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{{Short description|Chemical compound}}
{{DISPLAYTITLE:Benz(''a'')anthracene}}
{{correct title|reason=bracket|Benzanthracene}} {{Correct title|reason=bracket|edit=substitution|Benzanthracene}}
{{Chembox {{Chembox
| Watchedfields = changed
| verifiedrevid = 396296498 | verifiedrevid = 459859965
|Name=Benzoanthracene
|Name=Benzanthracene
|ImageFile=Benzanthracene.png |ImageFile=Benzanthracene.png
|ImageSize=200px |ImageSize=200px
|ImageFile1=Benzanthracene-3D-balls.png | ImageFile1 = Benz(a)anthracene molecule ball.png
|IUPACName=benzanthracene | ImageAlt1 = Ball-and-stick model of the benzanthracene molecule
| PIN = Tetraphene<ref name=iupac2013>{{cite book | title = Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book) | publisher = ] | date = 2014 | location = Cambridge | page = 208 | doi = 10.1039/9781849733069-FP001 | isbn = 978-0-85404-182-4| chapter = Front Matter }}</ref>
|OtherNames= Benzanthracene; Benzanthrene; 1,2-Benzanthracene; Benzophenanthrene; Tetraphene
|OtherNames = Benzanthracene<br />Benzanthracene<br />Benzanthrene<br />1,2-Benzanthracene<br />Benzophenanthrene<br />Tetracyclooctadeca-1,3,5,7,9,11,13,15,17-nonaene{{cn|date=May 2019}}
|Section1= {{Chembox Identifiers |Section1= {{Chembox Identifiers
| ChEBI_Ref = {{ebicite|correct|EBI}}
| ChEBI = 51348 | ChEBI = 51348
| PubChem = 5954 | PubChem = 5954
| InChI = 1/C18H12/c1-2-7-15-12-18-16(11-14(15)6-1)10-9-13-5-3-4-8-17(13)18/h1-12H | InChI = 1/C18H12/c1-2-7-15-12-18-16(11-14(15)6-1)10-9-13-5-3-4-8-17(13)18/h1-12H
| InChIKey = DXBHBZVCASKNBY-UHFFFAOYAM | InChIKey = DXBHBZVCASKNBY-UHFFFAOYAM
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C18H12/c1-2-7-15-12-18-16(11-14(15)6-1)10-9-13-5-3-4-8-17(13)18/h1-12H | StdInChI = 1S/C18H12/c1-2-7-15-12-18-16(11-14(15)6-1)10-9-13-5-3-4-8-17(13)18/h1-12H
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = DXBHBZVCASKNBY-UHFFFAOYSA-N | StdInChIKey = DXBHBZVCASKNBY-UHFFFAOYSA-N
| CASNo_Ref = {{cascite|correct|CAS}} | CASNo_Ref = {{cascite|correct|CAS}}
Line 20: Line 25:
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 5739 | ChemSpiderID = 5739
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = C5PLF6152K | UNII = C5PLF6152K
| SMILES = c1ccc2c(c1)ccc3c2cc4ccccc4c3 | SMILES = c1ccc2c(c1)ccc3c2cc4ccccc4c3
| MeSHName= | MeSHName=
| KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG = C14317 | KEGG = C14317
}} }}
|Section2= {{Chembox Properties |Section2= {{Chembox Properties
| C=18
| Formula=C<sub>18</sub>H<sub>12</sub>
| H=12
| MolarMass = 228.2879
| Appearance = solid | Appearance = White solid
| Density= 1.19 g/cm<sup>3</sup> | Density= 1.19 g/cm<sup>3</sup>
| MeltingPtC = 158 | MeltingPtC = 158
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}} }}
|Section3= {{Chembox Hazards |Section3= {{Chembox Hazards
| FlashPtC = 209.1
|meltingpoint= 54
| FlashPt=209.1 °C
}} }}
}} }}


'''Benzanthracene''' is a ] with the ] C<sub>18</sub>H<sub>12</sub>. '''Benzanthracene''' or '''benzoanthracene''' is a ] with the ] C<sub>18</sub>H<sub>12</sub>.<ref>{{Cite book|title=The MAK-Collection for Occupational Health and Safety|pages = 231–242|date=2002|publisher=Wiley-VCH Verlag GmbH & Co. KGaA|isbn=9783527600410|language=en|doi=10.1002/3527600418.mb5655e0027|chapter = Benzo&#91;a&#93;anthracene &#91;MAK Value Documentation, 2012&#93;}}</ref> It is produced during incomplete combustion of organic matter.

Benzanthracene is one of carcinogenic constituents of ].<ref name="TalhoutSchulz2011">{{cite journal|last1=Talhout|first1=Reinskje|last2=Schulz|first2=Thomas|last3=Florek|first3=Ewa|last4=Van Benthem|first4=Jan|last5=Wester|first5=Piet|last6=Opperhuizen|first6=Antoon|title=Hazardous Compounds in Tobacco Smoke|journal=International Journal of Environmental Research and Public Health|volume=8|issue=12|year=2011|pages=613–628|issn=1660-4601|doi=10.3390/ijerph8020613|pmid=21556207|pmc=3084482|doi-access=free}}</ref>


==See also== ==See also==
* ], also known as benzoanthracene * ], also known as benzanthracene

==References==
{{Reflist}}

==External links==
* A resource summarizing many toxicological aspects of benzanthracene and other polycyclic aromatic hydrocarbons.


{{PAHs}} {{PAHs}}
{{hydrocarbon-stub}} {{Aryl hydrocarbon receptor modulators}}

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] ]
]

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Latest revision as of 23:47, 29 December 2023

Chemical compound The correct title of this article is Benzanthracene. The substitution of any brackets is due to technical restrictions.
Benzanthracene
Ball-and-stick model of the benzanthracene molecule
Names
Preferred IUPAC name Tetraphene
Other names Benzanthracene
Benzanthracene
Benzanthrene
1,2-Benzanthracene
Benzophenanthrene
Tetracyclooctadeca-1,3,5,7,9,11,13,15,17-nonaene
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.000.255 Edit this at Wikidata
KEGG
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C18H12/c1-2-7-15-12-18-16(11-14(15)6-1)10-9-13-5-3-4-8-17(13)18/h1-12HKey: DXBHBZVCASKNBY-UHFFFAOYSA-N
  • InChI=1/C18H12/c1-2-7-15-12-18-16(11-14(15)6-1)10-9-13-5-3-4-8-17(13)18/h1-12HKey: DXBHBZVCASKNBY-UHFFFAOYAM
SMILES
  • c1ccc2c(c1)ccc3c2cc4ccccc4c3
Properties
Chemical formula C18H12
Molar mass 228.294 g·mol
Appearance White solid
Density 1.19 g/cm
Melting point 158 °C (316 °F; 431 K)
Boiling point 438 °C (820 °F; 711 K)
Hazards
Flash point 209.1 °C (408.4 °F; 482.2 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkverify (what is  ?) Infobox references
Chemical compound

Benzanthracene or benzoanthracene is a polycyclic aromatic hydrocarbon with the chemical formula C18H12. It is produced during incomplete combustion of organic matter.

Benzanthracene is one of carcinogenic constituents of tobacco smoke.

See also

References

  1. "Front Matter". Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: The Royal Society of Chemistry. 2014. p. 208. doi:10.1039/9781849733069-FP001. ISBN 978-0-85404-182-4.
  2. "Benzo[a]anthracene [MAK Value Documentation, 2012]". The MAK-Collection for Occupational Health and Safety. Wiley-VCH Verlag GmbH & Co. KGaA. 2002. pp. 231–242. doi:10.1002/3527600418.mb5655e0027. ISBN 9783527600410.
  3. Talhout, Reinskje; Schulz, Thomas; Florek, Ewa; Van Benthem, Jan; Wester, Piet; Opperhuizen, Antoon (2011). "Hazardous Compounds in Tobacco Smoke". International Journal of Environmental Research and Public Health. 8 (12): 613–628. doi:10.3390/ijerph8020613. ISSN 1660-4601. PMC 3084482. PMID 21556207.

External links

Polycyclic aromatic hydrocarbons
2 rings
3 rings
4 rings
5 rings
6 rings
7+ rings
General classes
Aryl hydrocarbon receptor modulators
AhRTooltip Aryl hydrocarbon receptor
See also
Receptor/signaling modulators
Categories:
Benz(a)anthracene: Difference between revisions Add topic