|
|
| UNNumber = 1325, 3082 |
|
| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
|
| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
|
| StdInChI = 1S/C16H10/c1-2-8-13-12(7-1)14-9-3-5-11-6-4-10-15(13)16(11)14/h1-10H |
|
| StdInChI = 1S/C16H10/c1-2-8-13-12(7-1)14-9-3-5-11-6-4-10-15(13)16(11)14/h1-10H |
Line 31: |
Line 38: |
|
| CASNo_Ref = {{cascite|correct|CAS}} |
|
| CASNo_Ref = {{cascite|correct|CAS}} |
|
| CASNo = 206-44-0 |
|
| CASNo = 206-44-0 |
|
| RTECS = |
|
| RTECS = |
|
| KEGG_Ref = {{keggcite|changed|kegg}} |
|
| KEGG_Ref = {{keggcite|correct|kegg}} |
|
| KEGG = <!-- blanked - oldvalue: C19425 --> |
|
| KEGG = C19425 |
⚫ |
}} |
|
|
| Section2 = {{Chembox Properties |
|
|
| Formula = C<sub>16</sub>H<sub>10</sub> |
|
|
| MolarMass = 202.26 g/mol |
|
⚫ |
| Appearance = Yellow to green needles |
|
⚫ |
| Density = 1.252 g/cm³ (0 °C), solid |
|
⚫ |
| Solubility = 265 μg/l (25 °C) |
|
|
| MeltingPt = 110.8 °C (384.0 K) |
|
|
| BoilingPt = 375 °C (648 K) |
|
⚫ |
| Viscosity = 0.652 ] at 20 °C |
|
|
}} |
|
}} |
|
| Section3 = {{Chembox Structure |
|
|Section2={{Chembox Properties |
|
|
| C=16|H=10 |
⚫ |
| MolShape = Planar |
|
|
⚫ |
| Appearance = Yellow to green needles |
⚫ |
| Dipole = 0.34 ] |
|
|
⚫ |
| Density = 1.252 g/cm<sup>3</sup> (0 °C), solid |
|
⚫ |
| Solubility = 265 μg/L (25 °C) |
|
|
| MeltingPtC = 110.8 |
|
|
| MeltingPt_notes = |
|
|
| BoilingPtC = 375 |
|
|
| BoilingPt_notes = |
|
⚫ |
| Viscosity = 0.652 ] at 20 °C |
|
|
| MagSus = -138.0·10<sup>−6</sup> cm<sup>3</sup>/mol |
|
}} |
|
}} |
|
| Section7 = {{Chembox Hazards |
|
|Section3={{Chembox Structure |
|
⚫ |
| MolShape = Planar |
|
| ExternalMSDS = |
|
|
⚫ |
| Dipole = 0.34 ] |
|
| EUClass = |
|
|
<!-- | RPhrases = {{R21}}, {{R22}} (editor's note: need to be confirmed) |
|
|
| SPhrases = {{S22}}, {{S23}}, {{S24}}, {{S25}} (editor's note: need to be confirmed) --> |
|
|
| FlashPt = 210 °C (483 K) |
|
|
| Autoignition = ? °C (? K) |
|
|
}} |
|
}} |
|
| Section8 = {{Chembox Related |
|
|Section7={{Chembox Hazards |
|
|
| ExternalSDS = |
⚫ |
| Function = ]s |
|
|
|
| GHSPictograms = {{GHS07}}{{GHS09}} |
|
| OtherFunctn = |
|
|
|
| GHSSignalWord = warning |
|
| OtherCpds = |
|
|
|
| HPhrases = {{HPhrases|H302|H410}} |
|
|
| PPhrases = {{PPhrases|P273|P501}} |
|
|
| GHS_ref = <ref>GHS: </ref> |
|
|
| FlashPtC = 210 |
|
|
| AutoignitionPtC = |
|
}} |
|
}} |
|
|
|Section8={{Chembox Related |
|
⚫ |
| OtherFunction_label = ]s |
|
|
| OtherFunction = |
|
|
| OtherCompounds = |
|
⚫ |
}} |
|
}} |
|
}} |
|
|
|
|
|
'''Fluoranthene''' is a ] (PAH). The molecule can be viewed as the fusion of ] and ] unit connected by a five-membered ring. The chemical formula is {{chem2|C16H10}}. Although samples are often pale yellow, the compound is colorless. It is soluble in nonpolar organic solvents.<ref name=Ullmanns>Karl Griesbaum, Arno Behr, Dieter Biedenkapp, Heinz-Werner Voges, Dorothea Garbe, Christian Paetz, Gerd Collin, Dieter Mayer, Hartmut Höke “Hydrocarbons” in Ullmann's Encyclopedia of Industrial Chemistry 2002 Wiley-VCH, Weinheim. {{doi|10.1002/14356007.a13_227}}</ref> It is a member of the class of PAHs known as non-alternant PAHs because it has rings other than those with six carbon atoms. It is a structural isomer of the alternant PAH ]. It is not as thermodynamically stable as pyrene. Its name is derived from its ] under UV light. |
|
|
|
|
|
==Occurrence== |
|
|
Traces of fluoranthene is found in many combustion products, along with other PAHs. It results from incomplete combustion. Fluoranthene was originally isolated from coal tar pitch. It is still obtained from the high boiling fraction of coal tar, representing a few percent by weight.<ref name=Ullmanns/> |
|
|
|
|
|
===Pollutant=== |
|
|
Fluoranthene is one of the U.S. ]'s 16 priority ] PAHs. Fluoranthene has been classified by the International Agency for Research on Cancer as a group 3 ], "not classifiable as to its carcinogenicity to humans", however it was found to possess carcinogenic properties in case of newborn mice according to short-term lung tumor assay (Busby et al., 1984).<ref>{{cite web |url=http://cira.ornl.gov/documents/FLUORANT.pdf |title=Archived copy |access-date=2012-07-30 |url-status=dead |archive-url=https://web.archive.org/web/20120911233743/http://cira.ornl.gov/documents/FLUORANT.pdf |archive-date=2012-09-11 }}</ref> In 2019, fluoranthene was added to the Candidate List of Substances of Very High Concern (SVHCs) due to its ] (PBT) and very persistent and very bioaccumulative (vPvB) properties.<ref>{{cite web |url=https://echa.europa.eu/-/six-new-substances-added-to-the-candidate-list |title=Six new substances added to the Candidate List ECHA/PR/19/01 |access-date=2019-01-17 }}</ref> Its occurrence in food has been assessed. |
|
|
<ref>{{cite journal |doi=10.1080/10406638.2014.918550|title=The Occurrence of 16 EPA PAHs in Food – A Review|year=2015|last1=Zelinkova|first1=Zuzana|last2=Wenzl|first2=Thomas|journal=Polycyclic Aromatic Compounds|volume=35|issue=2–4|pages=248–284|pmid=26681897|pmc=4673601}}</ref> |
|
|
|
|
|
Its biodegradation has been elucidated. The process commences with dihydroxylation at each of two kinds of CH=CH linkages.<ref>{{cite journal |doi=10.3390/ijerph6010278|doi-access=free|title=Bacterial Degradation of Aromatic Compounds|year=2009|last1=Seo|first1=Jong-Su|last2=Keum|first2=Young-Soo|last3=Li|first3=Qing|journal=International Journal of Environmental Research and Public Health|volume=6|issue=1|pages=278–309|pmid=19440284|pmc=2672333}}</ref> |
|
|
|
|
|
==References== |
|
|
|
|
|
<references /> |
|
|
|
|
|
==External links== |
|
|
* |
|
|
* |
|
|
* |
|
|
* |
|
|
* |
|
|
|
|
|
{{PAHs}} |
|
|
|
|
|
] |
|
|
] |
|
|
] |