MilliporeSigma
All Photos(3)

325104

Sigma-Aldrich

3-Nitrophenylboronic acid

≥97%

Synonym(s):
3-Nitrobenzeneboronic acid, m-Nitrophenylboronic acid, m-Nitrobenzeneboronic acid, NSC 59739, NSC 401539
Linear Formula:
O2NC6H4B(OH)2
CAS Number:
Molecular Weight:
166.93
Beilstein:
2938638
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

≥97%

form

powder

mp

284-285 °C (dec.) (lit.)

SMILES string

OB(O)c1cccc(c1)[N+]([O-])=O

InChI

1S/C6H6BNO4/c9-7(10)5-2-1-3-6(4-5)8(11)12/h1-4,9-10H

InChI key

ZNRGSYUVFVNSAW-UHFFFAOYSA-N

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Application

Reactant involved in:
  • Copper-catalyzed arylation
  • Palladium-catalyzed decarboxylative coupling
  • Suzuki-Miyaura cross-coupling
  • Oxidative carbocyclization / arylation
  • Addition to arylpropargyl alcohols

Additionally used as a reactant for synthesizing biologically active molecules such as:
  • Inhibitors of angiogenesis
  • Biaryl-olefins with antiproliferative activities
Catalyzes ene carbocyclization of acetylenic dicarbonyl compounds

Packaging

1, 5 g in glass bottle

Other Notes

Contains varying amounts of anhydride

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

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Certificate of Origin

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