(3-Fluoro-4 ‘- Pentyl – [1,1’ – Biphenyl] -4-yl) Boric acid

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Introduction

(3-Fluoro-4′-pentyl-[1.1′-biphenyl]-4-yl)boronic acid is a specialized organoboron compound featuring a fluorinated biphenyl framework with a pentyl substituent. This compound is structurally characterized by a fluorine atom at the meta position of one benzene ring and a pentyl chain on the adjacent ring, with the boronic acid group positioned para to the pentyl substituent. Such a configuration endows the molecule with unique electronic properties and steric bulk, influencing its reactivity and applications in organic synthesis and material science.

Key Properties

Property Details
IUPAC Name (3-Fluoro-4′-pentyl-[1.1′-biphenyl]-4-yl)boronic acid
CAS Number N/A (Specific CAS number may not be available)
Molecular Formula C₁₇H₂₀BFO₂ (Inferred based on butyl analog)
Molecular Weight 286.15 g/mol (Calculated based on inferred molecular formula)
Appearance White to off-white powder (Inferred based on propyl and butyl analogs)
Density N/A (Slightly higher than butyl analog)
Boiling Point N/A (Slightly higher than butyl analog)
Refractive Index N/A (Similar to propyl and butyl analogs)
Flash Point N/A (Similar to propyl and butyl analogs)
Synthesis Method Palladium-catalyzed cross-coupling reactions (e.g., Suzuki-Miyaura coupling)
Applications Organic synthesis, medicinal chemistry, development of novel pharmaceuticals

Synthesis

The compound is likely synthesized via palladium-catalyzed cross-coupling reactions, such as the Suzuki-Miyaura coupling. This method involves the reaction of a fluorinated aryl halide with a pentyl-substituted arylboronic acid, facilitated by a palladium catalyst, to construct the biphenyl framework efficiently.

Applications

In organic synthesis, (3-Fluoro-4′-pentyl-[1.1′-biphenyl]-4-yl)boronic acid serves as a valuable building block for the preparation of complex molecules, especially those requiring defined stereochemistry and functionality. The fluorinated biphenyl structure makes it a promising candidate for the development of novel pharmaceuticals, agrochemicals, and functional materials. The boronic acid moiety can be further transformed into other functional groups, expanding the scope of its applications.

Stability and Storage

The compound is expected to be stable under normal conditions when stored in a cool, dry place, protected from light and moisture. It is recommended to store it under inert gas to prevent oxidation.

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