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9-phenylanthracene

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9-phenylanthracene Basic information

Product Name:
9-phenylanthracene
CAS:
602-55-1
MF:
C20H14
MW:
254.33
EINECS:
210-019-8
Mol File:
602-55-1.mol
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9-phenylanthracene Chemical Properties

Melting point:
153-155 °C(lit.)
Boiling point:
417°C
Density 
1.1180 (estimate)
refractive index 
1.7040 (estimate)
form 
Solid
color 
Off-white to pale brown
Sensitive 
Light Sensitive
BRN 
1910570
CAS DataBase Reference
602-55-1(CAS DataBase Reference)
EPA Substance Registry System
Anthracene, 9-phenyl- (602-55-1)
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Safety Information

Hazard Codes 
N
Risk Statements 
50/53
Safety Statements 
60-61
RIDADR 
UN 3077 9/PG 3
WGK Germany 
3
HazardClass 
9
HS Code 
29029090

MSDS

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9-phenylanthracene Usage And Synthesis

Chemical Properties

Pale Yellow Plates

Preparation

Phenylboronic acid (2.13 g, 17.49 mmol), 9- bromoanthracene (3 g, 11.66 mmol), Pd(PPh3)4 (140 mg, 0.12 mmol), K2CO3 (16 mL, 2 M), and ethanol (8 mL) were mixed in a 100 mL flask containing anhydrous toluene (32 mL). The mixture was refluxed for 48 h under nitrogen. After cooled to room temperature, the reaction mixture was quenched with dilute hydrochloric acid solution and extracted with CH2Cl2. The organic extracts were dried over anhydrous MgSO4 and concentrated by rotary evaporation. The crude product was further purified by silica gel column chromatography (CH2Cl2/petroleum ether (1:4,v/v)) to get a white powder (2.43 g, 81.9 %). 1H NMR (500 MHz, CDCl3) δ 8.53 (s, 1H), 8.08 (d, J = 8.5 Hz, 2H), 7.70 – 7.67 (m, 2H), 7.63 – 7.54 (m, 3H), 7.50 – 7.45 (m, 4H), 7.37 (ddd, J = 8.7, 6.5, 1.2 Hz, 2H). EI-MS (m/z): Calculated for C20H14: 254.33. Found [M+]: 253.02.
preparation of 9-phenylanthracene
Synthesis of 9-phenylanthracene

Synthesis Reference(s)

Journal of the American Chemical Society, 79, p. 393, 1957 DOI: 10.1021/ja01559a042

Purification Methods

Chromatograph it on alumina in *C6H6 and recrystallise it from AcOH or toluene. [Beilstein 5 H 725, 5 II 639, 5 III 2462.]

9-phenylanthracene Preparation Products And Raw materials

Raw materials

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