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325104

Sigma-Aldrich

3-Nitrophenylboronic acid

≥97%

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Synonym(s):
3-Nitrobenzeneboronic acid, m-Nitrobenzeneboronic acid, m-Nitrophenylboronic acid, NSC 401539, NSC 59739
Linear Formula:
O2NC6H4B(OH)2
CAS Number:
Molecular Weight:
166.93
Beilstein/REAXYS Number:
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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1 of 4

This Item
B75956673854523968
vibrant-m

325104

3-Nitrophenylboronic acid

vibrant-m

B75956

4-Bromophenylboronic acid

vibrant-m

673854

4-Nitrophenylboronic acid

vibrant-m

523968

3-Hydroxyphenylboronic acid

mp

284-285 °C (dec.) (lit.)

mp

284-288 °C (lit.)

mp

285-290 °C (dec.)

mp

210-213 °C (dec.) (lit.)

form

powder

form

crystals

form

solid

form

-

Quality Level

100

Quality Level

200

Quality Level

100

Quality Level

100

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

Other Notes

Contains varying amounts of anhydride

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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