Hangzhou Leap Chem Co., Ltd. is one of the most professional manufacturers and suppliers of (3-chlorophenyl)boronic acid丨cas 63503-60-6 in China. Welcome to wholesale bulk high quality chemical products at competitive price from our factory. If you have any enquiry about custom service, please feel free to email us.
Bulk Supply (3-Chlorophenyl)boronic acid丨CAS 63503-60-6
(3-Chlorophenyl)boronic acid (CAS 63503-60-6), also known as 3-chlorobenzeneboronic acid, is a halogen-substituted aromatic organoboron compound containing a boronic acid group and a chlorine atom at the meta-position of a benzene ring. Its two functional groups provide complementary synthetic opportunities: the boronic acid enables carbon–carbon bond formation, while the aryl chloride can serve as an additional functional handle for selected chemical transformations. This compound is a versatile building block for pharmaceutical intermediates, medicinal chemistry, agrochemical research, and specialty organic synthesis.
Chemical Identifiers
| InChI | 1S/C6H6BClO2/c8-6-3-1-2-5(4-6)7(9)10/h1-4,9-10H |
| InChI Key | SDEAGACSNFSZCU-UHFFFAOYSA-N |
| Smiles |
ClC1=CC=CC(=C1)B(O)O |
| EC No. | 628-786-6 |
| MDL No. | MFCD00161354 |
| PubChem CID | 2734323 |
Applications
Applications in Suzuki–Miyaura Cross-Coupling Reactions
(3-Chlorophenyl)boronic acid is a useful coupling partner in Suzuki–Miyaura reactions for preparing chlorinated biaryl and aryl–heteroaryl compounds. Under suitable palladium-catalyzed conditions, its boronic acid group reacts with compatible organic halides to form new carbon–carbon bonds. The chlorine substituent may remain available for subsequent functionalization, depending on the reaction conditions and coupling partner, enabling sequential synthetic strategies.
Applications in Pharmaceutical Intermediate Synthesis
This compound serves as a building block for preparing chlorinated aromatic intermediates used in pharmaceutical research. Its boronic acid functionality supports the construction of complex biaryl frameworks, while the chlorine substituent can influence molecular electronics, lipophilicity, and steric properties. These features make it relevant to multistep synthesis and the preparation of structurally diverse pharmaceutical building blocks.
Applications in Medicinal Chemistry
In medicinal chemistry, (3-Chlorophenyl)boronic acid provides a convenient route for introducing a meta-chlorophenyl fragment into candidate molecules. Chlorine substitution can influence molecular conformation, lipophilicity, 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 halogen substitution.
Applications in Functionalized Biaryl Synthesis
The compound is valuable for constructing biaryl structures containing a defined meta-chlorophenyl unit. Its boronic acid group enables coupling with suitable aromatic or heteroaromatic partners, while the chlorine substituent provides an additional point of differentiation for further molecular modification. These transformations support the preparation of advanced aromatic intermediates and functionalized biaryl compounds.
