Hangzhou Leap Chem Co., Ltd. is one of the most professional manufacturers and suppliers of 4'-chloro-4-biphenylboronic acid丨cas 364044-44-0 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 Inquiry 4'-Chloro-4-biphenylboronic Acid丨CAS 364044-44-0
4'-Chloro-4-biphenylboronic acid (CAS 364044-44-0), also known as 4-(4-chlorophenyl)phenylboronic acid, is an aromatic organoboron compound featuring a biphenyl framework with a chlorine substituent at the 4'-position and a boronic acid group at the 4-position. This compound combines the synthetic versatility of an arylboronic acid with the structural characteristics of a para-substituted biphenyl system. The two aromatic rings provide an extended π-electron framework, while the chlorine substituent influences the electronic properties of the molecule and may offer opportunities for additional chemical modification. The boronic acid functionality enables the construction of more complex aromatic structures through suitable carbon–carbon bond-forming reactions. These features make 4'-Chloro-4-biphenylboronic acid a useful building block for Suzuki–Miyaura cross-coupling chemistry, medicinal chemistry, pharmaceutical intermediate synthesis, organic electronic materials research, and specialty organic synthesis.
Chemical Identifiers
| InChI | 1S/C12H10BClO2/c14-12-7-3-10(4-8-12)9-1-5-11(6-2-9)13(15)16/h1-8,15-16H |
| InChI Key | FVKZNRXWZCBUPY-UHFFFAOYSA-N |
| Smiles |
ClC1=CC=C(C2=CC=C(B(O)O)C=C2)C=C1 |
| EC No. | 841-893-4 |
| MDL No. | MFCD08544389 |
| PubChem CID | 16244482 |
Applications
Applications in Suzuki–Miyaura Cross-Coupling Reactions
4'-Chloro-4-biphenylboronic acid is particularly useful in Suzuki–Miyaura cross-coupling reactions for preparing extended aromatic compounds and substituted polyaryl structures. Under appropriately optimized palladium-catalyzed conditions, the boronic acid group can react with compatible aryl or heteroaryl halides and pseudohalides to form new carbon–carbon bonds. This transformation allows the introduction of a chlorinated biphenyl fragment into larger molecular frameworks. The chlorine substituent on the opposite aromatic ring may remain intact under suitably selective reaction conditions, providing an additional site for subsequent functionalization. Because aryl chlorides can also participate in certain catalytic coupling reactions, careful catalyst selection and reaction optimization are important when selective transformation of the boronic acid group is required.
Applications in Medicinal Chemistry
In medicinal chemistry, 4'-Chloro-4-biphenylboronic acid serves as a building block for preparing substituted biaryl and polyaryl research compounds. Biphenyl frameworks are frequently investigated in pharmaceutical discovery because they provide rigid aromatic structural elements that can influence molecular geometry, hydrophobic interactions, and binding characteristics. The chlorine substituent may modify electronic distribution and lipophilicity, while the boronic acid group enables the construction of additional carbon–carbon bonds. Researchers may use this compound to prepare molecular analogs, investigate structure–activity relationships, and develop compound libraries containing chlorinated aromatic fragments.
Applications in Pharmaceutical Intermediate Synthesis
4'-Chloro-4-biphenylboronic acid may support pharmaceutical research programs requiring intermediates containing a chlorinated biphenyl structural unit. Through suitable cross-coupling reactions, the compound can be incorporated into larger aromatic or heteroaromatic frameworks while retaining the chlorine substituent when compatible conditions are selected. The resulting compounds may undergo further chemical transformations depending on the desired target structure. The combination of an extended aromatic framework and a selectively functionalizable chlorine substituent provides flexibility for developing multistep synthetic routes and preparing advanced pharmaceutical research intermediates.
Applications in OLED Materials Research
4'-Chloro-4-biphenylboronic acid may be useful in the synthesis of aromatic intermediates for organic light-emitting diode (OLED) materials research. Biphenyl and extended polyaryl structures are frequently incorporated into organic electronic compounds because their aromatic frameworks can influence molecular rigidity, electronic characteristics, and thermal behavior. The boronic acid group enables the construction of larger aromatic systems through suitable coupling reactions, while the chlorine substituent provides an additional position for selected chemical modifications. Researchers may use this compound to prepare candidate materials containing electron-transporting, hole-transporting, or luminescent structural units. The electronic and optical performance of the resulting compounds depends on their complete molecular architecture and must be established experimentally.
