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Merck
CN

721042

Sigma-Aldrich

3-羧基-5-硝基苯硼酸

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别名:
3-Borono-5-nitrobenzoic acid, 3-羧基-5-硝基苯基硼酸, 5-羧基-3-硝基苯硼酸
经验公式(希尔记法):
C7H6BNO6
分子量:
210.94
MDL编号:
UNSPSC代码:
12352103
PubChem化学物质编号:
NACRES:
NA.22

形式

solid

质量水平

mp

248-252 °C

SMILES字符串

OB(O)c1cc(cc(c1)[N+]([O-])=O)C(O)=O

InChI

1S/C7H6BNO6/c10-7(11)4-1-5(8(12)13)3-6(2-4)9(14)15/h1-3,12-13H,(H,10,11)

InChI key

WNIFCLWDGNHGMX-UHFFFAOYSA-N

应用

3-Carboxy-5-nitrophenylboronic acid can be used as a reactant to prepare:
  • Biaryl derivatives via Suzuki-Miyaura cross-coupling with aryl and heteroaryl halides via the formation of a C-C bond.
  • 3-Chloro-5-nitrobenzoic acid via copper-catalyzed chlorination reaction.
  • Aryl-clonazepam derivatives by palladium-catalyzed Suzuki Cross-coupling reaction with clonazepam in the presence of Pd as a catalyst.

Reactant for:
  • Copper-catalyzed chlorination
  • Parallel solid-phase synthesis of azabicyclooctylidenemethylbenzamides as μ- and d-opioid agonists

Used for:
  • Immobilization of glucose oxidase and acetylcholinesterase on boronic acid-activated silica surfaces

象形图

Exclamation mark

警示用语:

Warning

危险声明

危险分类

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

靶器官

Respiratory system

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

法规信息

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