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Key Documents

Autres documents

325104

Sigma-Aldrich

3-Nitrophenylboronic acid

≥97%

Synonyme(s) :

3-Nitrobenzeneboronic acid, m-Nitrobenzeneboronic acid, m-Nitrophenylboronic acid, NSC 401539, NSC 59739

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About This Item

Formule linéaire :
O2NC6H4B(OH)2
Numéro CAS:
13331-27-6
Poids moléculaire :
166.93
Numéro Beilstein :
2938638
Numéro MDL:
MFCD00007193
Code UNSPSC :
12352103
ID de substance PubChem :
24859487
Nomenclature NACRES :
NA.22

Niveau de qualité

100

Pureté

≥97%

Forme

powder

Pf

284-285 °C (dec.) (lit.)

Chaîne SMILES 

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

Clé InChI

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

Autres remarques

Contains varying amounts of anhydride

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Certificats d'analyse (COA)

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Chun-Ping Lu et al.
Journal of agricultural and food chemistry, 59(21), 11403-11406 (2011-10-05)
Hydrogen peroxide is commonly used in the food processing industry as a chlorine-free bleaching and sterilizing agent, but excessive amounts of residual hydrogen peroxide have led to cases of food poisoning. Here we describe the development of a novel nonenzymatic
Wei Ke et al.
Antimicrobial agents and chemotherapy, 56(5), 2713-2718 (2012-02-15)
Class A carbapenemases are a major threat to the potency of carbapenem antibiotics. A widespread carbapenemase, KPC-2, is not easily inhibited by β-lactamase inhibitors (i.e., clavulanic acid, sulbactam, and tazobactam). To explore different mechanisms of inhibition of KPC-2, we determined
Meiling Li et al.
Chemical communications (Cambridge, England), 46(13), 2191-2193 (2010-03-18)
The discovery and development of an efficient ene carbocyclization of 1,3-dicarbonyl compounds bearing pendent terminal alkyne substituents under 3-nitrobenzeneboronic acid catalysis is described. The reaction is efficient, easy to perform and general to a wide range of ketoester substrates.
Maria T Gallardo-Williams et al.
The Prostate, 54(1), 44-49 (2002-12-14)
Prostate specific antigen (PSA) is a well-established marker of prostate cancer, but it can also degrade extracellular matrix proteins such as fibronectin and could be involved in tumor progression and metastasis. In this study, we have addressed the use of
Toby J Roberts et al.
Neuroscience letters, 444(1), 42-47 (2008-08-16)
The NMDA-antagonist dizocilpine (MK-801) is known to have dissociative, neurotoxic and neuroprotective properties. Although its neuroprotective properties are well documented, at present only ex vivo autoradiography has demonstrated its activity in lesioned brains. We report here the use of pharmacological
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