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4-Nitrophenylboronic acid

Basic information Safety Supplier Related

4-Nitrophenylboronic acid Basic information

Product Name:
4-Nitrophenylboronic acid
Synonyms:
  • 4-NITROPHENYLBORONIC ACID
  • 4-NITROBENZENEBORONIC ACID
  • RARECHEM AH PB 0141
  • P-NITROPHENYLBORONIC ACID
  • 4-Nitrophenylboronic Acid (contains varying amounts of Anhydride)
  • 4-Nitrophenylboronic acid ,97%
  • 4-Borononitrobenzene
  • Boronic acid, B-(4-nitrophenyl)-
CAS:
24067-17-2
MF:
C6H6BNO4
MW:
166.93
EINECS:
627-647-7
Product Categories:
  • Boronate Ester
  • Boronic Acid
  • blocks
  • BoronicAcids
  • B (Classes of Boron Compounds)
  • Potassium Trifluoroborate
  • Substituted Boronic Acids
  • Boronic acids
  • Aryl
  • Boronic Acids
  • Boronic Acids and Derivatives
Mol File:
24067-17-2.mol
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4-Nitrophenylboronic acid Chemical Properties

Melting point:
285-290°C (dec.)
Boiling point:
373.7±44.0 °C(Predicted)
Density 
1.40±0.1 g/cm3(Predicted)
storage temp. 
Inert atmosphere,Room Temperature
solubility 
DMF: 15 mg/ml; DMSO: 15 mg/ml; Ethanol: 15 mg/ml; Ethanol:PBS (pH 7.2) (1:5): 0.16 mg/ml
pka
7.04±0.10(Predicted)
form 
Crystalline Powder
color 
White to yellow
Water Solubility 
Slightly soluble in water.
InChIKey
NSFJAFZHYOAMHL-UHFFFAOYSA-N
CAS DataBase Reference
24067-17-2(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xn
Risk Statements 
22
Safety Statements 
26-36/37/39-24/25
WGK Germany 
3
Hazard Note 
Harmful
HS Code 
29319090
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4-Nitrophenylboronic acid Usage And Synthesis

Description

4-Nitrobenzeneboronic acid is an arylboronic acid building block that has been used in the synthesis of phenols.

Chemical Properties

White to brown powder or crystal

Uses

4-Nitrophenylboronic Acid is a useful synthetic intermediate. It is a reagent used for ligand-free palladium-catalyzed Suzuki-Miyaura cross-couplings, Ruthenium catalyzed direct arylation of benzylic sp3 carbons of acyclic amines and Diels-Alder or C-H activation reactions.

Uses

Reagent used for

  • Ligand-free palladium-catalyzed Suzuki-Miyaura cross-couplings
  • Ruthenium catalyzed direct arylation of benzylic sp3 carbons of acyclic amines
  • Diels-Alder or C-H activation reactions
  • Regioselective Suzuki-Miyaura coupling and tandem palladium-catalyzed intramolecular aminocarbonylation and annulations
  • N-arylation of phenylurea using copper acetylacetonate catalyst
  • Environmentally benign one-pot synthesis through a double arylation process
  • Copper-mediated cyanations
  • copper-catalyzed arylations
  • Regioselective glycosylations
  • Suzuki couplings followed by arylations
  • X-ray absorption on rhodium-grafted hydrotalcite catalyst for heterogeneous 1,4-addition reaction of organoboron reagents to electron deficient olefins

Reagent used in Preparation of
  • Combretastatin analogs as potential antitumor agents
  • Human immunodeficiency virus (HIV) protease inhibitors with antiviral activities against drug-resistant viruses

Uses

suzuki reaction

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