1,3,5-Tris(4-bromophenyl)benzene Chemical Properties

Melting point:

261-265 °C

Boiling point:

574.9±45.0 °C(Predicted)

Density 

1.626±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

form 

Crystalline Powder

color 

Yellow to pale brown

λmax

288nm(CHCl3)(lit.)

InChI

InChI=1S/C24H15Br3/c25-22-7-1-16(2-8-22)19-13-20(17-3-9-23(26)10-4-17)15-21(14-19)18-5-11-24(27)12-6-18/h1-15H

InChIKey

HJQRITCAXSBOPC-UHFFFAOYSA-N

SMILES

C1(C2=CC(C3=CC=C(Br)C=C3)=CC(C3=CC=C(Br)C=C3)=C2)=CC=C(Br)C=C1

Safety Information

Hazard Codes 

Xi

Risk Statements 

41

Safety Statements 

26

WGK Germany 

3

HS Code 

29039990

1,3,5-Tris(4-bromophenyl)benzene Usage And Synthesis

Chemical Properties

White to tan solid

Uses

TBB can be used to synthesize porous aromatic frameworks for the development of adsorption membranes to treat organic pollutants. It can also be used in the fabrication of pyridine based high efficiency organic light emitting diodes(OLEDs).

General Description

1,3,5-Tris(4-bromophenyl)benzene (TBB) is a halogenated aromatic monomer that can be used in the formation of covalent aromatic frameworks(COF).

Synthesis

General method: p-Bromoacetophenone (3 mmol) was mixed with sulfated tungstate (20 wt%) in a round-bottomed flask fitted with a condenser tube and the reaction was carried out with stirring at 130°C. The reaction was monitored by thin film chromatography (TLC). The reaction progress was monitored by thin layer chromatography (TLC). After complete consumption of p-bromoacetophenone, the reaction was continued for 2 hours. After the reaction mixture was cooled, it was diluted with 30 mL of ethyl acetate and filtered to recover the catalyst. The filtrate was sequentially washed with 10 mL of water, dried over anhydrous sodium sulfate and subsequently concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (60-120 mesh) using petroleum ether: ethyl acetate (9:1, v/v) as eluent to give pure 1,3,5-tris(4-bromophenyl)benzene.

References

[1] Synthetic Communications, 2013, vol. 43, # 16, p. 2178 - 2190
[2] RSC Advances, 2015, vol. 5, # 27, p. 21206 - 21214
[3] Journal of the Iranian Chemical Society, 2012, vol. 9, # 5, p. 791 - 798
[4] European Journal of Organic Chemistry, 2014, vol. 2014, # 14, p. 2907 - 2916
[5] Synthetic Communications, 2005, vol. 35, # 24, p. 3167 - 3171

1,3,5-Tris(4-bromophenyl)benzene(7511-49-1)Related Product Information

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• Decabromodiphenyl Ethane
• Benzyldodecyldimethylammonium bromide
• BUFFER SOLUTION PH = 6,00 (20 °C) (POTASSIUM DIHYDROGEN PHOSPHATE/SODIUM HYDROXIDE)
• Tricine
• Ethylbenzene
• 4-Biphenylcarboxylic acid
• Benzbromarone
• Tris(hydroxymethyl)aminomethane
• 1,3,5-Tris(3,5-dibromophenyl)benzene
• Benzene
• 1, 3, 5-Tris(4-nitrophenyl)benzene
• 1,3,5-Tris(m-iodophenyl)benzene
• 4,4''-Dimethyl-5'-(4-methylphenyl)-1,1':3',1''-terbenzene
• 1,3,5-Tris(4-bromophenyl)benzene
• TRIS BUFFER SOLUTION PH 8.5, 1 L