4-BROMO-3-NITROPHENYLBORONIC ACID Chemical Properties

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 Information

Hazard Codes 

Xi

Hazard Note 

Irritant

HS Code 

2931900090

4-BROMO-3-NITROPHENYLBORONIC ACID Usage And Synthesis

Uses

suzuki reaction

Uses

4-Bromo-3-nitrophenylboronic Acid inhibits porcine pancreatic lipase and serum cholinesterase activity in Horses.

Synthesis

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

4-BROMO-3-NITROPHENYLBORONIC ACID(74386-13-3)Related Product Information

• Phenylboronic acid
• 4-BROMO-2-NITROPHENYLBORONIC ACID
• 4-BROMO-3-NITROPHENYLBORONIC ACID
• 3-Aminophenylboronic acid monohydrate
• 3-Nitrophenylboronic acid
• 4-Bromophenylboronic acid