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524018

Sigma-Aldrich

4-Mercaptophenylboronic acid

90%

Synonyme(s) :

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

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About This Item

Formule linéaire :
HSC6H4B(OH)2
Numéro CAS:
Poids moléculaire :
153.99
Numéro MDL:
Code UNSPSC :
12352103
ID de substance PubChem :
Nomenclature NACRES :
NA.22

Pureté

90%

Forme

solid

Pf

>230 °C (lit.)

Chaîne SMILES 

OB(O)c1ccc(S)cc1

InChI

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

Clé InChI

AUVSUPMVIZXUOG-UHFFFAOYSA-N

Catégories apparentées

Description générale

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.

Autres remarques

may contain bis-4,4′-thiophenylboronic

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

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
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
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

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