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721042

Sigma-Aldrich

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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About This Item

经验公式（希尔记法）:
C7H6BNO6
CAS号:
101084-81-5
分子量:
210.94
MDL编号:
MFCD00757433
UNSPSC代码:
12352103
PubChem化学物质编号:
329763815
NACRES:
NA.22

表单

solid

质量水平

100

mp

248-252 °C

官能团

carboxylic acid
nitro

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

相关类别

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
GHS07

警示用语：

Warning

危险声明

H315,H319,H335

危险分类

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

靶器官

Respiratory system

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
MKCV7263
MKCN5316
MKBZ1080V
MKBV8545V
MKBP7091V

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Copper-catalyzed chlorination of functionalized arylboronic acids
Wu H and Hynes JJ
Organic Letters, 12(6), 1192-1195 (2010)
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)
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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