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Large Volume (3-tert-Butylphenyl)boronic acid丨CAS 560132-24-3
Chemical Identifiers
| InChI | InChI=1S/C10H15BO2/c1-10(2,3)8-5-4-6-9(7-8)11(12)13/h4-7,12-13H,1-3H3 |
| InChI Key | OKBOGYOXEDEGOG-UHFFFAOYSA-N |
| Smiles | B(C1=CC(=CC=C1)C(C)(C)C)(O)O |
| EC No. | 675-777-8/108-497-7 |
| MDL No. | MFCD11110647 |
| PubChem CID | 21582509 |
Applications
Applications in Suzuki–Miyaura Cross-Coupling Reactions
(3-tert-Butylphenyl)boronic acid can be used in Suzuki–Miyaura cross-coupling reactions to construct substituted biaryl compounds and other aromatic structures. Under appropriate palladium-catalyzed conditions, the boronic acid group reacts with compatible organic halides or pseudohalides to form new carbon–carbon bonds. This enables the introduction of a 3-tert-butylphenyl fragment into more complex molecular frameworks. The meta-positioned tert-butyl substituent provides a specific substitution pattern that can be useful when preparing aromatic compounds with controlled steric characteristics.
Applications in Medicinal Chemistry
In medicinal chemistry, (3-tert-Butylphenyl)boronic acid serves as a building block for synthesizing substituted aromatic compounds and exploring structure–activity relationships. The tert-butyl group introduces steric bulk and hydrophobic character, which may influence molecular recognition, lipophilicity, and interactions with biological targets depending on the overall molecular structure. Researchers can use this compound in lead optimization, analog preparation, and molecular library development to investigate how alkyl substitution affects the physicochemical and biological properties of candidate molecules.
Applications in Pharmaceutical Intermediate Synthesis
This compound may support pharmaceutical research programs requiring intermediates containing a tert-butyl-substituted aromatic fragment. Its boronic acid functionality provides a convenient synthetic route for introducing the 3-tert-butylphenyl group into suitable target structures through cross-coupling chemistry. The resulting intermediates can be incorporated into multistep synthetic pathways for preparing more complex molecules. Its usefulness depends on the target structure, reaction compatibility, and required product specifications.
Applications in Specialty Organic Synthesis
Beyond pharmaceutical research, (3-tert-Butylphenyl)boronic acid can be employed in specialty organic synthesis involving alkyl-substituted aromatic building blocks. Its boronic acid group enables the construction of carbon–carbon bonds, while the tert-butyl substituent provides a defined structural feature for evaluating steric effects and molecular properties. It may support the preparation of substituted biaryls, functional organic intermediates, and structurally diverse compounds for chemical research.

