1-(4-BroMophenyl)-1,2,2-triphenylethylene Chemical Properties

Melting point:

157.0 to 161.0 °C

Boiling point:

460.9±14.0 °C(Predicted)

Density 

1.278±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

solubility 

soluble in Toluene

form 

powder to crystal

color 

White to Light yellow

InChI

InChI=1S/C26H19Br/c27-24-18-16-23(17-19-24)26(22-14-8-3-9-15-22)25(20-10-4-1-5-11-20)21-12-6-2-7-13-21/h1-19H

InChIKey

MYJLJYSALGARCM-UHFFFAOYSA-N

SMILES

C1(Br)=CC=C(/C(/C2=CC=CC=C2)=C(\C2=CC=CC=C2)/C2=CC=CC=C2)C=C1

Safety Information

HS Code 

29039990

1-(4-BroMophenyl)-1,2,2-triphenylethylene Usage And Synthesis

Chemical Properties

1-(4-BroMophenyl)-1,2,2-triphenylethylene is a white to Light yellow powder to crystal. M.P.159 °C. Soluble in Toluene.

Synthesis

General procedure for the synthesis of 1-(4-bromophenyl)-1,2,2-tristyrylene from diphenylmethane and 4-bromobenzoylbenzene: 16.7 mL (0.1 mol) of diphenylmethane was dissolved in 300 mL of tetrahydrofuran (THF) under argon protection and added to 500 mL of a three-neck flask. The flask was magnetically stirred under ice-salt bath conditions for 40 min, and 54.5 mL (0.12 mol) of n-butyllithium solution was slowly added dropwise, and the ice-salt bath stirring was continued for 40 min. Subsequently, 13.0555 g (0.05 mol) of 4-bromobenzophenone (bis(4-bromophenyl)methanone) was added and the reaction mixture was stirred for 12 hours at room temperature. Upon completion of the reaction, the reaction was quenched by the addition of 250 mL of saturated ammonium chloride (NH4Cl) solution and stirred for 10 minutes. The reaction solution was transferred to a separatory funnel, and the organic phase was separated and dried with 300 g of anhydrous sodium sulfate. The dried organic phase was concentrated to dryness in a rotary evaporator. The resulting solid was dissolved in an appropriate amount of solvent, 5 g of p-toluenesulfonic acid was added, and the reaction was heated to 110 °C and refluxed for 12 hours. At the end of the reaction, the reaction solution was cooled to room temperature, dried and concentrated. The dried powdery product was obtained by rotary evaporation and further dried under vacuum at 60 °C for 24 h to give the white intermediate Si-Br in 89% yield.

References

[1] Patent: CN104341311, 2016, B. Location in patent: Paragraph 0057; 0058; 0059
[2] Patent: CN107082753, 2017, A. Location in patent: Paragraph 0030; 0031; 0032; 0033; 0034; 0035
[3] Angewandte Chemie - International Edition, 2018, vol. 57, # 29, p. 8947 - 8952
[4] Angew. Chem., 2018, vol. 130, # 29, p. 9085 - 9090,6
[5] Patent: CN106565595, 2017, A. Location in patent: Paragraph 0028; 0033; 0034; 0035

1-(4-BroMophenyl)-1,2,2-triphenylethylene(34699-28-0)Related Product Information

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