9,10-Bis(phenylethynyl)anthracene

9,10-Bis(phenylethynyl)anthracene
Names
	IUPAC name 9,10-Bis(2-phenylethynyl)anthracene
	Other names 9,10-Bis(phenylethynyl)anthracene, BPEA
Identifiers
CAS Number	10075-85-1 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:51675 ;
ChemSpider	74309 ;
ECHA InfoCard	100.030.178
EC Number	233-210-8
PubChem CID	82338;
UNII	FC8JDB70DQ ;
	InChI InChI=1S/C30H18/c1-3-11-23(12-4-1)19-21-29-25-15-7-9-17-27(25)30(28-18-10-8-16-26(28)29)22-20-24-13-5-2-6-14-24/h1-18H Key: ZHBOFZNNPZNWGB-UHFFFAOYSA-N ; InChI=1/C30H18/c1-3-11-23(12-4-1)19-21-29-25-15-7-9-17-27(25)30(28-18-10-8-16-26(28)29)22-20-24-13-5-2-6-14-24/h1-18H Key: ZHBOFZNNPZNWGB-UHFFFAOYAU;
	SMILES C(#Cc1ccccc1)c4c2ccccc2c(C#Cc3ccccc3)c5ccccc45;
Properties
Chemical formula	C30H18
Molar mass	378.473 g/mol
Appearance	Orange needle crystals
Melting point	252 to 258 °C (486 to 496 °F; 525 to 531 K)
Hazards
Main hazards	Irritant (Xi)
R-phrases (outdated)	R36/37/38
S-phrases (outdated)	S26 S36 S37/39 S45 S28A
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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	Infobox references

9,10-Bis(phenylethynyl)anthracene (BPEA) is an aromatic hydrocarbon with the chemical formula is C₃₀H₁₈. It displays strong fluorescence and is used as a chemiluminescent fluorophore with high quantum efficiency.

It is used in lightsticks as a fluorophor producing ghostly green light. It is also used as a dopant for organic semiconductors in OLEDs.

The emission wavelength can be lowered by substituting the anthracene core by halogens or alkyls. 2-ethyl and 1,2-dimethyl substituted BPEAs are also in use.

1-chloro-9,10-bis(phenylethynyl)anthracene emits yellow-green light, used in 30-minute high-intensity Cyalume sticks
2-chloro-9,10-bis(phenylethynyl)anthracene emits green light, used in 12-hour low-intensity Cyalume sticks

External links

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9,10-Bis(phenylethynyl)anthracene

See also

External links