Description
2-Hydroxy-3-methylphenylboronic acid (CAS No. 259209-22-8) is a high-purity boronic acid derivative with the molecular formula C7H9BO3. This compound is an essential building block in organic synthesis, particularly in Suzuki-Miyaura cross-coupling reactions, where it serves as a versatile arylboron reagent. Its ortho-hydroxy and methyl substituents enhance its reactivity and selectivity in forming carbon-carbon bonds, making it invaluable for pharmaceutical, agrochemical, and materials science research. Supplied as a white to off-white crystalline powder, it is rigorously tested for quality (≥95% purity by HPLC) and stability under standard storage conditions. Ideal for researchers requiring precise and reliable boronic acid reagents for advanced synthetic applications.
Properties
- CAS Number: 259209-22-8
- Complexity: 129
- IUPAC Name: (2-hydroxy-3-methyl-phenyl)boronic acid
- InChI: InChI=1S/C7H9BO3/c1-5-3-2-4-6(7(5)9)8(10)11/h2-4,9-11H,1H3
- InChI Key: UQMOSSMYPIJNTO-UHFFFAOYSA-N
- Exact Mass: 152.0644743
- Molecular Formula: C7H9BO3
- Molecular Weight: 151.96
- SMILES: B(C1=C(C(=CC=C1)C)O)(O)O
- Topological: 60.7
- Monoisotopic Mass: 152.0644743
- Synonyms: 2-Hydroxy-3-methylphenylboronic acid, 259209-22-8, (2-Hydroxy-3-methylphenyl)boronic acid, BORONIC ACID, B-(2-HYDROXY-3-METHYLPHENYL)-, 2-HYDROXY-3-METHYLPHENYL BORONIC ACID, MFCD08689549, (2-Hydroxy-3-methylphenyl)boronicacid, SCHEMBL1684421, DTXSID10595154, UQMOSSMYPIJNTO-UHFFFAOYSA-N, AKOS006289758, AB48273, 2-hydroxy-3-methyl-phenyl boronic acid, BS-22134, CS-0135264, D71388
2-Hydroxy-3-methylphenylboronic acid is widely used in Suzuki-Miyaura cross-coupling reactions to synthesize biaryl compounds for drug discovery and material science. Its ortho-hydroxy group facilitates chelation, improving reaction efficiency in palladium-catalyzed transformations. This reagent is also employed in the development of sensors and catalysts due to its unique steric and electronic properties. Suitable for both academic and industrial R&D, it ensures consistent performance in complex organic syntheses.
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