Description
4-Iodobenzoyl fluoride (CAS No. 2415937-32-3) is a high-purity aromatic fluorinated compound with the molecular formula C7H4FIO. This specialized reagent features an iodine substituent at the para position of the benzoyl fluoride scaffold, making it a valuable building block for nucleophilic aromatic substitution (SNAr) reactions and transition-metal-catalyzed cross-coupling applications. The electron-withdrawing carbonyl fluoride group enhances reactivity in palladium-catalyzed transformations such as Suzuki-Miyaura and Sonogashira couplings. Supplied as a crystalline solid with ≥95% purity (HPLC), it is rigorously characterized by 1H/13C NMR, FT-IR, and mass spectrometry. Ideal for pharmaceutical intermediates, liquid crystal materials, and advanced polymer synthesis. Store under inert atmosphere at 2-8°C to prevent hydrolysis of the reactive fluoride moiety.
Properties
- CAS Number: 2415937-32-3
- Complexity: 130
- IUPAC Name: 4-iodobenzoyl fluoride
- InChI: InChI=1S/C7H4FIO/c8-7(10)5-1-3-6(9)4-2-5/h1-4H
- InChI Key: XCXDKXQUXUQVAW-UHFFFAOYSA-N
- Exact Mass: 249.92909
- Molecular Formula: C7H4FIO
- Molecular Weight: 250.01
- SMILES: C1=CC(=CC=C1C(=O)F)I
- Topological: 17.1
- Monoisotopic Mass: 249.92909
- Synonyms: 4-Iodobenzoyl fluoride, 2415937-32-3, starbld0014638, SCHEMBL23391017, MFCD34476197, G70429
Application
4-Iodobenzoyl fluoride serves as a versatile precursor for synthesizing fluorinated liquid crystals and bioactive molecules through cross-coupling reactions. The iodine moiety enables efficient palladium-catalyzed arylation, while the acyl fluoride group participates in nucleophilic acyl substitutions with amines or alcohols. Researchers utilize this compound to create PET radiotracer precursors via isotopic exchange. In materials science, it functions as a monomer for introducing rigid, polar segments into high-performance polymers.
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