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

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Introduction

(3-Fluoro-4′-butyl-[1.1′-biphenyl]-4-yl)boronic acid is a fluorinated biphenyl boronic acid derivative, representing a structural variation of the propyl-substituted analog. This compound features a fluorine atom at the meta position of one benzene ring and a butyl substituent on the adjacent ring, with the boronic acid group located at the para position relative to the butyl group. Such structural features offer unique electronic and steric properties, influencing its reactivity and potential applications.

Key Properties

While specific physical property data for the butyl derivative may be limited, it is reasonable to infer based on the propyl analog that this compound would exhibit similar characteristics. It is likely to appear as a white to off-white powder and be stable under normal conditions. The compound’s solubility in common organic solvents would facilitate its use in various reaction media. The presence of the fluorine atom and butyl group would impart distinct electronic and lipophilic properties, potentially affecting its biological activity and pharmacokinetics.

Synthesis

The synthesis of (3-Fluoro-4′-butyl-[1.1′-biphenyl]-4-yl)boronic acid would be analogous to that of the propyl derivative, involving palladium-catalyzed cross-coupling reactions such as the Suzuki-Miyaura coupling. This method would allow for the efficient construction of the biphenyl framework by coupling a fluorinated aryl halide with a butyl-substituted arylboronic acid.

Applications

In organic synthesis, this compound would serve as a valuable building block for the preparation of complex molecules, particularly those requiring defined stereochemistry and functionality. Its fluorinated biphenyl structure would make it a promising candidate for the development of novel pharmaceuticals, agrochemicals, and functional materials. The boronic acid moiety could be further transformed into other functional groups, expanding the scope of its applications.

Property Details
IUPAC Name (3-Fluoro-4′-butyl-[1.1′-biphenyl]-4-yl)boronic acid
CAS Number N/A (Specific CAS number for butyl derivative may not be available)
Molecular Formula C₁₆H₁₈BFO₂ (Inferred based on propyl analog)
Molecular Weight 276.12 g/mol (Calculated based on inferred molecular formula)
Appearance White to off-white powder (Inferred based on propyl analog)
Density N/A (Slightly higher than propyl analog)
Boiling Point N/A (Slightly higher than propyl analog)
Refractive Index N/A (Similar to propyl analog)
Flash Point N/A (Similar to propyl analog)
Synthesis Method Palladium-catalyzed cross-coupling reactions (e.g., Suzuki-Miyaura coupling)
Applications Organic synthesis, medicinal chemistry, development of novel pharmaceuticals

 

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