9,10-Diphenylanthracene

Base Information

• Chemical Name: 9,10-Diphenylanthracene
• CAS No.: 1499-10-1
• Deprecated CAS: 65166-75-8
• Molecular Formula: C26H18
• Molecular Weight: 330.429
• Hs Code.: 29029080
• European Community (EC) Number: 216-105-1
• NSC Number: 24861
• UNII: 51BQ8IYQ9U
• DSSTox Substance ID: DTXSID1061734
• Nikkaji Number: J114.372G
• Wikipedia: 9,10-Diphenylanthracene
• Wikidata: Q274986
• Metabolomics Workbench ID: 57834
• Mol file: 1499-10-1.mol

Synonyms:9,10-diphenylanthracene

Chemical Property of 9,10-Diphenylanthracene

Chemical Property:

• Appearance/Colour: slightly yellow powder
• Vapor Pressure: 1.59E-08mmHg at 25°C
• Melting Point: 245-248 °C(lit.)
• Refractive Index: 1.697
• Boiling Point: 469.134 °C at 760 mmHg
• Flash Point: 234.745 °C
• PSA: 0.00000
• Density: 1.146 g/cm³
• LogP: 7.32700
• Storage Temp.: Store below +30°C.
• Water Solubility.: INSOLUBLE
• XLogP3: 7.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 330.140850574
• Heavy Atom Count: 26
• Complexity: 375

Purity/Quality:

99% ^*data from raw suppliers

9,10-Diphenylanthracene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-24/25-36/37-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Polycyclic Aromatic Hydrocarbons
• Canonical SMILES: C1=CC=C(C=C1)C2=C3C=CC=CC3=C(C4=CC=CC=C42)C5=CC=CC=C5
• Uses: 9,10-Diphenylanthracene acts as a sensitizer in chemiluminescence. It is used in light sticks in order to produce blue light. It is also useful in blue organic light-emitting diodes (OLEDs) and OLED-based displays. Further, it plays an important role in the preparation of 9,10-difluoro-9,10-diphenyl-9,10-dihydro-anthracene. In addition to this, it is used as an organic semiconductor.

Technology Process of 9,10-Diphenylanthracene

There total 148 articles about 9,10-Diphenylanthracene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.0%

(9s,10s)-9,10-diphenyl-9,10-dihydro-9,10-epoxyanthracene (19061-38-2) → 9,10-diphenylanthracene (1499-10-1)

Guidance literature:

With triethylsilane; trifluoroacetic acid; In dichloromethane; at 20 ℃; for 0.5h; Inert atmosphere; Sealed tube;

DOI:10.1055/s-0036-1591510

Reference yield: 60.0%

1,3-diphenylisobenzofuran (5471-63-6) + 2,3-dibromobenzene (583-53-9) → 9,10-diphenylanthracene (1499-10-1) + 9,10-diphenyl-9,10-epidioxyanthracene (15257-17-7) + o-dibenzoylbenzene (1159-86-0)

Guidance literature:

With dihydrogen peroxide; lithium diphenylphosphide; In tetrahydrofuran; Product distribution; Mechanism; multistep reaction; possible intermediate formation of dehydrobenzene;

DOI:10.1039/P19830001697

Reference yield: 53.0%

2-(trifluoromethyl)triphenylmethane (73475-39-5) → 9-phenylanthracene (602-55-1) + 9,10-diphenylanthracene (1499-10-1) + 9-fluoro-10-phenylanthracene (2022-42-6)

Guidance literature:

With trifluorormethanesulfonic acid; In chloroform; at 0 ℃; for 4h; Inert atmosphere;

DOI:10.1039/c0ob01276a

upstream raw materials:

9,10-Diphenyl-anthracene; compound with tetranitro-methane

formic acid

anthranol

sodium formate

Downstream raw materials:

(9,10-diphenyl-[2]anthryl)-glyoxylic acid ethyl ester

sec-Butyl-Radikal

n-butyl radical

2,2-dimethyl-propyl

Refernces

• 1、 Zhao, Zhi-Xiang,Hu, Ze-Liang,Yu, Shao-Cong,Liu, Qing-Xiang. "NHC Hg(II) and Pd(II) complexes based on 1,8-dihydroxy-9,10-anthraquinone: synthesis, structure and catalysis". . p. 13329 - 13338. Retrieved 2018.
• 2、 Harrison,R. et al.. "-". . p. 4589 - 4594. Retrieved 1968.
• 3、 Workentin, Mark S.,Parker, Vernon D.,Morkin, Tracy L.,Wayner, Danial D. M.. "Remote substituent effects on the reactivity of 9-aryl- and 9,10-diarylanthracene radical cations with anions and amines". . p. 6503 - 6512. Retrieved 1998.
• 4、 Birney, David M.,Berson, Jerome A.. "SINTHESIS OF THE COVALENT BENZENE-CARBON MONOXIDE CYCLOADDUCT, NORBORNA-2,5-DIEN-7-ONE CORRELATION OF KINETIC AND THERMODINAMIC STABILITIES IN CYCLOREVERSION REACTIONS". . p. 1561 - 1570. Retrieved 1986.
• 5、 Rigaudy,J. et al.. "-". . p. 687 - 690. Retrieved 1978.
• 6、 Jadhav, Sanjay,Kumbhar, Arjun,Kamble, Santosh,More, Pallavi,Salunkhe, Rajashri. "Gel-entrapped bases: A smart window for the ligand-free Suzuki-Miyaura cross-coupling reaction". . p. 957 - 961. Retrieved 2013.
• 7、 Kotha, Sambasivarao,Ghosh, Arun Kumar. "Synthesis of 9,10-diarylanthracene derivatives via bis Suzuki-Miyaura crosscoupling reaction". . p. 451 - 452. Retrieved 2002.
• 8、 Bachmann,Kloetzel. "-". . p. 481,484. Retrieved 1938.
• 9、 Turro, Nicolas J.,Chow, Ming-Fea. "Magnetic Isotope Effect on the Thermolysis of 9,10-Diphenylanthracene Endoperoxide as a Means of Separation of 17O from 16O and 18O". . p. 1190 - 1192. Retrieved 1980.
• 10、 Landesberg,Sieczkowski. "". . p. 2120. Retrieved 1969.