Structure via PubChem · Public domain (PubChem)
pyrene
Sign in to savePyrene is a polycyclic aromatic hydrocarbon (PAH) consisting of four fused benzene rings, resulting in a flat aromatic system. The chemical formula is . This yellow-green solid is the smallest peri-fused PAH (one where the rings are fused through more than one face). Pyrene forms during incomplete combustion of organic compounds.
Chemical data
- Formula
- C16H10
- Molecular weight
- 202.25 g/mol
- IUPAC name
- pyrene
- SMILES
- C1=CC2=C3C(=C1)C=CC4=CC=CC(=C43)C=C2
- InChIKey
- BBEAQIROQSPTKN-UHFFFAOYSA-N
- XLogP
- 4.9
- Polar surface area
- 0 Ų
- H-bond donors
- 0
- H-bond acceptors
- 0
- Formal charge
- 0
via PubChem
Research
32,700 papers- Pyrene: a probe to study protein conformation and conformational changes.Molecules (Basel, Switzerland) · 2011
- Pyrene excimer nucleic acid probes for biomolecule signaling.Journal of biomedical nanotechnology · 2009
- Review of environmental airborne pyrene/benzo[a]pyrene levels from industrial emissions for the improvement of 1-hydroxypyrene biomonitoring interpretation.Journal of toxicology and environmental health. Part B, Critical reviews · 2024
- Pyrene.IARC monographs on the evaluation of the carcinogenic risk of chemicals to humans · 1983
- Diminishing toxicity of pyrene on photosynthetic performance of soybean using Bacillus subtilis (NCIM 5594).Functional plant biology : FPB · 2023
via PubMed
Wikidata facts
- Mass
- 202.078
- Image
- Pyrene crystal 2.jpg
Show 6 more facts
- ionization energy
- 7.41
- boiling point
- 404
- chemical formula
- C₁₆H₁₀
- Commons category
- Pyrene
- canonical SMILES
- C1=CC2=C3C(=C1)C=CC4=CC=CC(=C43)C=C2
- melting point
- 151.2
Sources (3)
via Wikidata · CC0
~3 min read
Article
9 sectionsContents
- Occurrence and properties
- Reactions
- Photophysics
- Applications
- Safety and environmental factors
- See also
- References
- Cited sources
- Further reading
Pyrene is a polycyclic aromatic hydrocarbon (PAH) consisting of four fused benzene rings, resulting in a flat aromatic system. The chemical formula is . This yellow-green solid is the smallest peri-fused PAH (one where the rings are fused through more than one face). Pyrene forms during incomplete combustion of organic compounds.
==Occurrence and properties== Pyrene was first isolated from coal tar, where it occurs up to 2% by weight. As a peri-fused PAH, pyrene is much more resonance-stabilized than its five-member-ring containing isomer fluoranthene. Therefore, it is produced in a wide range of combustion conditions. For example, automobiles produce about 1 μg/km.