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Sigma-Aldrich

3-Hydroxyphenylboronic acid

≥95.0%

Sinônimo(s):

3-Hydroxybenzeneboronic acid, m-Hydroxybenzeneboronic acid

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About This Item

Fórmula linear:
HOC6H4B(OH)2
Número CAS:
87199-18-6
Peso molecular:
137.93
Número MDL:
MFCD01074603
Código UNSPSC:
12352103
ID de substância PubChem:
24874382
NACRES:
NA.22

Ensaio

≥95.0%

pf

210-213 °C (dec.) (lit.)

cadeia de caracteres SMILES

OB(O)c1cccc(O)c1

InChI

1S/C6H7BO3/c8-6-3-1-2-5(4-6)7(9)10/h1-4,8-10H

chave InChI

WFWQWTPAPNEOFE-UHFFFAOYSA-N

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Aplicação

3-Hydroxyphenylboronic acid (3-HPBA) can be used as a reagent:
  • In Suzuki-Miyaura coupling reactions with aryl halides for the formation of C-C bond in the presence of Pd catalyst.
  •  To synthesize boron/nitrogen-doped polymer nano/microspheres by hydrothermal polymerization with formaldehyde and ammonia.      
  • To prepare carbon quantum dots based on 3-HPBA as selective fructose sensor.     
  • In the development of modified electrodes for electrochemical biosensors.

Nota de rodapé

Contains varying amounts of anhydride

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Gloves, type N95 (US)

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Diana M A Crista et al.
Journal of fluorescence, 29(1), 265-270 (2019-01-07)
The selective fluorescence sensing of fructose was achieved by fluorescence quenching of the emission of hydrothermal-synthesized carbon quantum dots prepared by 3-hydroxyphenylboronic acid. Quantification of fructose was possible in aqueous solutions with pH of 9 (Limit of Detection LOD and
Synthesis of hyperbranched polythiophene with a controlled degree of branching via catalyst-transfer Suzuki-Miyaura coupling reaction
Segawa Y, et al.
Polym. Chem., 4(4), 1208-1215 (2013)
Mingyan Zhu et al.
ACS combinatorial science, 14(2), 124-134 (2011-12-21)
As a continuation of our previous report (J. Comb. Chem.2010, 12, 548-558), we accomplished the diversity-oriented synthesis of polyheterocyclic small-molecule library with privileged benzopyran substructure. To ensure the synthetic efficiency, we utilized the solid-phase parallel platform and the fluorous-tag-based solution-phase
Facile synthesis of monodisperse bulk boron-and nitrogen-doped carbon nano/microspheres
Zhao J, et al.
Journal of Material Chemistry A, 6(46), 23780-23786 (2018)
Recent progress in electrochemical biosensors based on phenylboronic acid and derivatives
Anzai J-i
Materials Science and Engineering, C, 67, 737-746 (2016)
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