N-Iodosuccinimide

N-Iodosuccinimide

Names
IUPAC name 1-Iodo-2,5-pyrrolidinedione
Identifiers
CAS Number	516-12-1
3D model (Jmol)	Interactive image
ChemSpider	107372
InChI InChI=1S/C4H4INO2/c5-6-3(7)1-2-4(6)8/h1-2H2 Key: LQZMLBORDGWNPD-UHFFFAOYSA-N
SMILES C1CC(=O)N(C1=O)I
Properties
Chemical formula	C4H4INO2
Molar mass	224.99 g·mol−1
Melting point	202–206 °C (396–403 °F; 475–479 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

N-Iodosuccinimide (NIS) is a reagent used in organic chemistry for the iodination of alkenes and as a mild oxidant.

NIS is the iodine analog of N-chlorosuccinimide (NCS) and N-bromosuccinimide (NBS) which are used for similar applications.