N-Iodosuccinimide

• CAT Number: R058370
• CAS Number: 516-12-1
• Molecular Formula: C4H4INO2
• Molecular Weight: 224.99
• Purity: ≥95%
• Synonyms: 1-iodo-2,5-pyrrolidinedione; NIS; Succiniodimide
• Storage: -20°C
• IUPAC Name: 1-iodopyrrolidine-2,5-dione
• InChI: InChI=1S/C4H4INO2/c5-6-3(7)1-2-4(6)8/h1-2H2
• InChIKey: LQZMLBORDGWNPD-UHFFFAOYSA-N
• SMILES: C1CC(=O)N(C1=O)I

N-Iodosuccinimide (Cat No.:R058370) is an organoiodine compound with the molecular formula C4H4INO2. It is a white to off-white crystalline solid commonly used as an electrophilic iodinating agent in organic synthesis. NIS selectively introduces iodine into electron-rich substrates such as aromatic rings, alkenes, and enolizable ketones. It is particularly valuable in halogenation, cyclization, and oxidative transformations in medicinal and materials chemistry. Compared to elemental iodine, NIS offers milder and more controlled reactivity. The compound is moisture-sensitive and should be stored under dry, cool conditions and handled using standard protective laboratory practices.