ChemicalBook Product Catalog Chemical Reagents Organic reagents The polycyclic compound 9-phenylanthracene

9-phenylanthracene

9-phenylanthracene Basic information
Product Name:9-phenylanthracene
Synonyms:9-PHENYLANTHRACENE OEKANAL;anthracene,9-phenyl-;9-PHENYLANTHRACENE;Phenylanthracene,98%;9-PHENYLANTHRACENE OEKANAL, 250 MG;9-Phenylanthracene97%;9-Phenylanthracene 97%;9-Phenylanthracene,98%
CAS:602-55-1
MF:C20H14
MW:254.33
EINECS:210-019-8
Product Categories:Building Blocks;Chemical Synthesis;Aromatics Compounds;Anthracenes;Aromatics;Organic Building Blocks;Alpha Sort;Chemical Class;Hydrocarbons;NeatsVolatiles/ Semivolatiles;P;PAHsAlphabetic;PER - POLA;P-SAnalytical Standards;Arenes;Building Blocks;Organic Building Blocks
Mol File:602-55-1.mol
9-phenylanthracene Structure
9-phenylanthracene Chemical Properties
Melting point 153-155 °C (lit.)
Boiling point 417 °C (lit.)
density 1.1180 (estimate)
refractive index 1.7040 (estimate)
storage temp. Sealed in dry,Room Temperature
solubility Chloroform (Slightly), Ethyl Acetate (Slightly)
form Solid
color Off-white to pale brown
Sensitive Light Sensitive
BRN 1910570
CAS DataBase Reference602-55-1(CAS DataBase Reference)
EPA Substance Registry SystemAnthracene, 9-phenyl- (602-55-1)
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 Information
ProviderLanguage
SigmaAldrich English
ACROS English
9-phenylanthracene Usage And Synthesis
Chemical PropertiesPale Yellow Plates
Uses9-Phenylanthracene is used to synthesize organic light-emitting material intermediates.
PreparationThe synthesis of 9-phenylanthracene involved mixing 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) in a 100 mL flask with 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 MethodsChromatograph 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 materialsMagnesium-->Bromobenzene-->Anthrone-->Phenylboronic acid-->9-Bromoanthracene-->Tetrakis(triphenylphosphine)palladium-->Potassium carbonate-->Ethanol
DIBENZO(A,K)FLUORANTHENE 9,10-BIS[(1,1'-BIPHENYL)-4-YL]ANTHRACENE 9,9'-Bianthracene 9,10-Di(1-naphthyl)anthracene 3,4-Dihydroxy-1,2-epoxy 1,2,3,4-tetrahydrodibenzo(a,e)fluoranthene 9,10-DI-P-TOLYL-ANTHRACENE RARECHEM AQ NN 0344 9,10-BIS(4-ETHOXYPHENYL)-2-CHLOROANTHRACENE BENZO(A)FLUORANTHENE 9,10-BIS(2-NAPHTHYL)-2,6-DITERT-BUTYL ANTHRACENE DIBENZO(A,E)FLUORANTHENE naphtho(2,1-a)fluoranthene 9,10-BIS(4-METHOXYPHENYL)ANTHRACENE 5,12-DIMETHOXYRUBICENE 9,10-Di(2-naphthyl)anthracene 9,10-BIS(3,5-DIHYDROXYPHENYL)ANTHRACENE 9,10-BIS(4-METHOXYPHENYL)-2-METHYLANTHRACENE 2-CHLORO-9,10-DIPHENYLANTHRACENE
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