9,10-Bis(phenylethynyl)anthracene

9,10-Bis(phenylethynyl)anthracene
Skeletal formula
Ball-and-stick model
Names
Preferred IUPAC name
9,10-Bis(phenylethynyl)anthracene
Other names
9,10-Bis(2-phenylethynyl)anthracene, BPEA
Identifiers
3D model (JSmol)
1891432
ChEBI
ChemSpider
ECHA InfoCard 100.030.178 Edit this at Wikidata
EC Number
  • 233-210-8
UNII
  • 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 checkY
    Key: ZHBOFZNNPZNWGB-UHFFFAOYSA-N checkY
  • 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
  • C(#Cc1ccccc1)c4c2ccccc2c(C#Cc3ccccc3)c5ccccc45
Properties
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
Occupational safety and health (OHS/OSH):
Main hazards
 Irritant (Xi)
GHS labelling:
GHS07: Exclamation mark
Warning
H315, H319, H335
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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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.


9,10-Bis(phenylethinyl)anthracen

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.