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;
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.