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Purchasing Bulk 4-Chloro-3-fluorophenylboronic Acid丨CAS 137504-86-0
4-Chloro-3-fluorophenylboronic acid (CAS 137504-86-0), also known as 4-chloro-3-fluorobenzeneboronic acid, is a halogenated aromatic organoboron compound containing a boronic acid group, a chlorine atom at the 4-position, and a fluorine atom at the 3-position of the benzene ring. Its combination of reactive boronic acid functionality and mixed halogen substitution makes it a valuable building block for pharmaceutical intermediate synthesis, medicinal chemistry, agrochemical research, and specialty organic chemistry.
Chemical Identifiers
| InChI | 1S/C6H5BClFO2/c8-5-2-1-4(7(10)11)3-6(5)9/h1-3,10-11H |
| InChI Key | CMJQIHGBUKZEHP-UHFFFAOYSA-N |
| Smiles | OB(O)C1=CC(F)=C(Cl)C=C1 |
| EC No. | 675-622-4 |
| MDL No. | MFCD01319010 |
| PubChem CID | 2778656 |
Applications
Applications in Suzuki–Miyaura Cross-Coupling Reactions
4-Chloro-3-fluorophenylboronic acid is used as a coupling partner in Suzuki–Miyaura reactions to prepare substituted biaryl and aryl–heteroaryl compounds. Under suitable palladium-catalyzed conditions, the boronic acid group reacts with compatible aromatic halides to form new carbon–carbon bonds. The chlorine and fluorine substituents can remain intact under optimized conditions, enabling the preparation of functionalized aromatic structures.
Applications in Medicinal Chemistry
In medicinal chemistry, 4-Chloro-3-fluorophenylboronic acid provides a convenient route for introducing a chlorofluorinated phenyl fragment into candidate molecules. The two halogen substituents can influence molecular polarity, metabolic behavior, and interactions with biological targets. Researchers may use this compound in analog synthesis, lead optimization, and structure–activity relationship studies.
Applications in Pharmaceutical Intermediate Synthesis
This compound serves as a useful building block for synthesizing halogenated aromatic intermediates in pharmaceutical research. Its boronic acid group enables the construction of complex molecular frameworks, while the chlorine and fluorine substituents influence electronic properties, lipophilicity, and molecular interactions. These characteristics support the development of specialized pharmaceutical intermediates and advanced organic compounds.
Applications in Agrochemical Research
4-Chloro-3-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 research compounds.
