524018
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:
Molecular Weight:
153.99
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
InChI
1S/C6H7BO2S/c8-7(9)5-1-3-6(10)4-2-5/h1-4,8-10H
SMILES string
OB(O)c1ccc(S)cc1
InChI key
AUVSUPMVIZXUOG-UHFFFAOYSA-N
assay
90%
form
solid
mp
>230 °C (lit.)
Quality Level
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
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
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
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.
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
Weng-I Katherine Chio et al.
The journal of physical chemistry. C, Nanomaterials and interfaces, 123(25), 15769-15776 (2019-07-16)
We demonstrate that the reproducibility of sensors for nitroaromatics based on surface-enhanced Raman spectroscopy (SERS) can be significantly improved via a hierarchical aqueous self-assembly approach mediated by the multifunctional macrocyclic molecule cucurbit[7]uril (CB[7]). Our approach is enabled by the novel
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