ChemicalBook > CAS DataBase List > 9,10-Diphenylanthracene

9,10-Diphenylanthracene

Product Name
9,10-Diphenylanthracene
CAS No.
1499-10-1
Chemical Name
9,10-Diphenylanthracene
Synonyms
9,10-DiphenyL;9,10-biphenylanthracene;DPHA、DPA;9,10-DPA;9,10-Diphenyla;9,10-Diphenylanthrac;9,1-Diphenylanthracene;9,10-diphenyl-anthracen;9, 9-diphenylanthracene;9,10-DIPHENYLANTHRACENE
CBNumber
CB5132335
Molecular Formula
C26H18
Formula Weight
330.42
MOL File
1499-10-1.mol
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9,10-Diphenylanthracene Property

Melting point:
245-248 °C(lit.)
Boiling point:
485°C(lit.)
Density 
1.1398 (estimate)
refractive index 
1.8430 (estimate)
storage temp. 
Store below +30°C.
form 
Fine Crystalline Powder
color 
Light yellow to beige
Water Solubility 
INSOLUBLE
λmax
393nm(Cyclohexane)(lit.)
BRN 
1914010
Stability:
Stable. Combustible. Incompatible with strong oxidizing agents.
InChIKey
FCNCGHJSNVOIKE-UHFFFAOYSA-N
CAS DataBase Reference
1499-10-1(CAS DataBase Reference)
NIST Chemistry Reference
Anthracene, 9,10-diphenyl-(1499-10-1)
EPA Substance Registry System
Anthracene, 9,10-diphenyl- (1499-10-1)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
22-24/25-36/37-26
RIDADR 
2811
WGK Germany 
3
RTECS 
SS6825000
TSCA 
Yes
HS Code 
29029080
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
D205001
Product name
9,10-Diphenylanthracene
Purity
97%
Packaging
1g
Price
$74.8
Updated
2024/03/01
Sigma-Aldrich
Product number
D205001
Product name
9,10-Diphenylanthracene
Purity
97%
Packaging
5G
Price
$341
Updated
2024/03/01
Sigma-Aldrich
Product number
8.20529
Product name
9,10-Diphenylanthracene
Purity
for synthesis
Packaging
1g
Price
$64.9
Updated
2024/03/01
Sigma-Aldrich
Product number
8.20529
Product name
9,10-Diphenylanthracene
Purity
for synthesis
Packaging
5G
Price
$233
Updated
2024/03/01
Sigma-Aldrich
Product number
45788
Product name
9,10-Diphenylanthracene
Purity
analytical standard
Packaging
250mg
Price
$72.5
Updated
2024/03/01
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9,10-Diphenylanthracene Chemical Properties,Usage,Production

Chemical Properties

9,10-Diphenylanthracene is a fluorescent compound, slightly yellow powder with an excitation peak at 314 nm and an emission peak at 302 nm. It is spectrally similar to MCA (7-Methoxycoumarin-4-acetic acid). 

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.

Definition

ChEBI: 9,10-diphenylanthracene is a member of the class of anthracenes that is anthracene in which both of the hydrogens on the central ring are substituted by phenyl groups. It has a role as a fluorochrome and a photosensitizing agent.

Application

9,10-Diphenylanthracene is a polycyclic aromatic hydrocarbon and a useful organic semiconductor. 9,10-Diphenylanthracene is also a sensitiser in chemiluminescence. It has applications related to OLEDs and OLED-based displays.

General Description

9,10-Diphenylanthracene, an aromatic hydrocarbon, is a blue light emitting material that is used for the measurement of fluorescence quantum yields in dilute solutions. Its derivatives show potential candidature in organic light emitting diode (OLED) devices. It is also used as a fluorophore for the study of peroxyoxalate chemiluminescence (POCL).

Synthesis

9, 10 – Diphenylanthracene was synthesized via a multistep synthesis using 9, 10 – dibromoanthracene, a Suzuki coupling was performed using phenylboronic acid over a tetrakis(triphenylphosphine)palladium(0) catalyst to form the title compound:
The mixture of 1,3-dibromobenzene (236 mg, 1.0 mmol), phenylboronic acid (271 mg, 2.2 mmol), and Na2CO3 (424 mg, 4 mmol) was taken up in DMF (2 mL) and then ARF-Pd (300 mg, 0.01 mmol Pd) was added. The mixture was heated under N2 at 110 °C for 2.5 h. After cooling, the mixture was diluted with cold H2O (10 mL) and filtered through a cotton bed. The filtrate was extracted with Et2O (3 × 20 mL) and the combined organic extracts were washed with brine (10 mL), dried (Na2SO4), and evaporated. The residue was purified by column chromatography (silica gel, PE) to give 9,10-Diphenylanthracene (4d), yield 90%. Mp 245-247 °C (Lit.36 245-48 °C). IR (Nujol): 1458, 1377 cm-1. 1H NMR (300 MHz, CDCl3): δ = 7.72-7.66 (m, 4 H), 7.62-7.46 (m, 10 H), 7.34-7.29 (m, 4 H). 13C NMR (75 MHz, CDCl3): δ = 139.1, 137.1, 131.3, 129.8, 128.4, 127.4, 126.9, 125.0.

Purification Methods

Crystallise the anthracene from acetic acid or xylene [Baumstark et al. J Org Chem 52 3308 1987]. [Beilstein 5 IV 2807.]

9,10-Diphenylanthracene Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 9,10-Diphenylanthracene manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
9,10-Diphenylanthracene 1499-10-1
Price
US $0.00/KG
Min. Order
1KG
Purity
98%min
Supply Ability
30tons/month
Release date
2023-04-07
Shanghai Daken Advanced Materials Co.,Ltd
Product
Purple fluorescence dye DPHA 1499-10-1
Price
US $0.00/KG
Min. Order
1KG
Purity
98.00%
Supply Ability
150KG /month
Release date
2021-11-16
Hebei Xinsheng New Material Technology Co., LTD.
Product
9,10-Diphenylanthracene 1499-10-1
Price
US $35.00-25.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20 Ton
Release date
2023-09-22

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