Description

4′-Ethyl-3-fluorobiphenyl-4-boronic acid (CAS: 900796-46-5) is a high-purity boronic acid derivative with the molecular formula C₁₄H₁₄BFO₂, widely used in organic synthesis and pharmaceutical research. This compound, also known by its IUPAC name [4-(4-ethylphenyl)-2-fluorophenyl]boronic acid, features a biphenyl core substituted with an ethyl group and a fluorine atom, enhancing its reactivity in Suzuki-Miyaura cross-coupling reactions. Its boronic acid moiety serves as a versatile handle for constructing complex aromatic systems, making it invaluable in medicinal chemistry and material science applications. Available in research quantities, this product is rigorously tested for quality, ensuring optimal performance in demanding synthetic workflows.

Properties

• CAS Number: 900796-46-5
• Complexity: 254
• IUPAC Name: [4-(4-ethylphenyl)-2-fluoro-phenyl]boronic acid
• InChI: InChI=1S/C14H14BFO2/c1-2-10-3-5-11(6-4-10)12-7-8-13(15(17)18)14(16)9-12/h3-9,17-18H,2H2,1H3
• InChI Key: XNSDNLHVCQYSOC-UHFFFAOYSA-N
• Exact Mass: 244.1070880
• Molecular Formula: C14H14BFO2
• Molecular Weight: 244.07
• SMILES: B(C1=C(C=C(C=C1)C2=CC=C(C=C2)CC)F)(O)O
• Topological: 40.5
• Monoisotopic Mass: 244.1070880
• Synonyms: 900796-46-5, 4′-ETHYL-3-FLUOROBIPHENYL-4-BORONIC ACID, 4”-ETHYL-3-FLUOROBIPHENYL-4-BORONIC ACID, (4′-Ethyl-3-fluoro-[1,1′-biphenyl]-4-yl)boronic acid, starbld0000307, [4-(4-ethylphenyl)-2-fluorophenyl]boronic acid, SCHEMBL1533781, DTXSID30695024, XNSDNLHVCQYSOC-UHFFFAOYSA-N, 4′-ethyl-3-fluoro-4-biphenylboronic acid, 3-fluoro-4′-ethylbiphenyl-4-ylboronic acid, (4′-Ethyl-3-fluoro[1,1′-biphenyl]-4-yl)boronic acid

Application

4′-Ethyl-3-fluorobiphenyl-4-boronic acid is primarily employed in Suzuki-Miyaura cross-coupling reactions to synthesize biaryl structures, a key step in drug discovery and agrochemical development. Its fluorine and ethyl substituents modulate electronic properties, enabling precise tuning of reaction outcomes. Researchers also utilize it as a building block for fluorescent dyes and liquid crystal materials due to its stable aromatic framework. The compound’s compatibility with palladium catalysts makes it ideal for constructing complex molecular architectures under mild conditions.

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