4-BROMO-3-NITROPHENYLBORONIC ACID

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CAS:74386-13-3
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CAS:74386-13-3
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4-BROMO-3-NITROPHENYLBORONIC ACID manufacturers

4-BROMO-3-NITROPHENYLBORONIC ACID Basic information
Product Name:4-BROMO-3-NITROPHENYLBORONIC ACID
Synonyms:RARECHEM AH PB 0034;AKOS BRN-0082;4-BROMO-3-NITROPHENYLBORONIC ACID;4-BROMO-3-NITROBENZENEBORONIC ACID;4-Bromo-3-nitrophenyL;Boronic acid, B-(4-bromo-3-nitrophenyl)-
CAS:74386-13-3
MF:C6H5BBrNO4
MW:245.82
EINECS:
Product Categories:Substituted Boronic Acids;Boronic Acid;blocks;BoronicAcids
Mol File:74386-13-3.mol
4-BROMO-3-NITROPHENYLBORONIC ACID Structure
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
pka6.67±0.10(Predicted)
AppearanceOff-white to light yellow Solid
CAS DataBase Reference74386-13-3(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Hazard Note Irritant
HS Code 2931900090
MSDS Information
4-BROMO-3-NITROPHENYLBORONIC ACID Usage And Synthesis
Usessuzuki reaction
Uses4-Bromo-3-nitrophenylboronic Acid inhibits porcine pancreatic lipase and serum cholinesterase activity in Horses.
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
4-BROMO-3-NITROPHENYLBORONIC ACID Preparation Products And Raw materials
Raw materials1-BROMO-4-FLUORO-2-NITROBENZENE-->Bis(pinacolato)diboron-->1,4-Dioxane-->Bis(triphenylphosphine)palladium(II) chloride-->Potassium Acetate
Tag: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