602-55-1

Usage

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. 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.]

InChI:InChI=1/C20H14/c1-2-8-15(9-3-1)20-18-12-6-4-10-16(18)14-17-11-5-7-13-19(17)20/h1-14H

Upstream product

• 90-44-8 anthracen-9(10H)-one 
• 16587-39-6 1,3-diphenylbenzo[c]thiophene 
• 133744-64-6 rel-(1R,3R,4S)-1,3,4-triphenyl-1,4-dihydrobenzo[d][1,2]oxaphosphinine 3-oxide 
• 108-88-3 toluene 
• 642-31-9 9-anthracene aldehyde 
• 40807-34-9 9-phenylanthracene cation radical 
• 280-57-9 1,4-diaza-bicyclo[2.2.2]octane 
• 1159-86-0 o-dibenzoylbenzene 
• 108-90-7 chlorobenzene 
• 98-86-2 acetophenone 
• 113650-27-4 acetic acid [2-(acetoxy-phenyl-methyl)phenyl]-phenyl-methyl ester 
• 591-51-5 phenyllithium 
• 716-53-0 9-chloroanthracene 
• 100-58-3 phenylmagnesium bromide 

Downstream Products

• 1251-77-0 9-(4-nitro-phenyl)-10-phenyl-anthracene 
• 13577-28-1 9-phenyl-9,10-dihydroanthracene 
• 5146-30-5 10-phenyl-10-hydroxy-9-anthracenone 
• 17803-81-5 10-phenyl-9-acetoxyanthracene 
• 23674-20-6 9-bromo-10-phenylanthracene 
• 134450-66-1 9-phenyl-10-nitroanthracene 
• 54440-48-1 9-phenyl-9,10-dihydro-9,10-epidioxido-anthracene 
• 55255-70-4 9-cyclohexyl-tetradecahydro-anthracene 
• 24451-63-6 (phenyl)(9-phenylanthracen-10-yl)methanone 
• 54458-81-0 10-Phenylanthracene-9-carboxaldehyde 
• 24672-71-7 9-(4’-bromophenyl)anthracene 
• 96464-45-8 C₂₄H₁₆O₃ 
• 92844-38-7 cis-9,10-diethyl-10-phenyl-9,10-dihydroanthracene 
• 98-82-8 Isopropylbenzene 

Relevant academic research and scientific papers

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Amine-Tagged Fragmented Ligand Installation for Covalent Modification of MOF-74

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Asymmetric antracene derivatives having two phenyl groups and organic light-emitting diode including the same

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