ChemicalBook--->CAS DataBase List--->132196-66-8

132196-66-8

132196-66-8 Structure

132196-66-8 Structure
IdentificationBack Directory
[Name]

3-ethynylperylene
[CAS]

132196-66-8
[Synonyms]

3-ethynylperylene
Perylene, 3-ethynyl-
[Molecular Formula]

C22H12
[MOL File]

132196-66-8.mol
[Molecular Weight]

276.33
Chemical PropertiesBack Directory
[Melting point ]

178-180 °C (decomp)
[Boiling point ]

500.6±19.0 °C(Predicted)
[density ]

1.27±0.1 g/cm3(Predicted)
[solubility ]

Soluble in DCM, chloroform
[Appearance]

orange solid
[InChI]

InChI=1S/C22H12/c1-2-14-12-13-20-18-10-4-7-15-6-3-9-17(21(15)18)19-11-5-8-16(14)22(19)20/h1,3-13H
[InChIKey]

VOVKFLKDPQAQIR-UHFFFAOYSA-N
[SMILES]

C1=C2C3=C(C4C5=C(C=CC=C52)C=CC=4)C=CC=C3C(C#C)=C1
Hazard InformationBack Directory
[Description]

Perylene is PAH (polycyclic aromatic hydrocarbon) containing five fused rings. Planarity of this molecule gives rise to its ruggedness, low solubility of its derivatives, as well as its outstanding fluorescence.


Perylene possesses intense green fluorescence, great photostability, and quantum yield approaching unity. This makes this PAH one of the most promising blocks for the design of new molecular probes, functional materials, and molecular devices.


This molecule contains alkyne group ready for Click Chemistry, as well as for other coupling reactions such as Sonogashira cross-coupling.

[Uses]

3-Ethynylperylene (Perylene, 3-ethynyl-) is a polyaromatic hydrocarbon with five fused rings and has a terminal propargyl group. 3-Ethynyl perylene possesses intrinsic fluorescence and pyrene derivatives are known for their ability to intercalate dsDNA. The propargyl group can react with azide-bearing compounds to form stable triazole rings.
[Abs/Em Maxima]

435; 408; 252/439; 467 nm
[Fluoresene quantum yield]

1
[Extinction Coefficient]

36000
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