ChemicalBook--->CAS DataBase List--->74386-13-3

74386-13-3

74386-13-3 Structure

74386-13-3 Structure
IdentificationMore
[Name]

4-BROMO-3-NITROPHENYLBORONIC ACID
[CAS]

74386-13-3
[Synonyms]

4-BROMO-3-NITROBENZENEBORONIC ACID
4-BROMO-3-NITROPHENYLBORONIC ACID
AKOS BRN-0082
RARECHEM AH PB 0034
[Molecular Formula]

C6H5BBrNO4
[MDL Number]

MFCD01074649
[Molecular Weight]

245.82
[MOL File]

74386-13-3.mol
Chemical PropertiesBack Directory
[Melting point ]

213-216
[Boiling point ]

361.6±52.0 °C(Predicted)
[density ]

1.85±0.1 g/cm3(Predicted)
[storage temp. ]

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

6.67±0.10(Predicted)
[Appearance]

Off-white to light yellow Solid
[CAS DataBase Reference]

74386-13-3(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[Hazard Codes ]

Xi
[Hazard Note ]

Irritant
[HS Code ]

2931900090
Hazard InformationBack Directory
[Uses]

suzuki reaction
[Synthesis]

1-BROMO-4-FLUORO-2-NITROBENZENE

446-09-3

Bis(pinacolato)diboron

73183-34-3

4-BROMO-3-NITROPHENYLBORONIC ACID

74386-13-3

General procedure for the synthesis of 4-bromo-3-nitrophenylboronic acid from 2-bromo-5-fluoronitrobenzene and bis(pinacolato)diboronic acid: 2-bromo-5-fluoronitrobenzene (19.48 g, 89 mmol) was added to a 1L round bottom flask. Bis(pinacolato)diboron (27 g, 106 mmol), bis(triphenylphosphine)dichloropalladium (3.1 g, 4.45 mmol), and potassium acetate (KOAc) (22 g, 222 mmol) were added sequentially, followed by 1,4-dioxane (445 mL). The mixture was heated to reflux with stirring. After 3 hours of reaction, the heating was stopped and the mixture was cooled to room temperature. The separation was carried out by extraction with dichloromethane and distilled water. The organic layer was dried and purified by column chromatography to afford the intermediate 4-bromo-3-nitrophenylboronic acid (13.08 g, 60% yield).

[References]

[1] Patent: CN108383842, 2018, A. Location in patent: Paragraph 0056; 0057; 0059
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