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Bulk Supply (2,4-Dichlorophenyl)boronic acid丨CAS 68716-47-2
(2,4-Dichlorophenyl)boronic acid (CAS 68716-47-2), also known as 2,4-dichlorobenzeneboronic acid, is a halogenated aromatic organoboron compound containing a boronic acid group and two chlorine substituents at the 2- and 4-positions of a benzene ring. Its distinctive substitution pattern provides useful electronic and steric properties, making it a valuable building block for pharmaceutical intermediates, medicinal chemistry, agrochemical research, and specialty organic synthesis.
Chemical Identifiers
| InChI | 1S/C6H5BCl2O2/c8-4-1-2-5(7(10)11)6(9)3-4/h1-3,10-11H |
| InChI Key |
QNEGDGPAXKYZHZ-UHFFFAOYSA-N |
| Smiles | C1=CC(=CC(=C1B(O)O)Cl)Cl |
| EC No. | 674-975-1 |
| MDL No. | MFCD00013930 |
| PubChem CID | 2734659 |
Applications
Applications in Suzuki–Miyaura Cross-Coupling Reactions
(2,4-Dichlorophenyl)boronic acid is a useful coupling partner in Suzuki–Miyaura reactions for preparing substituted biaryl and aryl–heteroaryl compounds. Under suitable palladium-catalyzed conditions, the boronic acid group reacts with compatible aromatic halides to form carbon–carbon bonds. The chlorine substituents can remain in the resulting molecular structure, providing additional opportunities for further functionalization under appropriately controlled reaction conditions.
Applications in Medicinal Chemistry
In medicinal chemistry, (2,4-Dichlorophenyl)boronic acid is useful for introducing a 2,4-dichlorophenyl fragment into candidate molecules. Chlorine substitution can influence molecular conformation, metabolic behavior, and interactions with biological targets. Researchers may use this compound to prepare analog libraries, investigate structure–activity relationships, and explore the effects of halogen substitution on molecular properties.
Applications in Pharmaceutical Intermediate Synthesis
This compound serves as a building block for preparing dichlorinated aromatic intermediates used in pharmaceutical research. Its boronic acid functionality enables the construction of complex aromatic frameworks, while the chlorine substituents influence molecular polarity, lipophilicity, and electronic properties. These characteristics support the development of structurally diverse intermediates for pharmaceutical synthesis and drug discovery research.
Applications in Agrochemical Research
(2,4-Dichlorophenyl)boronic acid may be used in the synthesis of halogenated aromatic compounds for agrochemical research. Dichlorinated phenyl groups are investigated in crop protection chemistry because halogen substitution can influence physicochemical properties and biological interactions. The compound provides a convenient starting material for preparing exploratory agrochemical intermediates through suitable cross-coupling reactions.
