417556

4-Fluorophenylboronic acid

≥95%

• Synonym(s): (4-Fluorophenyl)boric acid, (4-Fluorophenyl)dihydroxyborane, (4-Fluorophenyl)dihydroxyboron, (p-Fluorophenyl)boric acid, 4-Fluorobenzeneboronic acid, p-Fluorobenzylboronic acid, p-Fluorophenylboronic acid, NSC 142683
• Linear Formula: FC₆H₄B(OH)₂
• CAS Number: 1765-93-1
• Molecular Weight: 139.92
• Beilstein: 2829653
• MDL number: MFCD00039136
• UNSPSC Code: 12352103
• PubChem Substance ID: 24866160
• NACRES: NA.22

Properties

• Quality Level: 100
• Assay: ≥95%
• form: powder
• mp: 262-265 °C (lit.)
• functional group: fluoro
• SMILES string: OB(O)c1ccc(F)cc1
• InChI: 1S/C6H6BFO2/c8-6-3-1-5(2-4-6)7(9)10/h1-4,9-10H
• InChI key: LBUNNMJLXWQQBY-UHFFFAOYSA-N

Description

Application

4-Fluorophenylboronic acid can be used as a reactant in coupling reactions with arenediazonium tetrafluoroborates, iodonium salts, and iodanes. It is also used to make novel biologically active terphenyls.

It can also be used as a reactant in:

• Suzuki coupling using microwave and triton B catalyst.
• Pd-catalyzed direct arylation of pyrazoles with phenylboronic acids.
• Mizoroki-Heck and Suzuki-Miyaura coupling reactions catalyzed by palladium nanoparticles.
• Cu-catalyzed Petasis reactions.
• Tandem-type Pd(II)-catalyzed oxidative Heck reaction and intramolecular C-H amidation sequence.
• Ruthenium catalyzed direct arylation.
• Rh-catalyzed asymmetric conjugate additions.
• Ligand-free copper-catalyzed coupling of nitro arenes with arylboronic acids.
• Regioselective arylation and alkynylation by Suzuki-Miyaura and Sonogashira cross-coupling reactions.
• Suzuki cross-coupling of tetrabromothiophene.
• Palladium-catalyzed addition to nitriles.

Other Notes

Contains varying amounts of anhydride

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H302,H315,H319,H335
• Precautionary Statements: P261 - P264 - P271 - P301 + P312 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• 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