Description

1,3-Dioxo-2,3-dihydro-1H-isoindol-2-yl 3-fluorobenzoate (CAS No. 1809728-72-0) is a high-purity fluorinated organic compound with the molecular formula C₁₅H₈FNO₄. This specialized chemical features a benzoate ester linked to a phthalimide core, offering unique reactivity for advanced synthetic applications. With a molecular weight of 285.23 g/mol, this compound is supplied as a fine powder or crystalline solid, typically >95% pure by HPLC analysis. The 3-fluorobenzoate moiety enhances electrophilicity, making it valuable for nucleophilic substitution reactions. Researchers will appreciate the compound’s stability under inert atmospheres and compatibility with common organic solvents including DMF, THF, and dichloromethane. Proper storage at 2-8°C in amber glass vials is recommended to maintain optimal shelf life. This product is ideal for pharmaceutical intermediates, materials science research, and as a building block for more complex fluorinated architectures.

Properties

• CAS Number: 1809728-72-0
• Complexity: 443
• IUPAC Name: (1,3-dioxoisoindolin-2-yl) 3-fluorobenzoate
• InChI: InChI=1S/C15H8FNO4/c16-10-5-3-4-9(8-10)15(20)21-17-13(18)11-6-1-2-7-12(11)14(17)19/h1-8H
• InChI Key: XJNRVVHRGQPEST-UHFFFAOYSA-N
• Exact Mass: 285.04373590
• Molecular Formula: C15H8FNO4
• Molecular Weight: 285.23
• SMILES: C1=CC=C2C(=C1)C(=O)N(C2=O)OC(=O)C3=CC(=CC=C3)F
• Topological: 63.7
• Monoisotopic Mass: 285.04373590
• Synonyms: 1809728-72-0, EN300-6513683, 1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl 3-fluorobenzoate

Application

This fluorinated phthalimide derivative serves as a versatile intermediate in medicinal chemistry, particularly for developing kinase inhibitors and PET radiotracer precursors. The compound’s reactivity enables efficient conjugation with nucleophiles via its ester linkage, making it valuable for prodrug synthesis. Researchers also utilize this chemical in materials science for constructing fluorinated polyimides with enhanced thermal stability. Its unique structure facilitates studies on fluorine’s electronic effects in conjugated systems.

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