Description

[5-(4-Methoxyphenyl)-2-thienyl]boronic acid (CAS: 666861-29-6) is a high-purity boronic acid derivative with the molecular formula C₁₁H₁₁BO₃S, widely utilized in organic synthesis and pharmaceutical research. This compound features a thiophene ring substituted with a boronic acid group at the 2-position and a 4-methoxyphenyl moiety at the 5-position, making it a versatile building block for Suzuki-Miyaura cross-coupling reactions. Its well-defined structure (IUPAC name: [5-(4-methoxyphenyl)thiophen-2-yl]boronic acid) ensures reliable performance in the synthesis of complex heterocyclic systems, drug intermediates, and functional materials. Supplied as a white to off-white crystalline powder, it is rigorously tested for purity (typically ≥95% by HPLC) and stored under optimal conditions to guarantee stability. Ideal for researchers in medicinal chemistry, material science, and catalysis, this reagent is packaged in amber glass vials with desiccant to prevent moisture degradation.

Properties

• CAS Number: 666861-29-6
• Complexity: 219
• IUPAC Name: [5-(4-methoxyphenyl)-2-thienyl]boronic acid
• InChI: InChI=1S/C11H11BO3S/c1-15-9-4-2-8(3-5-9)10-6-7-11(16-10)12(13)14/h2-7,13-14H,1H3
• InChI Key: HDPOYJYVUXSENR-UHFFFAOYSA-N
• Exact Mass: 234.0521955
• Molecular Formula: C11H11BO3S
• Molecular Weight: 234.08
• SMILES: B(C1=CC=C(S1)C2=CC=C(C=C2)OC)(O)O
• Topological: 77.9
• Monoisotopic Mass: 234.0521955
• Synonyms: 666861-29-6, (5-(4-methoxyphenyl)thiophen-2-yl)boronic acid, (5-(4-methoxy phenyl)thiophen -2-yl)boronic acid, 5-(4-Methoxyphenyl)thiophen-2-ylboronic acid, [5-(4-methoxyphenyl)thiophen-2-yl]boronic acid, starbld0043808, [5-(4-methoxyphenyl)-2-thienyl]boronic acid, SCHEMBL5228194, DB-223152, (5-(4-Methoxy phenyl)thiophen-2-yl)boronic acid

Application

This boronic acid derivative is primarily employed in Suzuki-Miyaura cross-coupling reactions to construct biaryl and heteroaryl compounds, pivotal in drug discovery and material science. It serves as a key intermediate in synthesizing pharmaceuticals targeting inflammation, oncology, and CNS disorders. Researchers also leverage its electron-rich thiophene scaffold for developing organic semiconductors and luminescent materials.

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