Hangzhou Leap Chem Co., Ltd. is one of the most professional manufacturers and suppliers of (3,5-di-tert-butylphenyl)boronic acid丨cas 197223-39-5 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.
Best Boric Acid (3,5-Di-tert-butylphenyl)boronic acid丨CAS 197223-39-5
(3,5-Di-tert-butylphenyl)boronic acid (CAS 197223-39-5) is a substituted aromatic boronic acid featuring two tert-butyl groups at the 3- and 5-positions of the benzene ring relative to the boronic acid functionality. The presence of two bulky alkyl substituents provides distinctive steric and hydrophobic characteristics, while the boronic acid group enables carbon–carbon bond formation through suitable synthetic reactions. This compound is a useful building block for organic synthesis, medicinal chemistry, pharmaceutical intermediate development, and specialty materials research. Its defined substitution pattern makes it particularly relevant to projects involving sterically demanding aromatic structures and the investigation of molecular structure–property relationships.
Chemical Identifiers
| InChI | InChI=1S/C14H23BO2/c1-13(2,3)10-7-11(14(4,5)6)9-12(8-10)15(16)17/h7-9,16-17H,1-6H3 |
| InChI Key | RPCBIEHUQSGPNA-UHFFFAOYSA-N |
| Smiles | B(C1=CC(=CC(=C1)C(C)(C)C)C(C)(C)C)(O)O |
| EC No. | 813-395-7 |
| MDL No. | MFCD07780212 |
| PubChem CID | 11470330 |
Applications
Applications in Suzuki–Miyaura Cross-Coupling Reactions
(3,5-Di-tert-butylphenyl)boronic acid can be used in Suzuki–Miyaura cross-coupling reactions to prepare substituted biaryl compounds and other aromatic structures. Under appropriate palladium-catalyzed conditions, the boronic acid group can react with compatible aryl or heteroaryl halides and pseudohalides to form new carbon–carbon bonds. This reaction enables the introduction of a 3,5-di-tert-butylphenyl fragment into more complex molecular frameworks. Although the tert-butyl groups are positioned meta to the boronic acid functionality, their steric and electronic contributions may influence reaction behavior, making suitable catalyst selection and reaction optimization important.
Applications in Medicinal Chemistry
In medicinal chemistry, (3,5-Di-tert-butylphenyl)boronic acid may serve as a building block for preparing sterically modified aromatic compounds and investigating structure–activity relationships. The two tert-butyl substituents introduce substantial hydrophobic character and molecular bulk, which can influence lipophilicity, molecular recognition, and interactions with biological targets depending on the complete molecular structure. Researchers may incorporate this aromatic fragment into suitable candidate molecules to evaluate how bulky alkyl substitution affects physicochemical properties and biological activity.
Applications in Pharmaceutical Intermediate Synthesis
This compound may support pharmaceutical research programs requiring intermediates containing a 3,5-di-tert-butylphenyl structural unit. Its boronic acid functionality provides a synthetic route for introducing this substituted aromatic fragment into more complex molecules through compatible cross-coupling reactions. The resulting compounds can be further modified through appropriately designed synthetic transformations. Its usefulness in pharmaceutical intermediate development depends on the target structure, functional-group compatibility, and required product specifications.
Applications in Specialty Organic Synthesis
Beyond pharmaceutical research, (3,5-Di-tert-butylphenyl)boronic acid is useful in specialty organic synthesis involving sterically demanding aromatic building blocks. Its combination of a reactive boronic acid group and two bulky tert-butyl substituents supports the preparation of substituted biaryls, functionalized aromatic intermediates, and structurally diverse organic compounds. Researchers may use it to investigate how bulky substituents influence reaction selectivity, molecular geometry, and the properties of synthesized products.
