(2-Fluoro-4- (4-Ethylcyclohexyl) phenyl) boronic acid

Semiconductor Display Materials 2025-03-04

(2-Fluoro-4-(4-Ethylcyclohexyl)phenyl)boronic acid is an organoboron compound featuring a fluorinated phenyl ring substituted with a 4-ethylcyclohexyl group at the para position, and a boronic acid group at the meta position relative to the fluorine atom. This compound is structurally characterized by the combination of a fluorine atom and a bulky cyclohexyl substituent, which influences its electronic properties and steric effects.

Key Properties

Property Details
IUPAC Name (2-Fluoro-4-(4-Ethylcyclohexyl)phenyl)boronic acid
CAS Number N/A (Specific CAS number may not be available)
Molecular Formula C₁₄H₁₉BFO₂ (Inferred based on propyl analog)
Molecular Weight 247.11 g/mol (Calculated based on inferred molecular formula)
Appearance White powder (Inferred based on propyl analog)
Density ~1.1 g/cm³ (Slightly lower than propyl analog)
Boiling Point ~375°C (Similar to 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

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 4-ethylcyclohexyl-substituted arylboronic acid, facilitated by a palladium catalyst, to construct the biphenyl framework efficiently.

Applications

In organic synthesis, (2-Fluoro-4-(4-Ethylcyclohexyl)phenyl)boronic acid serves as a valuable building block for the preparation of complex molecules, especially those requiring defined stereochemistry and functionality. The fluorinated phenyl 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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