Description

(2,4,6-Triisopropylphenyl)boronic acid (CAS No. 154549-38-9) is a highly versatile organoboron compound with the molecular formula C₁₅H₂₅BO₂. This boronic acid derivative features a sterically hindered 2,4,6-triisopropylphenyl group, making it an excellent reagent for Suzuki-Miyaura cross-coupling reactions and other transition-metal-catalyzed transformations. Its robust structure ensures stability under various reaction conditions, while the boronic acid moiety facilitates efficient conjugation with organic halides or pseudohalides. This compound is supplied as a white to off-white crystalline powder with high purity (>95%), ideal for pharmaceutical research, materials science, and agrochemical development. Store in a cool, dry place under inert atmosphere to maintain optimal reactivity and shelf life.

Properties

• CAS Number: 154549-38-9
• Complexity: 233
• IUPAC Name: (2,4,6-triisopropylphenyl)boronic acid
• InChI: InChI=1S/C15H25BO2/c1-9(2)12-7-13(10(3)4)15(16(17)18)14(8-12)11(5)6/h7-11,17-18H,1-6H3
• InChI Key: FGFYEKLWZBTLEW-UHFFFAOYSA-N
• Exact Mass: 248.1947602
• Molecular Formula: C15H25BO2
• Molecular Weight: 248.17
• SMILES: B(C1=C(C=C(C=C1C(C)C)C(C)C)C(C)C)(O)O
• Topological: 40.5
• Monoisotopic Mass: 248.1947602
• Synonyms: 154549-38-9, (2,4,6-Triisopropylphenyl)boronic acid, 2,4,6-triisopropylphenylboronic acid, 2,4,6-Triisopropylbenzeneboronic Acid, [2,4,6-Tri(propan-2-yl)phenyl]boronic acid, MFCD02683099, [2,4,6-tris(propan-2-yl)phenyl]boronic acid, C15H25BO2, (2,4,6-Triisopropylphenyl)boronicacid, SCHEMBL367053, DTXSID90569191, SBB100373, 2,4,6-triisopropylphenyiboronic acid, AKOS015838458, CS-W005586, GS-5590, SY049261, T2654, AC-776/25122007, 2,4,6-Triisopropylbenzeneboronic Acid (contains varying amounts of Anhydride)

Application

(2,4,6-Triisopropylphenyl)boronic acid is widely used in palladium-catalyzed cross-coupling reactions to synthesize biaryl compounds for drug discovery and material science. Its steric bulk enhances selectivity in challenging coupling reactions, particularly with ortho-substituted substrates. Researchers also employ it as a building block for boron-containing polymers and sensors. The compound’s stability makes it suitable for iterative synthetic protocols in complex molecule assembly.

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