Skip to Content
Merck
All Photos(3)

Key Documents

900988

Sigma-Aldrich

3-Aminophenylboronic acid

Synonym(s):

3-Aminobenzeneboronic acid

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C6H8BNO2
CAS Number:
Molecular Weight:
136.94
EC Number:
MDL number:
UNSPSC Code:
12352106
NACRES:
NA.22

form

powder or crystals

Quality Level

mp

225 °C

SMILES string

Nc1cccc(c1)B(O)O

InChI

1S/C6H8BNO2/c8-6-3-1-2-5(4-6)7(9)10/h1-4,9-10H,8H2

InChI key

JMZFEHDNIAQMNB-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Application

3-Aminophenylboronic acid (3-APBA) can undergo three-component condensation with 3,5-disubstituted salicylaldehyde derivatives and aliphatic alcohols to afford calix-shaped boron complexes. Due to its ability to selectively bind with diol-compounds, 3-APBA can be employed in developing sensors for detecting saccharides and glycosylated biomolecules by immobilizing on a metal substrate via a self-assembled monolayer. This product was previously listed as CDS003827.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Rodtichoti Wannapob et al.
Biosensors & bioelectronics, 26(2), 357-364 (2010-08-31)
Boronic acid that can reversibly bind to diols was used to detect bacteria through its affinity binding reaction with diol-groups on bacterial cell walls. 3-aminophenylboronic acid (3-APBA) was immobilized on a gold electrode via a self-assembled monolayer. The change in
3-Aminophenylboronic acid as building block for the construction of calix- and cage-shaped boron complexes.
Barba V, et al.
Journal of Organometallic Chemistry, 694, 2127-2133 (2009)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service