2-Fluoro-6-methoxyphenylboronic acid

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Cat Number

INT78495633

CAS Number

78495-63-3

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Product Detail Description Customer Q&A

CAS Number

78495-63-3

Storage

Room temperature

Synonyms

2-Fluoro-6-Methoxyphenylboroni;3-Fluoroanisole-2-boronic acid;2-Fluoro-6-methoxyph;2-Borono-3-fluoroanisole

Molecular Formula

C7H8BFO3

Molecular Weight

169.95

Smiles

B(C1=C(OC)C=CC=C1F)(O)O

Appearance

White to off-white solid

Melting Point

120-125℃

Boiling Point

303.1℃

Relative Density

1.26

pKa

8.35

General Description

2-Fluoro-6-methoxyphenylboronic acid is a fluorinated aromatic boronic acid derivative featuring both a fluorine atom and a methoxy substituent on an ortho-substituted phenyl ring. Boronic acids are versatile building blocks in modern synthetic chemistry, and this specific substitution pattern — ortho-fluoro and ortho-methoxy — provides a sterically and electronically defined arylboron reagent well suited for Suzuki-Miyaura cross-coupling reactions.

Mechanism of Action

2-Fluoro-6-methoxyphenylboronic acid serves as a nucleophilic coupling partner in Suzuki-Miyaura palladium-catalyzed cross-coupling reactions. The electron-withdrawing fluorine at the ortho position and electron-donating methoxy group at the adjacent ortho position modulate the electrophilicity of the boron-bound carbon, influencing transmetalation kinetics. This substitution pattern is particularly useful for constructing biaryl structures in which steric hindrance at the ortho positions of both coupling partners must be carefully controlled.

Application

2-Fluoro-6-methoxyphenylboronic acid is used as a coupling reagent in Suzuki-Miyaura cross-coupling reactions for the synthesis of fluorinated pharmaceutical intermediates, agrochemical compounds, and functional materials. The ortho-fluoro-ortho-methoxy substitution pattern is frequently employed in CNS drug discovery programs targeting receptors and enzymes where electron-rich aryl systems are required.

What is the recommended storage condition for 2-Fluoro-6-methoxyphenylboronic acid?

It should be stored at controlled room temperature in a well-sealed container, protected from moisture and direct light, to maintain its chemical integrity throughout the shelf life.

Can we obtain batch-specific analytical data for 2-Fluoro-6-methoxyphenylboronic acid?

Batch-specific COA documents are standard with every shipment. Additional analytical reports, including HPLC chromatograms or spectral data, may be provided upon request.

What scale of supply is available for 2-Fluoro-6-methoxyphenylboronic acid for pilot or commercial synthesis?

Supply is available from laboratory research scale through multi-kilogram pilot quantities. Commercial-scale supply can be discussed based on projected demand.

Can 2-Fluoro-6-methoxyphenylboronic acid be provided with custom specifications for synthetic applications?

Custom specifications including adjusted particle size, solvent residue limits, or additional purity testing can be arranged for qualified customers with defined requirements.

Is 2-Fluoro-6-methoxyphenylboronic acid manufactured under GMP conditions?

It is produced in facilities operating under applicable GMP or equivalent quality standards, ensuring consistent product quality and compliance with pharmaceutical industry requirements.