Description

3-Iodo-2-nitropyridine (CAS No. 54231-34-4) is a high-purity heterocyclic compound with the molecular formula C₅H₃IN₂O₂, widely utilized in organic synthesis and pharmaceutical research. This yellow to light brown crystalline solid features a pyridine core substituted with an iodine atom at the 3-position and a nitro group at the 2-position, offering unique reactivity for cross-coupling reactions, nucleophilic substitutions, and as a building block for complex molecular architectures. With a molecular weight of 250.00 g/mol, it is ideal for Suzuki-Miyaura, Stille, and other palladium-catalyzed transformations. Packaged under inert conditions to ensure stability, this compound is rigorously tested via HPLC, NMR, and mass spectrometry to guarantee ≥95% purity. Suitable for use in medicinal chemistry, agrochemical development, and material science applications.

Properties

• CAS Number: 54231-34-4
• Complexity: 136
• IUPAC Name: 3-iodo-2-nitro-pyridine
• InChI: InChI=1S/C5H3IN2O2/c6-4-2-1-3-7-5(4)8(9)10/h1-3H
• InChI Key: LOKURQBFRJDSOB-UHFFFAOYSA-N
• Exact Mass: 249.92392
• Molecular Formula: C5H3IN2O2
• Molecular Weight: 249.99
• SMILES: C1=CC(=C(N=C1)[N+](=O)[O-])I
• Topological: 58.7
• Monoisotopic Mass: 249.92392
• Synonyms: 3-Iodo-2-nitropyridine, 54231-34-4, MFCD08061318, Pyridine, 3-iodo-2-nitro-, SCHEMBL5700168, DTXSID20634104, AKOS015891800, DS-6990, SY031487, DB-083164, C75545

Application

3-Iodo-2-nitropyridine serves as a versatile intermediate in the synthesis of pharmaceuticals, particularly in the development of kinase inhibitors and antiviral agents. Its electron-deficient pyridine ring and halogen substituent make it valuable for constructing nitrogen-containing heterocycles via cross-coupling reactions. Researchers also employ it in the preparation of fluorescent dyes and ligands for catalytic systems. The nitro group facilitates further functionalization, enabling access to aminopyridines and other derivatives.

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