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{{short description|Chemical compound}} |
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{{DISPLAYTITLE:Benzo(''a'')fluorene}} |
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{{correct title|reason=bracket|edit=substitution|Benzo[''a'']fluorene}} |
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{{chembox |
{{chembox |
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| Verifiedfields = changed |
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| Watchedfields = changed |
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| verifiedrevid = 399537629 |
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| Name = Benzo[''a'']fluorene |
| Name = Benzo[''a'']fluorene |
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| ImageFile_Ref = {{chemboximage|correct|??}} |
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| ImageFile = |
| ImageFile = Benzo(a)fluorene.png |
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| ImageSize = |
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| ImageAlt = Chemical structure of benzo[a]fluorene |
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| ImageName = |
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| ImageFile1 = Benzo(a)fluorene-3D-balls.png |
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| ImageAlt1 = Ball-and-stick model of the benzo[a]fluorene molecule |
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| OtherNames = 2,3-Benzopyrene |
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| PIN = 11''H''-Benzo[''a'']fluorene |
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| OtherNames = 2,3-Benzopyrene<br>Tetracyclo[8.7.0.0<sup>2,7</sup>.0<sup>11,16</sup>]heptadeca-1,3,5,7,9,11,13,15-octaene{{citation needed|date=May 2019}} |
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| Reference = <ref name="hand"> |
| Reference = <ref name="hand"> |
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{{Citation |
{{Citation |
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| last = Lide |
| last = Lide |
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| first = David R. |
| first = David R. |
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| author-link = |
| author-link = |
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| last2 = |
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| first2 = |
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| author2-link = |
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| publication-date = |
| publication-date = |
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| date = |
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| year = 1998 |
| year = 1998 |
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| title = Handbook of Chemistry and Physics |
| title = Handbook of Chemistry and Physics |
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| edition = 87 |
| edition = 87 |
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| volume = |
| volume = |
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| series = |
| series = |
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| publication-place = Boca Raton, |
| publication-place = Boca Raton, Florida |
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| place = |
| place = |
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| publisher = CRC Press |
| publisher = CRC Press |
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| id = |
| id = |
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| isbn = |
| isbn = 0-8493-0594-2 |
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| doi = |
| doi = |
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| oclc = |
| oclc = |
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| pages = 3-42, 8-119 |
| pages = 3-42, 8-119 |
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| url = |
| url = |
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| accessdate = |
| accessdate = |
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}}</ref> |
}}</ref> |
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|Section1={{Chembox Identifiers |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID = 8840 |
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| InChI = 1/C17H12/c1-3-7-14-12(5-1)9-10-16-15-8-4-2-6-13(15)11-17(14)16/h1-10H,11H2 |
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| InChIKey = HKMTVMBEALTRRR-UHFFFAOYAQ |
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| SMILES = c4ccc3c2c(c1c(cccc1)C2)ccc3c4 |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChI = 1S/C17H12/c1-3-7-14-12(5-1)9-10-16-15-8-4-2-6-13(15)11-17(14)16/h1-10H,11H2 |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey = HKMTVMBEALTRRR-UHFFFAOYSA-N |
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| CASNo = 238-84-6 |
| CASNo = 238-84-6 |
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| CASNo_Ref = |
| CASNo_Ref = {{cascite|correct|??}} |
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| RTECS = |
| RTECS = DF6382000 |
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| EINECS = |
| EINECS = 205-944-9 |
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| PubChem = |
| PubChem = 9195 |
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| KEGG_Ref = {{keggcite|changed|kegg}} |
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| KEGG = C19343 |
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| UNII = 65EP6ZT62K |
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}} |
}} |
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|Section2={{Chembox Properties |
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| Formula = C<sub>17</sub>H<sub>12</sub> |
| Formula = C<sub>17</sub>H<sub>12</sub> |
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| MolarMass = 216.277 g/mol |
| MolarMass = 216.277 g/mol |
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| Appearance = |
| Appearance = |
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| Density = 0.819 g/cm<sup>3</sup> |
| Density = 0.819 g/cm<sup>3</sup> |
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| Solubility = 0.000045 g/L |
| Solubility = 0.000045 g/L |
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| SolubleOther = soluble in [[diethyl ether]], [[benzene]], [[chloroform]] |
| SolubleOther = soluble in [[diethyl ether]], [[benzene]], [[chloroform]] |
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| |
| MeltingPtC = 189.5 |
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| MeltingPt_notes = |
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| BoilingPt = 189.5°C |
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| BoilingPtC = 405 |
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| BoilingPt_notes = |
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| VaporPressure = |
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}} |
}} |
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|Section3={{Chembox Structure |
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| Coordination = |
| Coordination = |
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| CrystalStruct = |
| CrystalStruct = |
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}} |
}} |
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|Section4={{Chembox Thermochemistry |
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| DeltaHf = |
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| DeltaHf = -392.4 [[Kilojoule per mole|kJ·mol<sup>-1</sup>]] (liquid) |
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| DeltaHc = |
| DeltaHc = |
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| Entropy = |
| Entropy = |
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| HeatCapacity = |
| HeatCapacity = |
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}} |
}} |
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|Section7={{Chembox Hazards |
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| ExternalSDS = |
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| NFPA-H = |
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| NFPA-H = |
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| NFPA-F = |
| NFPA-F = |
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| NFPA-R = |
| NFPA-R = |
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| FlashPt = |
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| AutoignitionPt = |
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| ExploLimits = |
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| LD50 = |
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| ExploLimits = |
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| LD50 = |
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}} |
}} |
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|Section8={{Chembox Related |
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| OtherCompounds = |
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| OtherCpds = [[Hexanol]] |
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}} |
}} |
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}} |
}} |
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'''Benzo[''a'']fluorene''' ([[IUPAC]] name, '''11''H''- |
'''Benzo[''a'']fluorene''' ([[IUPAC]] name, '''11''H''-benzo[''a'']fluorene''') is a [[polycyclic aromatic hydrocarbon]] (PAH). It is currently listed as a [[List of IARC Group 3 carcinogens|Group 3 carcinogen by the IARC]].<ref>{{cite web |url= http://www.inchem.org/documents/iarc/vol32/benzo%5Ba%5Dfluorene.html|title= Benzo(a)fluorene (IARC Summary & Evaluation, Volume 32, 1983)|author= |date=17 April 1998 |publisher= IARC|accessdate=22 July 2010}}</ref> |
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==See also== |
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* [[Benzo(c)fluorene|Benzo[c]fluorene]] |
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* [[Benzofluorene]] |
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== References == |
== References == |
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{{PAHs}} |
{{PAHs}} |
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{{Use dmy dates|date=March 2018}} |
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⚫ | |||
[[Category:IARC Group 3 carcinogens]] |
[[Category:IARC Group 3 carcinogens]] |
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[[Category:Polycyclic aromatic hydrocarbons]] |
[[Category:Polycyclic aromatic hydrocarbons]] |
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[[Category:Tetracyclic compounds]] |
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⚫ |
Latest revision as of 13:00, 16 March 2023
Names | |
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Preferred IUPAC name
11H-Benzo[a]fluorene | |
Other names
2,3-Benzopyrene
Tetracyclo[8.7.0.02,7.011,16]heptadeca-1,3,5,7,9,11,13,15-octaene[citation needed] | |
Identifiers | |
3D model (JSmol)
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ChemSpider | |
ECHA InfoCard | 100.005.405 |
EC Number |
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KEGG | |
PubChem CID
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RTECS number |
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UNII | |
CompTox Dashboard (EPA)
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Properties | |
C17H12 | |
Molar mass | 216.277 g/mol |
Density | 0.819 g/cm3 |
Melting point | 189.5 °C (373.1 °F; 462.6 K) |
Boiling point | 405 °C (761 °F; 678 K) |
0.000045 g/L | |
Solubility | soluble in diethyl ether, benzene, chloroform |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Benzo[a]fluorene (IUPAC name, 11H-benzo[a]fluorene) is a polycyclic aromatic hydrocarbon (PAH). It is currently listed as a Group 3 carcinogen by the IARC.[2]
See also[edit]
References[edit]
- ^ Lide, David R. (1998), Handbook of Chemistry and Physics (87 ed.), Boca Raton, Florida: CRC Press, pp. 3–42, 8–119, ISBN 0-8493-0594-2
- ^ "Benzo(a)fluorene (IARC Summary & Evaluation, Volume 32, 1983)". IARC. 17 April 1998. Retrieved 22 July 2010.