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{{Short description|Chemical compound}}
{{DISPLAYTITLE:Benz(''a'')anthracene}}
{{correct title|reason=bracket|Benz[''a'']anthracene}}
{{Correct title|reason=bracket|edit=substitution|Benz[''a'']anthracene}}
{{Chembox
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|ImageSize=200px
|ImageSize=200px
| ImageFile1 = Benz(a)anthracene molecule ball.png
| ImageFile1 = Benz(a)anthracene molecule ball.png
| ImageAlt1 = Ball-and-stick model of the benz[a]anthracene molecule
| ImageAlt1 = Ball-and-stick model of the benz[''a'']anthracene molecule
| PIN = Tetraphene<ref name=iupac2013>{{cite book | title = Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book) | publisher = [[Royal Society of Chemistry|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 }}</ref>
|IUPACName=benz[''a'']anthracene
|OtherNames= Benzanthracene; Benzanthrene; 1,2-Benzanthracene; Benzo[''b'']phenanthrene; Tetraphene
|OtherNames = Benz[''a'']anthracene<br />Benzanthracene<br />Benzanthrene<br />1,2-Benzanthracene<br />Benzo[''b'']phenanthrene<br />Tetracyclo[8.8.0.0<sup>2,7</sup>.0<sup>12,17</sup>]octadeca-1,3,5,7,9,11,13,15,17-nonaene{{cn|date=May 2019}}
|Section1= {{Chembox Identifiers
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| ChEBI_Ref = {{ebicite|correct|EBI}}
| ChEBI_Ref = {{ebicite|correct|EBI}}
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}}
}}


'''Benz[''a'']anthracene''' is a [[polycyclic aromatic hydrocarbon]] with the [[chemical formula]] C<sub>18</sub>H<sub>12</sub>.
'''Benz[''a'']anthracene''' or '''benzo[''a'']anthracene''' is a [[polycyclic aromatic hydrocarbon]] with the [[chemical formula]] 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.


Benz[''a'']anthracene is one of carcinogenic constituents of [[tobacco smoke]].<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>
In February 2014, [[NASA]] announced a greatly upgraded database for tracking [[polycyclic aromatic hydrocarbons]] (PAHs), including benz[''a'']anthracene, in the [[universe]].<ref>[http://www.astrochem.org/pahdb/ PAH IR Spectral Database]</ref> According to scientists, more than 20% of the [[carbon]] in the universe may be associated with PAHs, possible [[PAH world hypothesis|starting materials]] for the [[Abiogenesis#PAH world hypothesis|formation]] of [[Life#Extraterrestrial life|life]]. PAHs seem to have been formed shortly after the [[Big Bang]], are widespread throughout the universe, and are associated with [[Star formation|new stars]] and [[exoplanets]].<ref name="NASA-20140221">{{cite web |last=Hoover |first=Rachel |title=Need to Track Organic Nano-Particles Across the Universe? NASA's Got an App for That |url=http://www.nasa.gov/ames/need-to-track-organic-nano-particles-across-the-universe-nasas-got-an-app-for-that/ |date=February 21, 2014 |work=[[NASA]] |accessdate=February 22, 2014 }}</ref>


==See also==
==See also==
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==References==
==References==
{{reflist}}
{{Reflist}}


==External links==
==External links==
* [http://www.atsdr.cdc.gov/toxprofiles/tp.asp?id=122&tid=25 Toxic Substances Portal - Polycyclic Aromatic Hydrocarbons] A resource summarizing many toxicological aspects of benzanthracene and other polycyclic aromatic hydrocarbons.
* [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}}
{{PAHs}}
{{Aryl hydrocarbon receptor modulators}}


[[Category:Polycyclic aromatic hydrocarbons]]
[[Category:Polycyclic aromatic hydrocarbons]]
[[Category:IARC Group 2A carcinogens]]
[[Category:IARC Group 2A carcinogens]]
[[Category:Tetracyclic compounds]]
[[Category:PBT substances]]

Latest revision as of 23:47, 29 December 2023

The correct title of this article is Benz[a]anthracene. The substitution of any brackets is due to technical restrictions.
Benz[a]anthracene
Ball-and-stick model of the benz[a]anthracene molecule
Names
Preferred IUPAC name
Tetraphene[1]
Other names
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[citation needed]
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.000.255 Edit this at Wikidata
KEGG
UNII
  • 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/h1-12H checkY
    Key: DXBHBZVCASKNBY-UHFFFAOYSA-N checkY
  • 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
    Key: DXBHBZVCASKNBY-UHFFFAOYAM
  • c1ccc2c(c1)ccc3c2cc4ccccc4c3
Properties
C18H12
Molar mass 228.294 g·mol−1
Appearance White solid
Density 1.19 g/cm3
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 [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

Benz[a]anthracene or benzo[a]anthracene is a polycyclic aromatic hydrocarbon with the chemical formula C18H12.[2] It is produced during incomplete combustion of organic matter.

Benz[a]anthracene is one of carcinogenic constituents of tobacco smoke.[3]

See also

[edit]

References

[edit]
  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.
[edit]
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