Description

5-Methoxy-2-formylphenylboronic acid (CAS No. 40138-18-9) is a high-purity boronic acid derivative with the molecular formula C₈H₉BO₄. This compound, also known by its IUPAC name (2-formyl-5-methoxyphenyl)boronic acid, features a reactive formyl group and a boronic acid moiety, making it a versatile building block in organic synthesis and pharmaceutical research. Its unique structure enables applications in Suzuki-Miyaura cross-coupling reactions, where it serves as a key intermediate for constructing complex biaryl systems. The methoxy group enhances solubility and stability, while the boronic acid functionality allows for selective transformations. Ideal for researchers in medicinal chemistry, material science, and catalysis, this compound is supplied with comprehensive analytical data (including ¹H NMR, ¹³C NMR, and HPLC) to ensure quality and reproducibility. Store in a cool, dry place under inert conditions to maintain stability.

Properties

• CAS Number: 40138-18-9
• Complexity: 174
• IUPAC Name: (2-formyl-5-methoxy-phenyl)boronic acid
• InChI: InChI=1S/C8H9BO4/c1-13-7-3-2-6(5-10)8(4-7)9(11)12/h2-5,11-12H,1H3
• InChI Key: YISYHZMNRATPRA-UHFFFAOYSA-N
• Exact Mass: 180.0593889
• Molecular Formula: C8H9BO4
• Molecular Weight: 179.97
• SMILES: B(C1=C(C=CC(=C1)OC)C=O)(O)O
• Topological: 66.8
• Monoisotopic Mass: 180.0593889
• Synonyms: 5-Methoxy-2-formylphenylboronic acid, 40138-18-9, DTXSID60370256, DTXCID50321292, 2-Formyl-5-methoxyphenylboronic acid, (2-formyl-5-methoxyphenyl)boronic acid, 2-Formyl-5-methoxybenzeneboronic acid, MFCD03001335, 5-Methoxy-2-formylphenylboronicacid, B-(2-Formyl-5-methoxyphenyl)boronic Acid; 2-Formyl-5-methoxyphenylboronic Acid; 5-Methoxy-2-formylphenylboronic Acid, SCHEMBL155441, YISYHZMNRATPRA-UHFFFAOYSA-N, SBB089593, AKOS004116321, AB12798, PS-9548, SY232831, DB-016095, CS-0113149, N12142, EN300-7363409

Application

5-Methoxy-2-formylphenylboronic acid is widely used as a precursor in the synthesis of pharmaceuticals, agrochemicals, and functional materials. Its boronic acid group facilitates Suzuki-Miyaura cross-coupling reactions, enabling the formation of carbon-carbon bonds in complex organic molecules. The formyl moiety allows further derivatization, such as condensation or reduction, to yield diverse heterocyclic compounds. Researchers also employ it in the development of sensors and catalysts due to its Lewis acidic properties. This compound is particularly valuable in medicinal chemistry for constructing drug-like scaffolds with enhanced bioavailability.

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