Description

3-(2,5-Difluoro-phenyl)-acrylic acid (CAS No. 375368-88-0) is a high-purity fluorinated organic compound with the molecular formula C₉H₆F₂O₂. This white to off-white crystalline powder is a valuable building block in synthetic organic chemistry, particularly for the preparation of pharmaceuticals, agrochemicals, and advanced materials. With a molecular weight of 184.14 g/mol, this compound features a reactive acrylic acid moiety and a 2,5-difluorophenyl group, making it ideal for cross-coupling reactions, Michael additions, and polymerization. Its high chemical stability and well-defined structure ensure reproducibility in research applications. Available in >98% purity (HPLC), this product is rigorously tested by GC/MS and NMR to meet the stringent requirements of medicinal chemistry and material science research. Store in a cool, dry place under inert atmosphere for optimal stability.

Properties

• CAS Number: 375368-88-0
• Complexity: 216
• IUPAC Name: 3-(2,5-difluorophenyl)prop-2-enoic acid
• InChI: InChI=1S/C9H6F2O2/c10-7-2-3-8(11)6(5-7)1-4-9(12)13/h1-5H,(H,12,13)
• InChI Key: XAWHCSKPALFWBI-UHFFFAOYSA-N
• Exact Mass: 184.03358575
• Molecular Formula: C9H6F2O2
• Molecular Weight: 184.14
• SMILES: C1=CC(=C(C=C1F)C=CC(=O)O)F
• Topological: 37.3
• Monoisotopic Mass: 184.03358575
• Synonyms: 3-(2,5-difluoro-phenyl)-acrylic acid, 375368-88-0, 2,5-difluorocinnamicacid, MFCD00010318, SCHEMBL65191, XAWHCSKPALFWBI-UHFFFAOYSA-N, AKOS025244042, SY061732, DB-041134

Application

3-(2,5-Difluoro-phenyl)-acrylic acid serves as a key intermediate in the synthesis of fluorinated pharmaceutical compounds, particularly kinase inhibitors and anti-inflammatory agents. Its difluorophenyl group enhances metabolic stability in drug candidates while the acrylic acid moiety allows for further functionalization via esterification or amidation. Researchers utilize this compound in Suzuki-Miyaura cross-coupling reactions to create biaryl structures common in medicinal chemistry. The fluorinated aromatic system also makes it valuable for developing liquid crystal materials and organic electronic components requiring precise dipole moment control.

Safety and Hazards

GHS Hazard Statements

• H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

Precautionary Statements

• P264, P270, P301+P317, P330, and P501

Hazard Classes and Categories

• Acute Tox. 4 (100%)

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