Description

(1,3-Dioxoisoindol-2-yl) 2,4-dichloro-5-fluorobenzoate (CAS: 2248417-84-5) is a high-purity synthetic organic compound with the molecular formula C₁₅H₆Cl₂FNO₄. This specialized chemical features a benzoate ester linked to a phthalimide (1,3-dioxoisoindole) moiety, offering unique reactivity for advanced organic synthesis and pharmaceutical research. The presence of dichloro and fluoro substituents on the aromatic ring enhances its utility as a versatile building block for drug discovery, agrochemical development, and materials science applications. With a molecular weight of 354.12 g/mol, this compound is supplied as a stable solid under standard conditions, ensuring consistent performance in nucleophilic substitution reactions, cross-coupling protocols, and heterocycle formation. Ideal for researchers requiring precise functionalization of complex scaffolds.

Properties

• CAS Number: 2248417-84-5
• Complexity: 508
• IUPAC Name: (1,3-dioxoisoindolin-2-yl) 2,4-dichloro-5-fluoro-benzoate
• InChI: InChI=1S/C15H6Cl2FNO4/c16-10-6-11(17)12(18)5-9(10)15(22)23-19-13(20)7-3-1-2-4-8(7)14(19)21/h1-6H
• InChI Key: XIYXCBPOUCVPIQ-UHFFFAOYSA-N
• Exact Mass: 352.9657912
• Molecular Formula: C15H6Cl2FNO4
• Molecular Weight: 354.1
• SMILES: C1=CC=C2C(=C1)C(=O)N(C2=O)OC(=O)C3=CC(=C(C=C3Cl)Cl)F
• Topological: 63.7
• Monoisotopic Mass: 352.9657912
• Synonyms: 2248417-84-5, EN300-6515141, 1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl 2,4-dichloro-5-fluorobenzoate

Application

This compound serves as a key intermediate in the synthesis of biologically active molecules, particularly in the development of protease inhibitors and kinase-targeted pharmaceuticals. Its reactive ester group enables efficient conjugation with nucleophiles, making it valuable for prodrug design and bioconjugation strategies. Researchers also utilize it in the preparation of fluorinated heterocycles for agrochemical applications.

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