''N''-Iodosuccinimide

N-Iodosuccinimide
Names
	IUPAC name 1-Iodo-2,5-pyrrolidinedione
Identifiers
CAS Number	516-12-1;
3D model (JSmol)	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
Appearance	White solid
Density	2.245 g/cm3
Melting point	202–206 °C (396–403 °F; 475–479 K)(dec.) [1]
Solubility in water	Soluble in Dioxane, THF, MeCN; Insoluble in ether, CCl4
	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.^[2]

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

References

↑ "N-Iodosuccinimide". Sigma-Aldrich.
↑ Scott C. Virgil; Zeng, Ying; Kong, Fanzuo; Pigza, Julie A. (2001). "N-Iodosuccinimide". E-EROS Encyclopedia of Reagents for Organic Synthesis. doi:10.1002/047084289X.ri038.pub3. ISBN 0471936235.

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