Description
1,2-Phenylenediboronic acid (CAS No. 13506-83-7) is a high-purity diboronic acid derivative with the molecular formula C6H8B2O4, widely used in organic synthesis and materials science. This compound, also known as (2-boronophenyl)boronic acid or o-Benzenediboronic acid, features two boronic acid functional groups ortho-positioned on a benzene ring, enabling versatile reactivity in cross-coupling reactions such as Suzuki-Miyaura couplings. Ideal for researchers and industrial chemists, our product is rigorously tested for consistency, stability, and low impurity levels, ensuring reliable performance in catalytic applications, polymer synthesis, and pharmaceutical intermediates. Available in various quantities with detailed technical data sheets (TDS) and certificates of analysis (CoA).
Properties
- CAS Number: 13506-83-7
- Complexity: 126
- IUPAC Name: (2-boronophenyl)boronic acid
- InChI: InChI=1S/C6H8B2O4/c9-7(10)5-3-1-2-4-6(5)8(11)12/h1-4,9-12H
- InChI Key: ZKRVXVDQQOVOIM-UHFFFAOYSA-N
- Exact Mass: 166.0608691
- Molecular Formula: C6H8B2O4
- Molecular Weight: 165.75
- SMILES: B(C1=CC=CC=C1B(O)O)(O)O
- Topological: 80.9
- Monoisotopic Mass: 166.0608691
- Synonyms: 13506-83-7, 1,2-phenylenediboronic acid, (2-boronophenyl)boronic acid, o-Benzenediboronic acid, Boronic acid,1,2-phenylenebis- (9CI), Boronic acid, 1,2-phenylenebis-, Boronic acid, 1,2-phenylenebis- (9CI), Boronic acid,1,2-phenylenebis-, MFCD28956996, benzenediboronic acid, o-Benzenediboronicacid, phenylenebisboronic acid, 1,2-phenylenediboronicacid, SCHEMBL346128, DTXSID00623233, ZKRVXVDQQOVOIM-UHFFFAOYSA-N, CS-B1252, AKOS027397269, SY279665, DB-286146, D77287
Application
1,2-Phenylenediboronic acid serves as a key building block in Suzuki-Miyaura cross-coupling reactions for constructing biaryl structures in pharmaceuticals and agrochemicals. It is also employed in the synthesis of boron-containing polymers and covalent organic frameworks (COFs) due to its bifunctional reactivity. Additionally, this compound finds use in sensor development and as a precursor for advanced materials with tailored electronic properties.
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