Description
Tetra(4-hydroxy-borylphenyl)methane (CAS: 153035-55-3) is a highly specialized boronic acid derivative with the molecular formula C25H24B4O8. This compound, also known by its IUPAC name [4-[tris(4-boronophenyl)methyl]phenyl]boronic acid, features a central methane core tetra-substituted with 4-hydroxyborylphenyl groups, making it a versatile building block for advanced organic synthesis and materials science applications. Its unique tetrahedral structure and multiple boronic acid functionalities enable its use in cross-coupling reactions, molecular recognition, and the development of porous organic frameworks (POFs). With a high purity grade (>95%), this product is ideal for researchers working in supramolecular chemistry, catalysis, and polymer science. Each batch undergoes rigorous QC testing, including 1H NMR and HPLC analysis, to ensure consistency and reliability for sensitive applications.
Properties
- CAS Number: 153035-55-3
- Complexity: 565
- IUPAC Name: [4-[tris(4-boronophenyl)methyl]phenyl]boronic acid
- InChI: InChI=1S/C25H24B4O8/c30-26(31)21-9-1-17(2-10-21)25(18-3-11-22(12-4-18)27(32)33,19-5-13-23(14-6-19)28(34)35)20-7-15-24(16-8-20)29(36)37/h1-16,30-37H
- InChI Key: HUKKNLZHFLXUKJ-UHFFFAOYSA-N
- Exact Mass: 496.1843384
- Molecular Formula: C25H24B4O8
- Molecular Weight: 495.7
- SMILES: B(C1=CC=C(C=C1)C(C2=CC=C(C=C2)B(O)O)(C3=CC=C(C=C3)B(O)O)C4=CC=C(C=C4)B(O)O)(O)O
- Topological: 162
- Monoisotopic Mass: 496.1843384
- Synonyms: Tetra(4-hydroxy-borylphenyl)methane, 809-228-2, 153035-55-3, (METHANETETRAYLTETRAKIS(BENZENE-4,1-DIYL))TETRABORONIC ACID, tetra(4-Hydroxyboryphenyl)methane, [4-[tris(4-boronophenyl)methyl]phenyl]boronic acid, MFCD16170319, (4-{tris[4-(dihydroxyboranyl)phenyl]methyl}phenyl)boronic acid, [Methanetetrayltetrakis(benzene-4,1-diyl)]tetraboronic Acid, YSZC262, SCHEMBL214782, DTXSID20673558, tetra(4-dihydroxyborylphenyl)methane, BS-50936, SY324668, CS-0128504, [Methanetetrayltetra(4,1-phenylene)]tetraboronic acid, (METHANETETRAYLTETRAKIS(BENZENE-4,1-DIYL))TETRABORONICACID
Application
Tetra(4-hydroxy-borylphenyl)methane serves as a key precursor in Suzuki-Miyaura cross-coupling reactions for constructing complex biaryl structures. Its boronic acid groups facilitate the formation of covalent organic frameworks (COFs) with high thermal stability and porosity. Researchers also utilize it in sensor development due to its affinity for diols and sugars, enabling glucose detection systems. In materials science, it acts as a monomer for synthesizing boron-rich polymers with potential flame-retardant properties.
Safety and Hazards
GHS Hazard Statements
- H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
Precautionary Statements
- P264+P265, P280, P305+P351+P338, and P337+P317
Hazard Classes and Categories
- Eye Irrit. 2 (100%)
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