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
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22
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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 Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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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
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
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.
Gregory Q Wallace et al.
Analytical and bioanalytical chemistry, 408(2), 609-618 (2015-11-02)
A nanoaggregate-on-mirror (NAOM) structure has been developed for molecular and biomolecular detection using surface-enhanced Raman spectroscopy (SERS). The smooth surface of the gold mirror allows for simple and homogeneous functionalization, while the introduction of the nanoaggregates enhances the Raman signal
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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