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Wikipedia

N-Iodosuccinimide

N-Iodosuccinimide (NIS) is a reagent used in organic chemistry for the iodination of alkenes and as a mild oxidant.[2][3]

N-Iodosuccinimide
Names
Preferred IUPAC name
1-Iodopyrrolidine-2,5-dione
Identifiers
  • 516-12-1
3D model (JSmol)
  • Interactive image
113917
ChEBI
  • CHEBI:53204
ChemSpider
  • 107372
ECHA InfoCard 100.007.475
EC Number
  • 208-221-6
122896
  • 120273
UNII
  • 3COS3X3N4P
  • DTXSID10199550
  • InChI=1S/C4H4INO2/c5-6-3(7)1-2-4(6)8/h1-2H2
    Key: LQZMLBORDGWNPD-UHFFFAOYSA-N
  • C1CC(=O)N(C1=O)I
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]
Soluble in Dioxane, THF, MeCN; Insoluble in ether, CCl4
Hazards
GHS labelling:
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).

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

References

  1. ^ "N-Iodosuccinimide". Sigma-Aldrich.
  2. ^ 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.
  3. ^ "N-Iodosuccinimide - Huateng Pharma".{{cite web}}: CS1 maint: url-status (link)

iodosuccinimide, reagent, used, organic, chemistry, iodination, alkenes, mild, oxidant, namespreferred, iupac, name, iodopyrrolidine, dioneidentifierscas, number, model, jsmol, interactive, imagebeilstein, reference, 113917chebi, chebi, 53204chemspider, 107372. N Iodosuccinimide NIS is a reagent used in organic chemistry for the iodination of alkenes and as a mild oxidant 2 3 N Iodosuccinimide NamesPreferred IUPAC name 1 Iodopyrrolidine 2 5 dioneIdentifiersCAS Number 516 12 13D model JSmol Interactive imageBeilstein Reference 113917ChEBI CHEBI 53204ChemSpider 107372ECHA InfoCard 100 007 475EC Number 208 221 6Gmelin Reference 122896PubChem CID 120273UNII 3COS3X3N4PCompTox Dashboard EPA DTXSID10199550InChI InChI 1S C4H4INO2 c5 6 3 7 1 2 4 6 8 h1 2H2Key LQZMLBORDGWNPD UHFFFAOYSA NSMILES C1CC O N C1 O IPropertiesChemical formula C 4H 4I N O 2Molar mass 224 985 g mol 1Appearance White solidDensity 2 245 g cm3Melting point 202 206 C 396 403 F 475 479 K dec 1 Solubility in water Soluble in Dioxane THF MeCN Insoluble in ether CCl4HazardsGHS labelling PictogramsSignal word WarningHazard statements H302 H315 H319 H335Precautionary statements 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 P501Except where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa Infobox references 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 N Iodosuccinimide Huateng Pharma a href Template Cite web html title Template Cite web cite web a CS1 maint url status link Retrieved from https en wikipedia org w index php title N Iodosuccinimide amp oldid 1016952555, wikipedia, wiki, book, books, library,

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