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524018

Sigma-Aldrich

4-Mercaptophenylboronic acid

90%

Synonym(s):

(4-Sulfanylphenyl)boronic acid, B-(4-Mercaptophenyl)boronic acid, Dihydroxy(4-mercaptophenyl)borane

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About This Item

Linear Formula:
HSC6H4B(OH)2
CAS Number:
237429-33-3
Molecular Weight:
153.99
MDL number:
MFCD03093887
UNSPSC Code:
12352103
PubChem Substance ID:
24874385
NACRES:
NA.22

Quality Level

100

assay

90%

form

solid

mp

>230 °C (lit.)

SMILES string

OB(O)c1ccc(S)cc1

InChI

1S/C6H7BO2S/c8-7(9)5-1-3-6(10)4-2-5/h1-4,8-10H

InChI key

AUVSUPMVIZXUOG-UHFFFAOYSA-N

Related Categories

General description

4-Mercaptophenylboronic acid is a stable boronic acid that can be used as a reagent in the Pd-catalyzed Suzuki-Miyaura cross-coupling reactions to prepare useful building blocks via C-C bond formation.

Application

4-Mercaptophenylboronic acid can be used to functionalize Fe3O4-C-Au magnetic microspheres to synthesize core−shell structure Fe3O4-C-Au magnetic microspheres for the selective enrichment of glycoproteins and glycopeptides.

Other Notes

may contain bis-4,4′-thiophenylboronic

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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Runmei Li et al.
Materials (Basel, Switzerland), 12(11) (2019-06-06)
The difference in gold nanoparticle (AuNPs) aggregation caused by different mixing orders of AuNPs, 4-mercaptophenylboronic acid (4-MPBA), and hydrogen peroxide (H2O2) has been scarcely reported. We have found that the color change of a ((4-MPBA + AuNPs) + H2O2) mixture
Shuangshuang Li et al.
Physical chemistry chemical physics : PCCP, 17(27), 17638-17645 (2015-06-18)
Molecular recognition based on specific intermolecular interactions is essential for the design of sensors with high selectivity. Herein, we report the surface-enhanced Raman scattering (SERS) behaviour of 4-mercaptophenyl boronic acid (MPBA) on self-assembled silver nanoparticles and its interaction with d-glucose.
Siyue Gao et al.
Journal of microbiological methods, 147, 69-75 (2018-03-20)
The existence of pathogenic bacteria in drinking water has been a threat to the safety of human well-being. Traditional methods to detect bacteria are standard plate counts or rapid methods such as ELISA and PCR. However, those methods can be
Haimei Yang et al.
Mikrochimica acta, 185(11), 512-512 (2018-10-22)
A fluorescent array based on the use of saccharide-functionalized multicolored quantum dots (s-QDs) and of 4-mercaptophenylboronic acid-functionalized MoS2 nanosheets (PBA-MoS2) was constructed for multiple identification and quantitation of lectins and bacteria. In this array, the fluorescence of the s-QDs is quenched by
Haocheng Wu et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 214, 393-398 (2019-02-26)
A highly selective and sensitive colorimetric sensor based on aggregation-induced color change of 4-mercaptophenylboronic modified gold nanoparticles was designed for the determination of fluoride anion. The 4-mercaptophenylboronic modified gold nanoparticles were synthesized by a simple one-pot reaction. The aggregation process
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