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Revision as of 06:17, 27 November 2011 editVolkovBot (talk | contribs)447,718 editsm r2.5.1) (Robot: Modifying de:9,10-Bis(phenylethinyl)anthracen← Previous edit Latest revision as of 23:08, 7 June 2023 edit undoReba16 (talk | contribs)Extended confirmed users8,067 editsmNo edit summaryTag: Manual revert 
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{{chembox {{chembox
| Verifiedfields = changed
⚫ | verifiedrevid = 443358219
| Watchedfields = changed
⚫ | verifiedrevid = 477227525
| ImageFile = 9,10-bis(phenylethynyl)anthracene.svg | ImageFile = 9,10-bis(phenylethynyl)anthracene.svg
| ImageSize = 250px | ImageSize = 250px
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| ImageSize1 = 250px | ImageSize1 = 250px
| ImageName1 = Ball-and-stick model | ImageName1 = Ball-and-stick model
| IUPACName = 9,10-Bis(2-phenylethynyl)anthracene | PIN = 9,10-Bis(phenylethynyl)anthracene
| OtherNames = 9,10-Bis(phenylethynyl)anthracene, BPEA | OtherNames = 9,10-Bis(2-phenylethynyl)anthracene, BPEA
| Section1 = {{Chembox Identifiers | Section1 = {{Chembox Identifiers
| 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 | 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
| InChIKey = ZHBOFZNNPZNWGB-UHFFFAOYAU | InChIKey = ZHBOFZNNPZNWGB-UHFFFAOYAU
| StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI_Ref = {{stdinchicite|correct|chemspider}}
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = ZHBOFZNNPZNWGB-UHFFFAOYSA-N | StdInChIKey = ZHBOFZNNPZNWGB-UHFFFAOYSA-N
| CASNo_Ref = {{cascite|changed|??}}
| CASNo = 10075-85-1 | CASNo = 10075-85-1
| EINECS = 233-210-8 | Beilstein = 1891432
| UNII_Ref = {{fdacite|changed|FDA}}
⚫ | PubChem = 82338
| UNII = FC8JDB70DQ
⚫ | ChEBI_Ref = {{ebicite|correct|EBI}}
| EINECS = 233-210-8
⚫ | PubChem = 82338
⚫ | ChEBI_Ref = {{ebicite|correct|EBI}}
| ChEBI = 51675 | ChEBI = 51675
| SMILES = C(#Cc1ccccc1)c4c2ccccc2c(C#Cc3ccccc3)c5ccccc45 | SMILES = C(#Cc1ccccc1)c4c2ccccc2c(C#Cc3ccccc3)c5ccccc45
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 74309 | ChemSpiderID = 74309
}} }}
| Section2 = {{Chembox Properties | Section2 = {{Chembox Properties
| Formula = C<sub>30</sub>H<sub>18</sub> | Formula = C<sub>30</sub>H<sub>18</sub>
| MolarMass = 378.473 g/mol | MolarMass = 378.473 g/mol
| Appearance = Orange needle crystals | Appearance = Orange needle crystals
| Density = | Density =
| MeltingPt = 252 - 258 °C | MeltingPtC = 252 to 258
| BoilingPt = | BoilingPt =
| Solubility = | Solubility =
}} }}
| Section3 = {{Chembox Hazards | Section3 = {{Chembox Hazards
| MainHazards = Irritant ('''Xi''') | MainHazards = Irritant ('''Xi''')
| FlashPt = | FlashPtC=
| Autoignition = | AutoignitionPtC =
| RPhrases = {{R36/37/38}} | GHSPictograms = {{GHS07}}
| GHSSignalWord = Warning
| SPhrases = {{S26}} {{S36}} {{S37/39}} {{S45}} {{S28}}A
| HPhrases = {{H-phrases|315|319|335}}
| PPhrases = {{P-phrases|261|264|271|280|302+352|304+340|305+351+338|312|321|332+313|337+313|362|403+233|405|501}}
}} }}
}} }}
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It is used in ]s as a ] producing ghostly green light. It is also used as a ] for ]s in ]. It is used in ]s as a ] producing ghostly green light. It is also used as a ] for ]s in ].


⚫ ]


The emission wavelength can be lowered by substituting the ] core by ]s or ]s. 2-ethyl and 1,2-dimethyl substituted BPEAs are also in use. The emission wavelength can be lowered by substituting the ] core by ]s or ]s. 2-ethyl and 1,2-dimethyl substituted BPEAs are also in use.
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== External links == == External links ==
* *
* *
* *


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] ]
] ]
] ]
]

]
⚫ ]
]

Latest revision as of 23:08, 7 June 2023

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
CAS Number
3D model (JSmol)
Beilstein Reference 1891432
ChEBI
ChemSpider
ECHA InfoCard 100.030.178 Edit this at Wikidata
EC Number
  • 233-210-8
PubChem CID
UNII
CompTox Dashboard (EPA)
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/h1-18HKey: 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/h1-18HKey: 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
Occupational safety and health (OHS/OSH):
Main hazards Irritant (Xi)
GHS labelling:
Pictograms GHS07: Exclamation mark
Signal word Warning
Hazard statements H315, H319, H335
Precautionary statements 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 , 100 kPa). ☒N verify (what is  ?) Infobox references
Chemical compound

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.

See also

External links

Categories: