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Merck
CN

721042

3-羧基-5-硝基苯硼酸

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

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关于此项目

经验公式(希尔记法):
C7H6BNO6
化学文摘社编号:
分子量:
210.94
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
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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)

SMILES string

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

InChI key

WNIFCLWDGNHGMX-UHFFFAOYSA-N

form

solid

mp

248-252 °C

functional group

carboxylic acid
nitro

Quality Level

Application

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

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

法规信息

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分析证书(COA)

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New biaryl-chalcone derivatives of pregnenolone via Suzuki-Miyaura cross-coupling reaction. Synthesis, CYP17 hydroxylase inhibition activity, QSAR, and molecular docking study
Al-Masoudi NA, et al.
Steroids, 101, 43-50 (2015)
Copper-catalyzed chlorination of functionalized arylboronic acids
Wu H and Hynes JJ
Organic Letters, 12(6), 1192-1195 (2010)
Synthesis of new derivatives of aryl-clonazepam via Suzuki Cross-coupling reaction
Salman MA Al-Hussein and Abdul-Rida NA
European Journal of Chemistry, 7(2), 152-155 (2016)
Zhuojun Huang et al.
Biomaterials science, 6(9), 2487-2495 (2018-08-03)
We report here the development of hydrogels formed at physiological conditions using PEG (polyethylene glycol) based polymers modified with boronic acids (BAs) as backbones and the plant derived polyphenols ellagic acid (EA), epigallocatechin gallate (EGCG), tannic acid (TA), nordihydroguaiaretic acid

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