N-Iodosuccinimide
{{DISPLAYTITLE:N-Iodosuccinimide}}
{{Chembox
| Name = N-Iodosuccinimide
| ImageFile = Iodosuccinimide.svg
| ImageSize = 120px
| ImageAlt =
| ImageFile2 = N-Iodosuccinimide.jpg
| PIN = 1-Iodopyrrolidine-2,5-dione
| OtherNames =
| Section1 = {{Chembox Identifiers
| CASNo = 516-12-1
| PubChem = 120273
| EC_number = 208-221-6
| UNII = 3COS3X3N4P
| ChEBI = 53204
| ChemSpiderID = 107372
| Beilstein = 113917
| Gmelin = 122896
| SMILES = C1CC(=O)N(C1=O)I
| StdInChI=1S/C4H4INO2/c5-6-3(7)1-2-4(6)8/h1-2H2
| StdInChIKey = LQZMLBORDGWNPD-UHFFFAOYSA-N
}}
| Section2 = {{Chembox Properties
| C=4|H=4|I=1|N=1|O=2
| Appearance = White solid
| Density = 2.245 g/cm3
| MeltingPtC = 202-206
| MeltingPt_ref = (dec.) {{Cite web | url = http://www.sigmaaldrich.com/catalog/product/aldrich/220051?lang=en | title = N-Iodosuccinimide | publisher = Sigma-Aldrich}}
| BoilingPt =
| SolubleOther = dioxane, THF, MeCN; insoluble in ether, CCl4
}}
| Section3 = {{Chembox Hazards
| MainHazards =
| GHSPictograms = {{GHS07}}
| GHSSignalWord = Warning
| HPhrases = {{H-phrases|302|315|319|335}}
| PPhrases = {{P-phrases|261|264|270|271|280|301+312|302+352|304+340|305+351+338|312|321|330|332+313|337+313|362|403+233|405|501}}
}}
}}
N-Iodosuccinimide (NIS) is a reagent used in organic chemistry for the iodination of alkenes and as a mild oxidant.{{cite journal|last1=Scott C. Virgil|last2=Zeng|first2=Ying|last3=Kong|first3=Fanzuo|last4=Pigza|first4=Julie A.|title=N-Iodosuccinimide|journal=E-EROS Encyclopedia of Reagents for Organic Synthesis|date=2001|doi=10.1002/047084289X.ri038.pub3|isbn=0471936235}}
NIS is the iodine analog of N-chlorosuccinimide (NCS) and N-bromosuccinimide (NBS) which are used for similar applications.