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Best Quality 3-Chloro-2-fluorophenylboronic Acid丨CAS 352535-82-1
3-Chloro-2-fluorophenylboronic acid (CAS 352535-82-1) is a halogen-substituted aromatic boronic acid containing a chlorine atom at the 3-position and a fluorine atom at the 2-position of the benzene ring relative to the boronic acid group. This compound combines the synthetic versatility of an organoboron functionality with the distinctive electronic and structural characteristics of chlorine and fluorine substituents. Its defined substitution pattern makes it a useful building block for medicinal chemistry, pharmaceutical intermediate synthesis, agrochemical research, and specialty organic synthesis. The boronic acid group enables carbon–carbon bond formation through suitable coupling reactions, while the halogen substituents provide opportunities for molecular modification and the investigation of structure–property relationships.
Chemical Identifiers
| InChI | 1S/C6H5BClFO2/c8-5-3-1-2-4(6(5)9)7(10)11/h1-3,10-11H |
| InChI Key | SUYRGLRWMPEARP-UHFFFAOYSA-N |
| Smiles | FC1=C(Cl)C=CC=C1B(O)O |
| EC No. | 675-655-4 |
| MDL No. | MFCD05664224 |
| PubChem CID | 16217158 |
Applications
Applications in Suzuki–Miyaura Cross-Coupling Reactions
3-Chloro-2-fluorophenylboronic acid is useful in Suzuki–Miyaura cross-coupling reactions for constructing substituted biaryl and heteroaryl compounds. Under appropriately selected palladium-catalyzed conditions, its boronic acid group can react with compatible aryl or heteroaryl halides and pseudohalides to form new carbon–carbon bonds. This transformation enables the introduction of a 3-chloro-2-fluorophenyl fragment into more complex molecular frameworks. The chlorine and fluorine substituents may remain intact during coupling when suitable reaction conditions are employed, allowing the resulting products to retain useful functional groups for further synthesis. The ortho-fluorine substituent may also influence steric and electronic effects during reaction optimization.
Applications in Medicinal Chemistry
In medicinal chemistry, 3-Chloro-2-fluorophenylboronic acid serves as a building block for preparing halogenated aromatic compounds and investigating structure–activity relationships. Fluorine and chlorine substituents are frequently incorporated into research molecules to modify electronic properties, lipophilicity, molecular interactions, and metabolic behavior. The combination of these substituents in a defined aromatic arrangement provides an opportunity to explore their effects on candidate compounds. Researchers may use this boronic acid to introduce the 3-chloro-2-fluorophenyl fragment into suitable molecular structures during lead optimization, analog synthesis, and compound library development.
Applications in Pharmaceutical Intermediate Synthesis
3-Chloro-2-fluorophenylboronic acid may support pharmaceutical research programs requiring intermediates containing a specifically substituted halogenated phenyl group. Its boronic acid functionality provides a route for constructing carbon–carbon bonds with compatible aromatic and heteroaromatic coupling partners. The resulting compounds can serve as intermediates for further functionalization or incorporation into more complex research molecules. Depending on the synthetic strategy, the aromatic chlorine substituent may provide an additional site for selected chemical transformations, while the fluorine atom can influence the properties of the final molecular structure. These characteristics make the compound useful for developing synthetic routes to structurally diverse pharmaceutical intermediates.
Applications in Agrochemical Research
Halogenated aromatic compounds are widely investigated in agrochemical research because chlorine and fluorine substitution can influence molecular stability, physicochemical properties, and interactions with biological targets. 3-Chloro-2-fluorophenylboronic acid may be used as an intermediate for preparing research compounds containing a chlorofluorophenyl structural unit. Through suitable coupling reactions, researchers can introduce this fragment into more complex molecules and investigate how the substitution pattern affects their properties. Its potential applications include exploratory synthesis associated with crop protection chemistry and the development of specialty agrochemical intermediates.
