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523968

Sigma-Aldrich

3-Hydroxyphenylboronic acid

≥95.0%

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Synonym(s):
3-Hydroxybenzeneboronic acid, m-Hydroxybenzeneboronic acid
Linear Formula:
HOC6H4B(OH)2
CAS Number:
Molecular Weight:
137.93
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

≥95.0%

mp

210-213 °C (dec.) (lit.)

SMILES string

OB(O)c1cccc(O)c1

InChI

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

InChI key

WFWQWTPAPNEOFE-UHFFFAOYSA-N

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This Item
P20009523976513016
3-Hydroxyphenylboronic acid ≥95.0%

523968

3-Hydroxyphenylboronic acid

Phenylboronic acid 95%

P20009

Phenylboronic acid

4-Hydroxyphenylboronic acid ≥95.0%

523976

4-Hydroxyphenylboronic acid

3-Cyanophenylboronic acid ≥95.0%

513016

3-Cyanophenylboronic acid

mp

210-213 °C (dec.) (lit.)

mp

216-219 °C (lit.)

mp

>230 °C (lit.)

mp

298 °C (dec.) (lit.)

Application

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.

Footnote

Contains varying amounts of anhydride

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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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
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