CAS 100124-06-9 Dibenzofuran-4-boronic acid - Materials / Alfa Chemistry

NAVIGATION

Dibenzofuran-4-boronic acid

PRICE INQUIRY

Catalog Number

ACM100124069

CAS Number

100124-06-9

Product Name

Dibenzofuran-4-boronic acid

Structure

Category

Other Electronic Materials

Synonyms

RARECHEM AH PB 0052;TIMTEC-BB SBB003426;DIBENZO[B,D]FURAN-4-YLBORONIC ACID;DIBENZOFURAN-4-BORONIC ACID;4-DIBENZOFURANBORONIC ACID;AKOS BRN-0085;Dibenzofuran-4-boronic acid, 98+%;dibenzofuran-4-ylboronic acid

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, serves a critical role in various chemical applications due to its unique properties as a water-soluble boronic acid. Its primary purpose is as a functional group in the development of glycosensors, owing to its ability to alter fluorescence properties upon interacting with sugars. This makes it particularly valuable for designing carbohydrate fluorescence sensors, as it can display distinct fluorescence changes at three wavelengths in near-physiological conditions. Additionally, Dibenzofuran-4-boronic acid is utilized as a cross-coupling agent in the Suzuki coupling reaction. Although its initial efficiency was low, improvements have been achieved by leveraging methanol extraction and exploiting its photophysical properties. Furthermore, when coupled with imidazole derivatives, it aids in the synthesis of anti-inflammatory compounds, and its bond cleavage and hydrogen bonding characteristics make it an attractive candidate for drug synthesis.

Complexity

259

Covalently-Bonded Unit Count

Exact Mass

212.064474g/mol

Formal Charge

Heavy Atom Count

Monoisotopic Mass

212.064474g/mol

Rotatable Bond Count

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