Structure via PubChem · Public domain (PubChem)
perylene
Sign in to savePerylene or perilene is a polycyclic aromatic hydrocarbon with the chemical formula C20H12, occurring as a brown solid. It or its derivatives may be carcinogenic, and it is considered to be a hazardous pollutant. In cell membrane cytochemistry, perylene is used as a fluorescent lipid probe. It is the parent compound of a class of rylene dyes.
Chemical data
- Formula
- C20H12
- Molecular weight
- 252.3 g/mol
- IUPAC name
- perylene
- SMILES
- C1=CC2=C3C(=C1)C4=CC=CC5=C4C(=CC=C5)C3=CC=C2
- InChIKey
- CSHWQDPOILHKBI-UHFFFAOYSA-N
- XLogP
- 5.8
- Polar surface area
- 0 Ų
- H-bond donors
- 0
- H-bond acceptors
- 0
- Formal charge
- 0
via PubChem
Research
6,776 papers- Perylene diimide-based treatment and diagnosis of diseases.Journal of materials chemistry. B · 2021
- Perylene diimide-based indicator displacement assays.Chemical communications (Cambridge, England) · 2025
- Iridium and Ruthenium Complexes Bearing Perylene Ligands.Molecules (Basel, Switzerland) · 2022
- Perylene imides for organic photovoltaics: yesterday, today, and tomorrow.Advanced materials (Deerfield Beach, Fla.) · 2012
- Antifungal Activity of Amphiphilic Perylene Bisimides.Molecules (Basel, Switzerland) · 2022
via PubMed
Wikidata facts
- Mass
- 252.093900384
Show 5 more facts
- canonical SMILES
- c1ccc5cccc4c5c1c2cccc3cccc4c23
- chemical formula
- C₂₀H₁₂
- Commons category
- Perylene
- melting point
- 273.5
- ionization energy
- 6.90
Sources (2)
via Wikidata · CC0
~2 min read
Article
5 sectionsContents
- Reactions
- Emission
- Structure
- Biology
- References
Perylene or perilene is a polycyclic aromatic hydrocarbon with the chemical formula C20H12, occurring as a brown solid. It or its derivatives may be carcinogenic, and it is considered to be a hazardous pollutant. In cell membrane cytochemistry, perylene is used as a fluorescent lipid probe. It is the parent compound of a class of rylene dyes.
==Reactions== Like other polycyclic aromatic compounds, perylene is reduced by alkali metals to give a deeply colored radical anion and a dianion. The diglyme solvates of these salts have been characterized by X-ray crystallography.