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9,10-Diphenylanthracene

9,10-Diphenylanthracene structure

CAS No:
1499-10-1
Formula:
C26H18
Chemical Name:
9,10-Diphenylanthracene
Synonyms:
Anthracene,9,10-diphenyl-;9,10-Diphenylanthracene;DPA;NSC 24861;Cyalume Blue;65166-75-8
Categories:
Chemical Reagents > Organic Reagents

Description

slightly yellow powderChEBI: 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.

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.

9,10-Diphenylanthracene Basic Attributes

Molecular Weight：

330.42

Exact Mass：

330.42

BRN：

1914010

EC Number：

216-105-1

UNII：

51BQ8IYQ9U

NSC Number：

24861

DSSTox ID：

DTXSID1061734

HScode：

29029080

Characteristics

PSA：

XLogP3：

7.6

Appearance：

Light yellow to beige Fine Crystalline Powder

Density：

1.1398 (estimate)

Melting Point：

246 °C

Boiling Point：

485°C(lit.)

Flash Point：

234.7±20.1 °C

Refractive Index：

1.8430 (estimate)

Water Solubility：

INSOLUBLE

Storage Conditions：

Store below +30°C.

Vapor Pressure：

1.43e-10 mmHg

Safety Information

Transport codes：

2811

wgk germany：

hazard class code：

36/37/38

safety instructions：

22-24/25-36/37-26

RTECS Number：

SS6825000

Marks：

Stability/Shelf Life：

Stable. Combustible. Incompatible with strong oxidizing agents.

Precautionary statement(s)：

P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501

Hazard Statements：

H315

GHS Classification：

|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 6 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

MeSH Entry Terms：

9,10-diphenylanthracene

9,10-Diphenylanthracene Use and Manufacturing

Methods of Manufacturing

General procedure: An oven-dried Schlenk flask, equipped with a magnetic stir bar, septum, and a condenser was charged with aryl halide (1.0 mmol), arylboronic acid (1.2 mmol), K2CO3 (2 mmol), 4 (0.143 g, 1 mol %), and 5 mL of solvent. The flask was immersed in an oil bath and stirred at 80 C. Upon complete consumption of starting materials as determined by TLC analysis, the reaction mass was filtered and the solid washed with water (2Chi5 mL), and extracted with diethyl ether (3Chi5 mL). The combined organic layers were collected, dried over anhydrous Na2SO4, and concentrated in vacuum to afford product which was purified by silica gel column chromatography (n-hexane/EtOAc = 9:1)General procedure: An oven-dried Schlenk flask, equipped with a magneticstir bar, a septum and a condenser was charged with arylhalide (1.0 mmol), arylboronic acid (1.2 mmol), the gelentrappedbase (1 g, 2 mmol), Pd(dppf)Cl2 (0.0085 g, 1 mol%) and 5 mL of 95% ethanol. The flask was immersedand stirred in an oil bath at 80 8C. Upon completeconsumption of starting materials as determined by TLCanalysis, the gel was separated by filtration and water(10 mL) was added. The filtrate was extracted with diethylether (3 5 mL). The combined organic layer was collected, dried over anhydrous Na2SO4 and concentratedunder vacuum to afford the product, which was purified bysilica gel column chromatography (n-hexane:ethyl acetate9:1)General procedure: A general Pd-catalyzed coupling reaction procedure is explained with the case of 1, 4-diphenylnaphthalene 14DPN: A mixture of 1, 4-dibromonaphthalene (0.57 g, 2.0 mmol), phenylboronic acid (0.55 g, 4.5 mmol), sodium carbonate (0.54 g, 5.0 mmol), water (5 mL) and toluene (32 mL) in a 100 mL two-necked round bottom flask was sealed with septa and deoxygen by bubbling with nitrogen gas for 40 minitues. Afterwards tetrakis(triphenylphosphine)palladium (47 mg, 0.045 mmol) was quickly added into the mixture by opening the septum, and the mixture was deoxygen for additional 10 minitues. The reaction was kept at 80 C uner a nitrogen atmosphere for 24 hours. After cooled down to room temperature, the reaction was extracted with ethylacetate and water for three times. The oragnic layer was collected, and the solvent was removed by a rotary evaporator. The residue was purified by silica gel chromatagraphy with hexane and dichloromethane (15:1) as the elute to afford a white solid, 1, 4-diphenylnaphthalene 14DPN (0.47 g, 1.68 mmol), in a 84 % yield.

Manufacturing Info：

Anthracene, 9,10-diphenyl-: ACTIVE

Computed Properties

Molecular Weight:330.4
XLogP3:7.6
Rotatable Bond Count:2
Exact Mass:330.140850574
Monoisotopic Mass:330.140850574
Heavy Atom Count:26
Complexity:375
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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