10075-85-1

Basic information

• Product Name: 9,10-Bis(phenylethynyl)anthracene
• Synonyms: 9,10-bis(phenylethynyl)-anthracen;BIS(9,10-)(PHENYLETHYNYL) ANTHRACENE;BPEA;9,10-BIS(PHENYLETHYNYL)ANTHRACENE;9,10-bis(phenylvinyl)anthracene;9,10-bis(phenylthynyl)anthracene (yellow) BPEA;9,10-BIS(PHENYLETHYNL)ANTHRACENE;Anthracene, 9,10-bis(phenylethynyl)-
• CAS NO: 10075-85-1
• Molecular Formula: C₃₀H₁₈
• Molecular Weight: 378.46
• EINECS: 233-210-8
• Product Categories: Acetylenes;Acetylenic Hydrocarbons having Benzene Ring;Anthracenes
• Mol File: 10075-85-1.mol
• Article Data: 24

Chemical Properties

• Melting Point: 248-250 °C(lit.)
• Boiling Point: 441.55°C (rough estimate)
• Flash Point: 325.6 °C
• Appearance: /Crystalline
• Density: 1.1846 (estimate)
• Vapor Pressure: 2.3E-14mmHg at 25°C
• Refractive Index: 1.6290 (estimate)
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Water Solubility: It is insoluble in water but is soluble in most organic solvents such as carbon disulfide, alcohols, benzene, chloroform, and hy
• Sensitive: Light Sensitive
• Merck: 14,1299
• BRN: 1891432
• CAS DataBase Reference: 9,10-Bis(phenylethynyl)anthracene(CAS DataBase Reference)
• NIST Chemistry Reference: 9,10-Bis(phenylethynyl)anthracene(10075-85-1)
• EPA Substance Registry System: 9,10-Bis(phenylethynyl)anthracene(10075-85-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39
• WGK Germany: 3
• F: 8-10
• TSCA: Yes
• Hazardous Substances Data: 10075-85-1(Hazardous Substances Data)

Usage

Description

9,10-Bis(phenylethynyl)anthracene is a polycyclic aromatic hydrocarbon compound characterized by its orange crystalline powder form. It is known for its strong fluorescence properties due to its unique molecular structure, which features two phenylethynyl groups attached to an anthracene core.

Uses

Used in Scintillator Industry:
9,10-Bis(phenylethynyl)anthracene is used as a scintillator additive for its fluorescence properties. It enhances the light output and detection efficiency of scintillator materials, making it valuable in applications such as radiation detection and imaging.
Used in Chemiluminescence Research:
9,10-Bis(phenylethynyl)anthracene is used as a chemiluminescent fluorophore with high quantum efficiency. It is a reagent for chemiluminescence research, where it plays a crucial role in studying the mechanisms and applications of chemiluminescent reactions.
Used in Lightstick Industry:
In the lightstick industry, 9,10-Bis(phenylethynyl)anthracene is used as a fluorophor, producing a ghostly green light when combined with a suitable chemiluminescent reaction. This makes it useful for emergency lighting, recreational activities, and other applications requiring a portable light source.
Used in Organic Semiconductor Industry:
9,10-Bis(phenylethynyl)anthracene is used as a dopant for organic semiconductors in OLEDs (Organic Light Emitting Diodes). Its fluorescence properties contribute to the overall performance and efficiency of these devices, making it a valuable component in the development of advanced display and lighting technologies.
Used in Peroxyoxalate Chemiluminescence:
9,10-Bis(phenylethynyl)anthracene has been extensively studied as a fluorescence emitter for peroxyoxalate chemiluminescence. Its use in this area allows for the development of new methods and applications in the field of chemiluminescence, further expanding its utility in research and practical applications.

InChI: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

Upstream product

• 14825-85-5 9,10-bis(phenylethynyl)-9,10-dihydroanthracene-9,10-diol 
• 859331-73-0 9-(α,β-dichloro-styryl)-10-phenylethynyl-anthracene 
• 523-27-3 9,10-Dibromoanthracene 
• 6928-78-5 Bis(phenylethynyl)magnesium 
• 10273-82-2 (E,E)-9,10-Bis(styryl)anthracene 
• 536-74-3 phenylacetylene 
• 1122-79-8 potassium phenylacetylide 
• 4440-01-1 lithium phenylacetylide 
• 64-17-5 ethanol 
• 60-29-7 diethyl ether 
• 71-41-0 pentan-1-ol 
• 3757-88-8 tributylstannylethynylbenzene 
• 115198-11-3 9-bromo-10-(2-phenylethynyl)anthracene 
• 3112-88-7 Benzyl phenyl sulfone 

Downstream Products

• 115097-75-1 9,10-bis(phenylacetyl)anthracene 
• 80364-60-9 9-phenylacetyl-10-(phenylethynyl)anthracene 
• 10273-82-2 (E,E)-9,10-Bis(styryl)anthracene 
• 18532-00-8 9-cis-styryl-10-trans-anthracene 
• 875246-61-0 9,10-bis-(α-hydroxy-phenethyl)-anthracene 
• 1006709-42-7 3,4-diphenyl-5-[10-(phenylethynyl)anthracen-9-yl]-3H-1,2,3-diselenaphosphole 3-selenide 
• 1006709-43-8 5,5'-anthracene-9,10-diylbis(3,4-diphenyl-3H-1,2,3-deselenaphosphole) 3,3'-diselenide 
• 178388-68-6 [Co2(CO)6]2(μ-9,10-bis(phenylethynyl)anthracene) 
• 32287-35-7 9,10-bis(phenylethynyl)-9,10-dihydro-9,10-epidioxidoanthracene 
• 1166380-82-0 9,10-bis(2-(phenyl)naphthalen-3-yl)anthracene 

Relevant articles and documents

Catalytic activities of NHC-PdCl2 species based on functionalized tetradentate imidazolium salt in three types of C-C coupling reactions

A functionalized tetradentate imidazolium salt 9,10-bis{di[2′-(N-ethylimidazolium-1-yl)ethyl]aminomethyl}anthracene tetrakis(hexafluorophosphate) (1) has been synthesized and characterized. The catalytic activity of the NHC-PdCl2 species formed by compound 1 and PdCl2 was tested in Suzuki-Miyaura, Heck-Mizoroki and Sonogashira reactions. The results showed that this catalytic system was effective for above three types of C-C coupling reactions.

PALLADIUM CATALYZED C-C COUPLING FOR SYNTHESIS OF pi -CONJUGATED POLYMERS COMPOSED OF ARYLENE AND ETHYNYLENE UNITS.

Palladium compounds such as Pd(PPh//3)//4 and Pd(OAc)//2 catalyze polycondensation between dihalo aromatic compounds, X-Ar-X (Ar equals p-phenylene, 2,5-thiophenediyl, 9,10-anthracenediyl, 2,6-pyridinediyl, p-benzene-dicarbonyl, p-xylene- alpha , alpha prime -diyl), and acetylenic compounds (p-C//6H//4(C EQUVLNT CH)//2 or p-C//6H//4(C EQUVLNT CMgBr)//2). The polymers obtained have high thermal stabilities and most of them show fluorescence. One of the polymers is converted into semiconductors by doping with electron acceptors.

Synthesis and photophysical properties of 9,10-Bis(3-aryl-2-naphthyl)anthracenes

The 9,10-bis(3-aryl-2-naphthyl)anthracenes 3 were prepared by the benzannulation reaction of 2-(phenylethynyl)benzaldehyde (1) and the corresponding 9,10-bis(arylethynyl)anthracenes 2 in the presence of Cu or Re catalyst and trichloroacetic acid. The photophysical properties of 3 in solutions were investigated.

Luminescent assays for ketones and aldehydes employing catalytic signal amplification

Herein we report the first use of transition metal catalytic signal enhancement for the analysis of small organic analytes. Two assays using Sonogashira and Suzuki cross-couplings have been used in the detection of ketones and aldehydes produce highly luminescent markers. The latter analysis utilizing the Suzuki coupling demonstrates the first use of peroxyoxalate initiated chemiluminescence in a sensing application. Chemiluminescent measurement revealed much higher sensitivity than fluorescence. The Royal Society of Chemistry and the Centre National de la Recherche Scientifique.

Synthesis of N-Heterocyclic Carbine Silver(I) and Palladium(II) Complexes with Acylated Piperazine Linker and Catalytic Activity in Three Types of C—C Coupling Reactions

Two bis-imidazolium salts LH2·Cl2 and LH2·(PF6)2 with acylated piperazine linker and two N-heterocyclic carbene (NHC) silver(I) and palladium(II) complexes [L2Ag2](PF6)2 (1) and [L2Pd2Cl4] (2) were prepared. The crystal structures of LH2·Cl2 and 1 were confirmed by X-ray analysis. In 1, one 26-membered macrometallocycle was generated through two silver(I) ions and two bidentate ligands L. The catalytic activity of 2 was investigated in Sonogashira, Heck-Mizoroki and Suzuki-Miyaura reactions. The results displayed that these C—C coupling reactions can be smoothly carried out under the catalysis of 2.

Conjugated alkynyl anthracene derivative as well as preparation method and application thereof

The invention discloses a conjugated alkynyl anthracene derivative. The structural formula of the conjugated alkynyl anthracene derivative is as shown in the description, wherein R1 and R2 are any oneof the following structural formulas; and R represents H or one of C1-C30 alkyl groups or one of C1-C30 alkoxy groups. The invention also discloses a preparation method and application of the conjugated alkynyl anthracene derivative. The conjugated alkynyl anthracene derivative has the advantages of being rigid in structure and stable in photochemical property.