ChemicalBook--->CAS DataBase List--->867044-33-5

867044-33-5

867044-33-5 Structure

867044-33-5 Structure
IdentificationBack Directory
[Name]

[4-(2-Phenyl-1H-benzimidazol-1-yl)phenyl]boronic acid
[CAS]

867044-33-5
[Synonyms]

(4-(2-Phenyl-1H-benzo[d]imidazol-1-yl)
3-(2-phenyl-1H-benzo[d]imidazol-1-yl)phenyl
4-(2-Phenyl-1H-benzimidazol-1-yl)benzeneboronic Acid
[4-(2-Phenyl-1H-benzimidazol-1-yl)phenyl]boronic acid
4-(1-phenyl-1H-benzo[d]imidazol-2-yl)phenylboronic acid
[4-(2-phenyl-1H-1,3-benzodiazol-1-yl)phenyl]boronic acid
(4-(2-Phenyl-1H-benzo[d]iMidazol-1-yl)phenyl)boronic acid
Boronic acid,B-[4-(2-phenyl-1H-benziMidazol-1-yl)phenyl]-
Boronicacid, [4-(2-phenyl-1H-benziMidazol-1-yl)phenyl]- (9CI)
[4-(2-Phenyl-1H-benziMidazol-1-yl)phenyl]boronic acid (PBIPBA
4-(2-Phenyl-1H-benzimidazol-1-yl)phenylboronic Acid (contains varying amounts of Anhydride)
[Molecular Formula]

C19H15BN2O2
[MDL Number]

MFCD11977298
[MOL File]

867044-33-5.mol
[Molecular Weight]

314.15
Chemical PropertiesBack Directory
[Boiling point ]

572.6±60.0 °C(Predicted)
[density ]

1.21
[storage temp. ]

under inert gas (nitrogen or Argon) at 2-8°C
[form ]

powder to crystal
[pka]

8.37±0.16(Predicted)
[color ]

White to Almost white
Safety DataBack Directory
[Symbol(GHS) ]

GHS hazard pictograms
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319
[Precautionary statements ]

P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313
[HS Code ]

2933998090
Questions And AnswerBack Directory
[Application]

[4-(2-phenyl-1H-benzimidazol-1-yl)phenyl]boronic acid is an organic synthesis intermediate and a pharmaceutical intermediate that can be used in laboratory research and development processes and chemical production processes.
Hazard InformationBack Directory
[Synthesis]

1-(4-Bromophenyl)-2-phenylbenzimidazole

760212-58-6

[4-(2-Phenyl-1H-benzimidazol-1-yl)phenyl]boronic acid

867044-33-5

Under argon protection, 10 g (29 mmol) of 1-(4-bromophenyl)-2-phenyl-1H-benzimidazole was dissolved in 100 mL of anhydrous tetrahydrofuran and the solution was cooled to -78 °C. Subsequently, 20 mL of n-butyllithium solution (1.6 mol/L, dissolved in hexane) was added slowly and dropwise. The reaction mixture was continuously stirred at -78 °C for 1 h and then warmed up to 0 °C. The mixture was again cooled to -78 °C and 9.7 mL (87 mmol) of trimethoxyborane was added dropwise. The mixture continued to be stirred at -78 °C for 1 hour, followed by 2 hours at room temperature. Upon completion of the reaction, 100 mL of 10% (w/w) hydrochloric acid solution was added and stirred for 1 hr, followed by filtration. The organic layer was separated, washed with saturated sodium chloride solution and dried with anhydrous magnesium sulfate. The solvent was removed by distillation under reduced pressure and the residue was purified by silica gel column chromatography to give 4.2 g of [4-(2-phenyl-1H-benzimidazol-1-yl)phenyl]boronic acid in 46% yield.

[References]

[1] Patent: EP1734038, 2006, A1. Location in patent: Page/Page column 49
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