NAVIGATION


Dibenzofuran-4-boronic Acid (contains varying amounts of Anhydride)

Catalog NumberACM100124069-1

CAS Number100124-06-9

CategorySmall Molecule Semiconductor Building Blocks

IUPAC Name
dibenzofuran-4-ylboronic acid
Molecular Weight
212.01g/mol
Molecular Formula
C12H9BO3
Canonical SMILES
B(C1=C2C(=CC=C1)C3=CC=CC=C3O2)(O)O
InChI
InChI=1S/C12H9BO3/c14-13(15)10-6-3-5-9-8-4-1-2-7-11(8)16-12(9)10/h1-7,14-15H
InChI Key
ZXHUJRZYLRVVNP-UHFFFAOYSA-N
Application
Dibenzofuran-4-boronic acid, an off-white to beige powder containing varying amounts of anhydride, serves multiple purposes due to its versatile chemical properties. It is a water-soluble boronic acid that plays an essential role in the development of glycosensors, as its fluorescence properties change upon binding to sugars, making it a valuable component in carbohydrate fluorescence sensors under near-physiological conditions. Additionally, it is utilized as a cross-coupling agent in Suzuki coupling reactions, which, despite initially showing low efficiency, have seen improvements with methanol extraction and the utilization of its photophysical properties. Dibenzofuran-4-boronic acid's ability to form bonds with imidazole derivatives further extends its use in synthesizing anti-inflammatory compounds, highlighting its suitability for drug synthesis due to its bond cleavage and hydrogen bonding capabilities.
Complexity
259
Covalently-Bonded Unit Count
1
Exact Mass
212.064474g/mol
Formal Charge
0
Heavy Atom Count
16
Monoisotopic Mass
212.064474g/mol
Rotatable Bond Count
1
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