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Benz(a)anthracene

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Chemical compound

The correct title of this article isBenz[a]anthracene. The substitution of anybrackets is due totechnical restrictions.

Benz[a]anthracene
Names


Preferred IUPAC name Tetraphene^[1]
Other names Benz[a]anthracene Benzanthracene Benzanthrene 1,2-Benzanthracene Benzo[b]phenanthrene Tetracyclo[8.8.0.0^2,7.0^12,17]octadeca-1,3,5,7,9,11,13,15,17-nonaene^{[citation needed]}
Identifiers
CAS Number	56-55-3^Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:51348^Y
ChemSpider	5739^Y
ECHA InfoCard	100.000.255
KEGG	C14317^Y
PubChem CID	5954
UNII	C5PLF6152K^Y
CompTox Dashboard(EPA)	DTXSID5023902
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/h1-12H^Y Key: DXBHBZVCASKNBY-UHFFFAOYSA-N^Y 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
SMILES c1ccc2c(c1)ccc3c2cc4ccccc4c3
Properties
Chemical formula	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 theirstandard state (at 25 °C [77 °F], 100 kPa). Y verify (what is ^YN ?) Infobox references

Chemical compound

Benz[a]anthracene orbenzo[a]anthracene is apolycyclic aromatic hydrocarbon with thechemical formula C₁₈H₁₂.^[2] It is produced during incomplete combustion of organic matter.

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

^"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.
^"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.
^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.

Toxic Substances Portal - Polycyclic Aromatic Hydrocarbons A resource summarizing many toxicological aspects of benzanthracene and other polycyclic aromatic hydrocarbons.

v t e Polycyclic aromatic hydrocarbons
2 rings	Butalene Azulene Naphthalene
3 rings	Acenaphthene Acenaphthylene Anthracene Fluorene Phenalene Phenanthrene Biphenylene
4 rings	Benz[a]anthracene Benzo[a]fluorene Benzo[c]fluorene Benzo[c]phenanthrene Chrysene Fluoranthene Pyrene Tetracene Triphenylene Tricyclobutabenzene
5 rings	Benz[e]acephenanthrylene Benzopyrene Benzo[a]pyrene Benzo[e]pyrene 6H-Benzo[cd]pyrene(Olympicene) Benzo[a]fluoranthene Benzo[b]fluoranthene Benzo[j]fluoranthene Benzo[k]fluoranthene trans-Bicalicene Dibenz[a,h]anthracene Dibenz[a,j]anthracene Pentacene Perylene Picene Tetraphenylene
6 rings	Anthanthrene Benzo[ghi]perylene Corannulene Dibenzopyrenes Hexacene Triangulene Zethrene
7+ rings	Coronene Circumcoronene Dicoronylene Diindenoperylene Heptacene Hexabenzocoronene (Hexa-cata-) Kekulene Octacene Ovalene Rubicene Rubrene Sumanene Superphenalene Trinaphthylene Truxene
General classes	Acene Circulene Cyclacene Helicene Phenacene

v t e Aryl hydrocarbon receptor modulators
AhRTooltip Aryl hydrocarbon receptor	Agonists:Arachidonic acid metabolites (e.g.,lipoxin A4,prostaglandin G2) Avitriptan Dietary carotenoids Flutamide Halogenated aromatic hydrocarbons (e.g.,polychlorinated dibenzodioxins (e.g.,TCDD),dibenzofurans,biphenyls) ΙΤΕ Modified low-density lipoproteins Polycyclic aromatic hydrocarbons (e.g.,3-methylcholanthrene,benzo[a]pyrene,benzanthracenes,benzoflavones (e.g.,β-naphthoflavone)) Tapinarof (benvitimod) Tetrapyrroles (e.g.,bilirubin) Tryptophan derivatives (e.g.,indigo dye,indirubin) Antagonists:7-Ketocholesterol CH-223191 Cyproterone acetate
See also Receptor/signaling modulators

AhRTooltip Aryl hydrocarbon receptor