Skip to Content
MilliporeSigma
All Photos(3)

Documents

673854

Sigma-Aldrich

4-Nitrophenylboronic acid

≥95.0%

Synonym(s):

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

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
(O2N)C6H4(B(OH)2)
CAS Number:
Molecular Weight:
166.93
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

≥95.0%

form

solid

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

Related Categories

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

Other Notes

May contain varying amounts of anhydride

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

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


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 4

1 of 4

Rhodium-grafted hydrotalcite catalyst for heterogeneous 1,4-addition reaction of organoboron reagents to electron deficient olefins
Motokura, K.; et al.
Green Chemistry, 13, 2416-2422 (2011)
An efficient copper-catalyzed one-pot synthesis of diaryl thioethers by coupling of arylboronic acids with potassium ethyl xanthogenate under mild conditions
Wang, L.; et al.
Synlett, 20, 3041-3045 (2011)
An efficient access to 2,3-diarylimidazo[1,2-a]pyridines via imidazo[1,2-a]pyridin-2-yl triflate through a Suzuki cross-coupling reaction-direct arylation sequence
Marhadour, S.; et al.
Tetrahedron Letters, 53, 297-300 (2012)
Abdallah Hamze et al.
ChemMedChem, 6(12), 2179-2191 (2011-10-13)
A novel class of isocombretastatin A-4 (isoCA-4) analogues with modifications at the 3'-position of the B-ring by replacement with C-linked substituents was studied. Exploration of the structure-activity relationships of theses analogues led to the identification of several compounds that exhibit
Tetrahedron, 63, 6131-6131 (2007)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service