Perylene is a chemical compound, a polycyclic aromatic hydrocarbon with the formula C 20 H 12 .
| Perylene | |
|---|---|
 | |
| Are common | |
| Chem. formula | C 20 H 12 |
| Physical properties | |
| Molar mass | 252.3 g / mol |
| Thermal properties | |
| T. melt. | 276-279 Β° C |
| Classification | |
| Reg. CAS number | 198-55-0 |
| Pubchem | |
| Reg. EINECS number | |
| SMILES | |
| Inchi | |
| CHEBI | |
| Chemspider | |
Content
Physical and chemical properties
It is a yellow crystalline substance, soluble in acetone , acetic acid , chloroform , carbon disulfide , poorly soluble in ethanol , benzene , diethyl ether . Perylene solutions have a blue fluorescence . Perylene is able to form complexes with picric acid , nitrobenzene , halogens and inorganic chlorides.
The reduction of perylene with hydrogen iodide and phosphorus leads to hexahyproperylene, with sodium in amyl alcohol to octahyproperylene, catalytic hydrogenation over palladium in tetrahydro- and hexa-hydroperylenes.
Perylene is able to enter into electrophilic substitution reactions: nitrate , sulfate, halogenate, acetylate at positions 3, 4, 9, 10. When oxidized with chromic acid, forms perylene-3,10-quinone.
Application
Perylene is used in cell biology as a fluorescent probe for lipid membrane research.
Perylene and its derivatives are potential carcinogens.
Fluorescence
Perylene fluorescent blue light. This property is used in the production of organic LEDs .
Literature
- Chemical Encyclopedia / Redkol .: Knunyants I.L. et al. - M .: Soviet Encyclopedia, 1992. - T. 3 (Med-Paul). - 639 s. - ISBN 5-82270-039-8 .