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524018

Sigma-Aldrich

4-Mercaptophenylboronic acid

90%

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Synonym(s):
(4-Sulfanylphenyl)boronic acid, B-(4-Mercaptophenyl)boronic acid, Dihydroxy(4-mercaptophenyl)borane
Linear Formula:
HSC6H4B(OH)2
CAS Number:
Molecular Weight:
153.99
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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

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1 of 4

This Item
41759978181471933
vibrant-m

524018

4-Mercaptophenylboronic acid

vibrant-m

417599

4-Methoxyphenylboronic acid

vibrant-m

78181

Phenylboronic acid

vibrant-m

471933

4-Iodophenylboronic acid

mp

>230 °C (lit.)

mp

204-206 °C (lit.)

mp

216-219 °C (lit.), 218-222 °C

mp

326-330 °C (lit.)

form

solid

form

powder

form

crystals

form

-

Quality Level

100

Quality Level

200

Quality Level

200

Quality Level

200

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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Customers Also Viewed

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.
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
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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