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1499-10-1

Basic Information
CAS No.: 1499-10-1
Name: 9,10-Diphenylanthracene
Article Data: 138
Molecular Structure:
Molecular Structure of 1499-10-1 (9,10-Diphenylanthracene)
Formula: C26H18
Molecular Weight: 330.429
Synonyms: Cyalume Blue;DPA;NSC 24861;
EINECS: 216-105-1
Density: 1.146 g/cm3
Melting Point: 245-248 °C(lit.)
Boiling Point: 469.134 °C at 760 mmHg
Flash Point: 234.745 °C
Solubility: insoluble in water
Appearance: slightly yellow powder
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 22-24/25-36/37-26
PSA: 0.00000
LogP: 7.32700
Synthetic route
523-27-3

9,10-Dibromoanthracene

98-80-6

phenylboronic acid

1499-10-1

9,10-diphenylanthracene

Conditions
ConditionsYield
With potassium phosphate; dichloro{bis[1-(dicyclohexylphosphanyl)piperidine]}palladium(II) In toluene at 80℃; for 0.0833333h; Suzuki-Miyaura cross-coupling reaction; Air;97%
With potassium carbonate In methanol at 80℃; for 0.5h; Suzuki-Miyaura Coupling; Schlenk technique; Inert atmosphere;97%
With potassium phosphate In ethanol at 80℃; for 2h; Suzuki-Miyaura Coupling; Schlenk technique; Inert atmosphere;97%
605-48-1

9,10-dichloroanthracene

100-58-3

phenylmagnesium bromide

1499-10-1

9,10-diphenylanthracene

Conditions
ConditionsYield
With [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium(ll) dichloride In 1,4-dioxane; diethyl ether at 20℃; for 24h; Kumada-Corriu cross-coupling reaction; Inert atmosphere;95%
With methylmagnesium bromide; triethylamine; nickel dichloride In tetrahydrofuran; methanol; ethanol; toluene80.4%
With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) In tetrahydrofuran at 25 - 35℃; Inert atmosphere; Cooling with ice;68.49%
15257-17-7

9,10-diphenyl-9,10-epidioxyanthracene

A

1499-10-1

9,10-diphenylanthracene

B

80937-33-3

oxygen

Conditions
ConditionsYield
In toluene for 24h;A 95%
B 37%
19061-38-2

(9s,10s)-9,10-diphenyl-9,10-dihydro-9,10-epoxyanthracene

1499-10-1

9,10-diphenylanthracene

Conditions
ConditionsYield
With triethylsilane; trifluoroacetic acid In dichloromethane at 20℃; for 0.5h; Inert atmosphere; Sealed tube;94%
With isopropylmagnesium bromide In tetrahydrofuran for 2h; Heating;52%
With acetic acid; zinc
With zinc In acetic acid for 10h; Heating; Yield given;
605-48-1

9,10-dichloroanthracene

1499-10-1

9,10-diphenylanthracene

Conditions
ConditionsYield
Pd(PPh3)4 In tetrahydrofuran; chlorobenzene87.8%
6318-17-8

anthranol

1499-10-1

9,10-diphenylanthracene

Conditions
ConditionsYield
With titanium tetrachloride; triethylamine In dichloromethane at 0 - 25℃; for 0.5h; Inert atmosphere;82%
With formic acid; sodium formate
With acetic acid; potassium iodide
108-86-1

bromobenzene

523-27-3

9,10-Dibromoanthracene

1499-10-1

9,10-diphenylanthracene

Conditions
ConditionsYield
Pd(PPh3)2Cl2 In tetrahydrofuran81.7%
Pd(PPh3)2Cl2 In tetrahydrofuran73.8%
523-27-3

9,10-Dibromoanthracene

1499-10-1

9,10-diphenylanthracene

Conditions
ConditionsYield
Ni(dppe)Cl2 In tetrahydrofuran81.7%
Ni(AcaC)2 In tetrahydrofuran75.9%
Ni(PPh3)2Br2

Ni(PPh3)2Br2

605-48-1

9,10-dichloroanthracene

1499-10-1

9,10-diphenylanthracene

Conditions
ConditionsYield
In tetrahydrofuran81.4%
523-27-3

9,10-Dibromoanthracene

100-58-3

phenylmagnesium bromide

1499-10-1

9,10-diphenylanthracene

Conditions
ConditionsYield
With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) In tetrahydrofuran at 25 - 35℃; Inert atmosphere; Cooling with ice;75.45%
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Specification

The IUPAC name of 9,10-Diphenylanthracene is 9,10-diphenylanthracene. With the CAS registry number 1499-10-1, it is also named as Anthracene, 9,10-diphenyl-. The product's categories are Industrial / Fine Chemicals; Scintillators; Anthracenes; Electroluminescence; Functional Materials; Photoluminescent Materials; Light-Emitting Dopants and Fluorescent Dyes; Photonic and Optical Materials; DIO - DIZ Chemical Class; Alpha Sort; Analytical Standards; Aromatics Volatiles / Semivolatiles; Chemical Class; D; D Alphabetic; Hydrocarbons; Neats Analytical Standards; PAHs, and the other registry number is 65166-75-8. Besides, it is slightly yellow powder, which should be stored in tightly sealed containers in a cool, dry place. And you should ensure that the workplaces have good ventilated or exhaust devices. In addition, its molecular formula is C26H18 and molecular weight is 330.43.

The other characteristics of this product can be summarized as: (1)EINECS: 216-105-1; (2)ACD/LogP: 8.46; (3)# of Rule of 5 Violations: 1; (4)ACD/LogD (pH 5.5): 8.46; (5)ACD/LogD (pH 7.4): 8.46; (6)ACD/BCF (pH 5.5): 1000000; (7)ACD/BCF (pH 7.4): 1000000; (8)ACD/KOC (pH 5.5): 953322.688; (9)ACD/KOC (pH 7.4): 953322.688; (10)#H bond acceptors: 0; (11)#H bond donors: 0; (12)#Freely Rotating Bonds: 2; (13)Index of Refraction: 1.698; (14)Molar Refractivity: 111.122 cm3; (15)Molar Volume: 288.234 cm3; (16)Surface Tension: 48.759 dyne/cm; (17)Density: 1.146 g/cm3; (18)Flash Point: 234.745 °C; (19)Melting Point: 245-248 °C; (20)Enthalpy of Vaporization: 70.347 kJ/mol; (21)Boiling Point: 469.134 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25 °C.

Preparation of 9,10-Diphenylanthracene: this chemical can be prepared by 9,10-Diphenyl-9,10-dihydro-9,10-epoxido-anthracene.



This reaction needs iPrMgBr and Tetrahydrofuran by heating for 2 hours. The yield is 52 %.

Uses of 9,10-Diphenylanthracene: this chemical can be used as a sensitiser in chemoluminescence. In lightsticks, it is used to produce blue light. Additionally, it can be used to produce 9,10-Difluoro-9,10-diphenyl-9,10-dihydro-anthracene.



This reaction needs TBAF and Acetonitrile by electrolysis. The yield is 80 %.

When you are using this chemical, please be cautious about it as the following: it is irritating to eyes, respiratory system and skin. In case of contact with eyes, please rinse immediately with plenty of water and seek medical advice. And you should wear suitable protective clothing and gloves to avoid contact with skin and eyes. Moreover, please not breathe dust.

People can use the following data to convert to the molecule structure.
(1)SMILES: c1ccc(cc1)c2c3ccccc3c(c4c2cccc4)c5ccccc5
(2)InChI: InChI=1/C26H18/c1-3-11-19(12-4-1)25-21-15-7-9-17-23(21)26(20-13-5-2-6-14-20)24-18-10-8-16-22(24)25/h1-18H
(3)InChIKey: FCNCGHJSNVOIKE-UHFFFAOYAL