3-Fluoro-4-(methylsulfonyl)phenylboronic acid

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Catalog Number

ACMA00015084

Product Name

3-Fluoro-4-(methylsulfonyl)phenylboronic acid

Category

Salt

IUPAC Name

(3-fluoro-4-methylsulfonylphenyl)boronic acid

Molecular Weight

218.02g/mol

Molecular Formula

C7H8BFO4S

Canonical SMILES

B(C1=CC(=C(C=C1)S(=O)(=O)C)F)(O)O

InChI

InChI=1S/C7H8BFO4S/c1-14(12,13)7-3-2-5(8(10)11)4-6(7)9/h2-4,10-11H,1H3

InChI Key

RJKFNKNDTBNEST-UHFFFAOYSA-N

Application

3-Fluoro-4-(methylsulfonyl)phenylboronic acid, appearing as a light orange powder, serves multiple important roles in chemical syntheses. It is utilized as an intermediate in the development of piperidine-based MCH R1 antagonists and plays a crucial role in Suzuki coupling reactions aimed at creating 4-aryl-1,8-naphthyridin-2(1H)-ones. Additionally, this compound is instrumental in synthesizing biaryl-based phenylalanine amino acid analogs, which are vital as kainate receptor ligands. Furthermore, it is employed in the preparation of phenylimidazole-based Ir(III) complexes, essential for phosphorescent blue OLED applications.

Complexity

287

Covalently-Bonded Unit Count

Exact Mass

218.022038g/mol

Formal Charge

Heavy Atom Count

Monoisotopic Mass

218.022038g/mol

Rotatable Bond Count

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