Dibenz(a,h)anthracene

Dibenz[a,h]anthracene
Names
	Preferred IUPAC name Benzo[k]tetraphene
	Other names 1,2:5,6-Dibenzanthracene
Identifiers
CAS Number	53-70-3;
3D model ( JSmol)	Interactive image;
ChEBI	CHEBI:35299;
ChEMBL	ChEMBL1346946;
ChemSpider	5678;
ECHA InfoCard	100.000.166
EC Number	200-181-8;
KEGG	C14325;
PubChem CID	5889;
RTECS number	HN2625000;
UNII	T30ELH3D5X;
UN number	3077
CompTox Dashboard (EPA)	DTXSID9020409 ;
	InChI InChI=1/C22H14/c1-3-7-19-15(5-1)9-11-17-14-22-18(13-21(17)19)12-10-16-6-2-4-8-20(16)22/h1-14H;
	SMILES c1ccc2c(c1)ccc3c2cc4ccc5ccccc5c4c3;
Properties
Chemical formula	C22H14
Molar mass	278.354 g·mol−1
Density	1.232 g/cm3
Melting point	262 °C (504 °F; 535 K)
Hazards
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H350, H410
Precautionary statements	P201, P202, P273, P281, P308+P313, P391, P405, P501
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Dibenz[a,h]anthracene or Benzo[k]tetraphene or 1,2:5,6-Dibenzanthracene is an organic

genotoxic in bacterial and mammalian cell systems, as it intercalates

into DNA and causes mutations.

Description

Dibenz(a,h)anthracene is a

low volatility and therefore occurs predominantly in solid form, white to light yellow crystalline, bound to particulates in polluted air, soil, or sediment. ^[2]It was first synthesized in 1918.^[1]

Occurrence

Dibenz(a,h)anthracene is generated whenever organic matter or fuel is

marijuana smoking.^[3]

Health effects

As of 2010, dibenz(a,h)anthracene has been classified as probably

carcinogenic to humans, grouped into IARC group 2A

. No epidemiological studies on human exposure to dibenz(a,h)anthracene as an individual PAH exists, because PAHs always occur as components of complex

chemical mixtures and never occur in isolation in the environment.^[2]

References

^ ^a ^b Weitzenbock, Richard; Klingler, Albert (1918). "Synthesis of the isomeric hydrocarbons 1,2,5,6-dibenzanthracene and 3,4,5,6-dibenzophenanthrene". Journal of the Chemical Society, Abstracts. 114(I): 494.
^ ^a ^b Charles William Jameson (2019). "7, Polycyclic aromatic hydrocarbons and associated occupational exposures". part 1. concordance between cancer in humans and in experimental animals (PDF). IARC.
^ California OEHHA. "Dibenz[a,j]anthracene". oehha.ca.gov. Retrieved 2024-02-01.

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[Weitzenbock-1] Weitzenbock, Richard; Klingler, Albert (1918). "Synthesis of the isomeric hydrocarbons 1,2,5,6-dibenzanthracene and 3,4,5,6-dibenzophenanthrene". Journal of the Chemical Society, Abstracts. 114(I): 494.

[Jameson-2] Charles William Jameson (2019). "7, Polycyclic aromatic hydrocarbons and associated occupational exposures". part 1. concordance between cancer in humans and in experimental animals (PDF). IARC.

[oehha-3] California OEHHA. "Dibenz[a,j]anthracene". oehha.ca.gov. Retrieved 2024-02-01.

[1]

[2]

[3]

v t e Polycyclic aromatic hydrocarbons
2 rings	Butalene Azulene Naphthalene
3 rings	Acenaphthene Acenaphthylene Anthracene Fluorene Phenalene Phenanthrene
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 Dicoronylene Diindenoperylene Heptacene Hexabenzocoronene (Hexa-cata-) Kekulene Ovalene Rubicene Rubrene Sumanene Superphenalene Trinaphthylene Truxene
General classes	Acene Circulene Cyclacene Helicene Phenacene

Description

Occurrence

Health effects

See also

References