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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:
Molecular Weight:
153.99
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22

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

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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
Xiao Wang et al.
Talanta, 201, 119-125 (2019-05-28)
Glycated hemoglobin (HbA1c) represents the average glucose level over the past three months and has been considered as the most important biomarker for the diagnosis of Type Ⅱ diabetes (T2D). Herein, a label-free and quantitative electrochemical biosensor based on 4-mercaptophenylboronic
Zhao Yu et al.
Mikrochimica acta, 185(7), 330-330 (2018-06-20)
A surface-enhanced Raman scattering (SERS) method has been developed to determine the concentration of trichloroethylene (TCE) in environmental water. Au-core/Ag-shell nanoparticles containing 4-mercaptophenylboronic acid (4-MPBA) between the core and shell are used as the SERS substrate. 4-MPBA serves as an
Pir Muhammad et al.
Analytica chimica acta, 995, 34-42 (2017-11-12)
Determination of specific target compounds in agriculture food and natural plant products is essential for many purposes; however, it is often challenging due to the complexity of the sample matrices. Herein we present a new approach called plasmonic affinity sandwich
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

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