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325104

Sigma-Aldrich

3-Nitrophenylborsäure

≥97%

Synonym(e):

3-Nitro-benzolboronsäure

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About This Item

Lineare Formel:
O2NC6H4B(OH)2
CAS-Nummer:
13331-27-6
Molekulargewicht:
166.93
Beilstein:
2938638
MDL-Nummer:
MFCD00007193
UNSPSC-Code:
12352103
PubChem Substanz-ID:
24859487
NACRES:
NA.22

Qualitätsniveau

100

Assay

≥97%

Form

powder

mp (Schmelzpunkt)

284-285 °C (dec.) (lit.)

Funktionelle Gruppe

nitro

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

InChIKey

ZNRGSYUVFVNSAW-UHFFFAOYSA-N

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Anwendung

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

Sonstige Hinweise

Contains varying amounts of anhydride

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves

Hier finden Sie alle aktuellen Versionen:

Analysenzertifikate (COA)

Lot/Batch Number
MKCL9764
MKBX1423V
MKBK1110V
95697KJV
95697KJ

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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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