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Purchasing 3-Chloro-4-fluorophenylboronic Acid丨CAS 144432-85-9
3-Chloro-4-fluorophenylboronic acid (CAS 144432-85-9), also known as 3-chloro-4-fluorobenzeneboronic acid, is a halogenated aromatic organoboron compound containing a boronic acid group, a chlorine atom at the 3-position, and a fluorine atom at the 4-position of a benzene ring. The combination of chlorine and fluorine substituents provides distinctive electronic characteristics, making this compound a useful building block for pharmaceutical intermediate synthesis, medicinal chemistry, agrochemical research, and specialty organic synthesis.
Chemical Identifiers
| InChI | 1S/C6H5BClFO2/c8-5-3-4(7(10)11)1-2-6(5)9/h1-3,10-11H |
| InChI Key | WJDZZXIDQYKVDG-UHFFFAOYSA-N |
| Smiles | C1=C(B(O)O)C=CC(=C1Cl)F |
| EC No. | 675-657-5 |
| MDL No. | MFCD00051800 |
| PubChem CID | 2734660 |
Applications
Applications in Suzuki–Miyaura Cross-Coupling Reactions
3-Chloro-4-fluorophenylboronic acid is a useful coupling partner in Suzuki–Miyaura reactions for preparing halogenated biaryl and aryl–heteroaryl compounds. Under suitable palladium-catalyzed conditions, its boronic acid group reacts with compatible aryl or heteroaryl halides to form carbon–carbon bonds. The chlorine and fluorine substituents can remain intact under appropriately selected conditions, enabling the introduction of a 3-chloro-4-fluorophenyl fragment into more complex molecular structures.
Applications in Medicinal Chemistry
In medicinal chemistry, 3-Chloro-4-fluorophenylboronic acid provides a convenient route for incorporating a chlorofluorinated phenyl group into research molecules. The two different halogen substituents can influence molecular conformation, metabolic behavior, and interactions with biological targets. Researchers may use this compound in analog synthesis, lead optimization, and structure–activity relationship studies to investigate the effects of mixed halogen substitution.
Applications in Pharmaceutical Intermediate Synthesis
This compound serves as a building block for preparing halogenated aromatic intermediates used in pharmaceutical research. Its boronic acid functionality supports the construction of complex aromatic frameworks, while the chlorine and fluorine substituents influence electronic distribution, lipophilicity, and molecular interactions. These characteristics make it relevant to the development of specialized pharmaceutical intermediates and advanced organic compounds.
Applications in Agrochemical Research
3-Chloro-4-fluorophenylboronic acid may be used to prepare halogenated aromatic compounds for agrochemical research. Chlorine and fluorine substituents are frequently investigated in crop protection chemistry because they can modify molecular stability, lipophilicity, and biological interactions. The compound provides a useful intermediate for synthesizing specialized aromatic and heteroaromatic structures through suitable coupling reactions.
