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Title: Perylene  
Author: World Heritage Encyclopedia
Language: English
Subject: Discotic liquid crystal, Benzopyrene, List of MeSH codes (D04), List of compounds with carbon number 20, Organic semiconductor
Publisher: World Heritage Encyclopedia


IUPAC name
Other names
peri-Dinaphthalene; Perilene; Dibenz[de,kl]anthracene
ChemSpider  N
Jmol-3D images Image
Molar mass 252.32 g·mol−1
Appearance Brown solid
Melting point 276 to 279 °C (529 to 534 °F; 549 to 552 K)
S-phrases S22 S24/25
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
 N  (: Y/N?)

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.


Perylene displays blue photoconductor. It has an absorption maximum at 434 nm, and as with all polycyclic aromatic compounds, low water solubility (1.2 x 10−5 mmol/L). Perylene has a molar absorptivity of 38,500 M−1cm−1 at 435.7 nm.


Vat Red 29 typical example of a structure with a perylene core

The perylene molecule consists of two naphthalene molecules connected by a carbon-carbon bond at the 1 and 8 positions on both molecules. All of the carbon atoms in perylene are sp2 hybridized. The structure of perylene has been extensively studied by X-ray crystallography.[2]


  1. ^ Perylene at Sigma-Aldrich
  2. ^ Donaldson, D. M.; Robertson, J. M.; White, J. G. (1953). "The crystal and molecular structure of perylene".  
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