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Merck
CN

325104

Sigma-Aldrich

3-硝基苯硼酸

≥97%

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别名:
间硝基苯硼酸
线性分子式:
O2NC6H4B(OH)2
CAS号:
分子量:
166.93
Beilstein:
2938638
MDL编号:
UNSPSC代码:
12352103
PubChem化学物质编号:
NACRES:
NA.22

质量水平

检测方案

≥97%

形式

powder

mp

284-285 °C (dec.) (lit.)

SMILES字符串

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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应用

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
催化炔二羰基化合物的烯碳环化反应

其他说明

含不定量的酸酐

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves

法规信息

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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
Chiaki Miyamoto et al.
Inorganic chemistry, 47(5), 1417-1419 (2008-02-12)
The rate constants for a boronate ion were determined for the first time using the reaction systems of 3-nitrophenylboronic acid (3-NO2PhB(OH)2) with ethylene glycol (EG) and propylene glycol (PG) in an alkaline solution: the rate constants (25 degrees C, I
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.
C W Garner et al.
Biochimica et biophysica acta, 790(1), 91-93 (1984-10-09)
Horse serum cholinesterase (acylcholine acylhydrolase, EC 3.1.1.8) was reversibly inhibited by a variety of alkyl- and areneboronic acids with Ki values ranging from 6.2 mM (methaneboronic acid) to 3.1 microM (diphenylboric acid). Binding to the enzyme was apparently at the
Fan Fei et al.
Analytical and bioanalytical chemistry, 398(3), 1349-1356 (2010-07-29)
The design of boronic acid sensors for photometric detection of carbohydrates has relied on exploiting differences in the thermodynamic stability of complex formation for molecular recognition. Herein, we introduce a direct method for analysis of sugar alcohols using 3-nitrophenylboronic acid

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