N-Iodosuccinimide (NIS) is a reagent used in organic chemistry for the iodination of alkenes and as a mild oxidant.[2]
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Names | |
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Preferred IUPAC name
1-Iodopyrrolidine-2,5-dione | |
Identifiers | |
3D model (JSmol)
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113917 | |
ChEBI | |
ChemSpider | |
ECHA InfoCard | 100.007.475 |
EC Number |
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122896 | |
PubChem CID
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UNII | |
CompTox Dashboard (EPA)
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Properties | |
C4H4INO2 | |
Molar mass | 224.985 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 | dioxane, THF, MeCN; insoluble in ether, CCl4 |
Hazards | |
GHS labelling: | |
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Warning | |
H302, H315, H319, H335 | |
P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, P501 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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NIS is the iodine analog of N-chlorosuccinimide (NCS) and N-bromosuccinimide (NBS) which are used for similar applications.
References
edit- ^ "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.