Benzo(a)pyrene

Benzo[a]pyrene
	; Skeletal formula
	; Ball-and-stick model
	; Space-filling model
Names
	Preferred IUPAC name Benzo[pqr]tetraphene
	Other names Benz[a]pyrene; Benzo[a]pyrene; 3,4-Benzpyrene; 3,4-Benzopyrene; 3,4-Benz[a]pyrene; 3,4-Benzo[a]pyrene; Pentacyclo[10.6.2.02,7.09,19.016,20]icosa-1,3,5,7,9,11,13,15,17,19-decaene[citation needed];
Identifiers
CAS Number	50-32-8 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:29865 ;
ChEMBL	ChEMBL31184 ;
ChemSpider	2246 ;
ECHA InfoCard	100.000.026
EC Number	200-028-5;
KEGG	C07535 ;
PubChem CID	2336;
RTECS number	DJ3675000;
UNII	3417WMA06D;
UN number	3077, 3082
CompTox Dashboard (EPA)	DTXSID2020139 ;
	InChI InChI=1S/C20H12/c1-2-7-17-15(4-1)12-16-9-8-13-5-3-6-14-10-11-18(17)20(16)19(13)14/h1-12H Key: FMMWHPNWAFZXNH-UHFFFAOYSA-N ; InChI=1/C20H12/c1-2-7-17-15(4-1)12-16-9-8-13-5-3-6-14-10-11-18(17)20(16)19(13)14/h1-12H Key: FMMWHPNWAFZXNH-UHFFFAOYAQ;
	SMILES c1ccc2c(c1)cc3ccc4cccc5c4c3c2cc5;
Properties
Chemical formula	C20H12
Molar mass	252.316 g·mol−1
Density	1.24 g/cm3 (25 °C)
Melting point	179 °C (354 °F; 452 K)
Boiling point	495 °C (923 °F; 768 K)
Solubility in water	0.2 to 6.2 μg/L
Magnetic susceptibility (χ)	-135.7·10−6 cm3/mol
Hazards
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H317, H340, H350, H360, H410
Precautionary statements	P201, P202, P261, P272, P273, P280, P281, P302+P352, P308+P313, P321, P333+P313, P363, P391, P405, P501
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Benzo[a]pyrene (BaP or B[a]P) is a polycyclic aromatic hydrocarbon and the result of incomplete combustion of organic matter at temperatures between 300 °C (572 °F) and 600 °C (1,112 °F). The ubiquitous compound can be found in coal tar, tobacco smoke and many foods, especially grilled meats. The substance with the formula C₂₀H₁₂ is one of the benzopyrenes, formed by a benzene ring fused to pyrene. Its diol epoxide metabolites, more commonly known as BPDE, react with and bind to DNA, resulting in mutations and eventually cancer. It is listed as a Group 1 carcinogen by the IARC. In the 18th century a scrotal cancer of chimney sweepers, the chimney sweeps' carcinoma, was already known to be connected to soot.

^ Henri A. Favre, Warren H. Powell (2013). Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013. Royal Society of Chemistry. p. 232. ISBN 978-0-85404-182-4.
^ William M. Haynes (2016). CRC Handbook of Chemistry and Physics (97th ed.). Boca Raton: CRC Press. pp. 3–42. ISBN 978-1-4987-5429-3.
^ "benzo[a]pyrene". pubchem.ncbi.nlm.nih.gov.

[bluebook-1] Henri A. Favre, Warren H. Powell (2013). Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013. Royal Society of Chemistry. p. 232. ISBN 978-0-85404-182-4.

[crc97-2] William M. Haynes (2016). CRC Handbook of Chemistry and Physics (97th ed.). Boca Raton: CRC Press. pp. 3–42. ISBN 978-1-4987-5429-3.

[3] "benzo[a]pyrene". pubchem.ncbi.nlm.nih.gov.

[1]

[2]

[3]

Names
Skeletal formula
Ball-and-stick model
Space-filling model
Preferred IUPAC name Benzo[pqr]tetraphene^[1]
Other names Benz[a]pyrene Benzo[a]pyrene 3,4-Benzpyrene 3,4-Benzopyrene 3,4-Benz[a]pyrene 3,4-Benzo[a]pyrene Pentacyclo[10.6.2.0^2,7.0^9,19.0^16,20]icosa-1,3,5,7,9,11,13,15,17,19-decaene^{[citation needed]}
Identifiers
CAS Number	50-32-8^Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:29865^Y
ChEMBL	ChEMBL31184^Y
ChemSpider	2246^Y
ECHA InfoCard	100.000.026
EC Number	200-028-5
KEGG	C07535^Y
PubChem CID	2336
RTECS number	DJ3675000
UNII	3417WMA06D
UN number	3077, 3082
CompTox Dashboard (EPA)	DTXSID2020139
InChI InChI=1S/C20H12/c1-2-7-17-15(4-1)12-16-9-8-13-5-3-6-14-10-11-18(17)20(16)19(13)14/h1-12H^Y Key: FMMWHPNWAFZXNH-UHFFFAOYSA-N^Y InChI=1/C20H12/c1-2-7-17-15(4-1)12-16-9-8-13-5-3-6-14-10-11-18(17)20(16)19(13)14/h1-12H Key: FMMWHPNWAFZXNH-UHFFFAOYAQ
SMILES c1ccc2c(c1)cc3ccc4cccc5c4c3c2cc5
Properties
Chemical formula	C₂₀H₁₂
Molar mass	252.316 g·mol⁻¹
Density	1.24 g/cm³ (25 °C)
Melting point	179^[2] °C (354 °F; 452 K)
Boiling point	495 °C (923 °F; 768 K)
Solubility in water	0.2 to 6.2 μg/L
Magnetic susceptibility (χ)	-135.7·10⁻⁶ cm³/mol
Hazards^[3]
GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H317, H340, H350, H360, H410
Precautionary statements	P201, P202, P261, P272, P273, P280, P281, P302+P352, P308+P313, P321, P333+P313, P363, P391, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Y verify (what is ^YN ?) Infobox references