Benz(a)anthracene
{{Short description|Chemical compound}}
{{Correct title|reason=bracket|edit=substitution|Benz[a]anthracene}}
{{Chembox
| Watchedfields = changed
| verifiedrevid = 459859965
|Name=Benz[a]anthracene
|ImageFile=Benzanthracene.png
|ImageSize=200px
| ImageFile1 = Benz(a)anthracene molecule ball.png
| ImageAlt1 = Ball-and-stick model of the benz[a]anthracene molecule
| PIN = Tetraphene{{cite book | title = Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book) | publisher = The Royal Society of Chemistry | date = 2014 | location = Cambridge | page = 208 | doi = 10.1039/9781849733069-FP001 | isbn = 978-0-85404-182-4| chapter = Front Matter }}
|OtherNames = Benz[a]anthracene
Benzanthracene
Benzanthrene
1,2-Benzanthracene
Benzo[b]phenanthrene
Tetracyclo[8.8.0.02,7.012,17]octadeca-1,3,5,7,9,11,13,15,17-nonaene{{cn|date=May 2019}}
|Section1= {{Chembox Identifiers
| ChEBI_Ref = {{ebicite|correct|EBI}}
| ChEBI = 51348
| 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
| 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
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = DXBHBZVCASKNBY-UHFFFAOYSA-N
| CASNo_Ref = {{cascite|correct|CAS}}
| CASNo = 56-55-3
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 5739
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = C5PLF6152K
| SMILES = c1ccc2c(c1)ccc3c2cc4ccccc4c3
| MeSHName=
| KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG = C14317
}}
|Section2= {{Chembox Properties
| C=18
| H=12
| Appearance = White solid
| Density= 1.19 g/cm3
| MeltingPtC = 158
| BoilingPtC = 438
| Solubility=
}}
|Section3= {{Chembox Hazards
| FlashPtC = 209.1
}}
}}
Benz[a]anthracene or benzo[a]anthracene is a polycyclic aromatic hydrocarbon with the chemical formula C18H12.{{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[a]anthracene [MAK Value Documentation, 2012]}} It is produced during incomplete combustion of organic matter.
Benz[a]anthracene is one of carcinogenic constituents of tobacco smoke.{{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}}
See also
- Tetracene, also known as benz[b]anthracene
References
{{Reflist}}
External links
- [https://www.atsdr.cdc.gov/toxprofiledocs/index.html?id=122&tid=25 Toxic Substances Portal - Polycyclic Aromatic Hydrocarbons] A resource summarizing many toxicological aspects of benzanthracene and other polycyclic aromatic hydrocarbons.
{{PAHs}}
{{Aryl hydrocarbon receptor modulators}}
Category:Polycyclic aromatic hydrocarbons
Category:IARC Group 2A carcinogens