Chemistry:9,10-Bis(phenylethynyl)anthracene

9,10-Bis(phenylethynyl)anthracene

Names
Preferred IUPAC name 9,10-Bis(phenylethynyl)anthracene
Other names 9,10-Bis(2-phenylethynyl)anthracene, BPEA
Identifiers
CAS Number	10075-85-1 N
3D model (JSmol)	Interactive image
Beilstein Reference	1891432
ChEBI	CHEBI:51675 Y
ChemSpider	74309 Y
EC Number	233-210-8
PubChem CID	82338
UNII	FC8JDB70DQ N
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 Y Key: ZHBOFZNNPZNWGB-UHFFFAOYSA-N Y 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)
GHS pictograms
GHS Signal word	Warning
GHS hazard statements	H315, H319, H335
GHS precautionary statements	P261, P264, P271, P280, P302+352, P304+340, P305+351+338, P312, P321, P332+313, P337+313, P362, P403+233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references

Tracking categories (test):

• SizeSet

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.

• 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

See also

• Lightstick
• Organic light-emitting diode
• 5,12-Bis(phenylethynyl)naphthacene
• 9,10-Diphenylanthracene

External links

• Absorption and emission spectra
• National Pollutant Inventory - Polycyclic Aromatic Hydrocarbon Fact Sheet
• Novel red-emitting BPEAs