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673854 Sigma-Aldrich

4-Nitrophenylboronic acid

≥95.0%

Synonym: 4-Nitrobenzeneboronic acid, p-Nitrophenylboronic acid, p-nitro-benzeneboronic acid

  • CAS Number 24067-17-2

  • Linear Formula (O2N)C6H4(B(OH)2)

  • Molecular Weight 166.93

  •  MDL number MFCD00161360

  •  PubChem Substance ID 24885181

  •  NACRES NA.22

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Properties

Related Categories Aryl Boronic Acids, Boronic Acids, Boronic Acids and Derivatives, Chemical Synthesis, Monosubstituted Aryl Boronic Acids,
Quality Level   100
assay   ≥95.0%
mp   285-290 °C (dec.)
SMILES string   OB(O)c1ccc(cc1)[N+]([O-])=O
InChI   1S/C6H6BNO4/c9-7(10)5-1-3-6(4-2-5)8(11)12/h1-4,9-10H
InChI key   NSFJAFZHYOAMHL-UHFFFAOYSA-N

Description

Application

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

Packaging

1, 5 g in glass bottle

Other Notes

May contain varying amounts of anhydride

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable
Protocols & Articles
Peer-Reviewed Papers
15

References

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