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N-Iodosuccinimide, 97%

Catalog No. AAA1432006
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Quantity:
5 g
25 g
100 g

CAS: 516-12-1 | C4H4INO2 | 224.99 g/mol

N-Iodosuccinimide is used in the preparation of vinyl sulfones from olefins and benzenesulfinic acid. It acts as a source for I+ and involved in Hunsdiecker reactions for the conversion of cinnamic acids, and propiolic acids to the corresponding alfa-halostyrenes and 1-halo-1-alkynes respectively. It is also used to hydrolyze thioglycosides to 1-hydroxyglycosides with triluoroacetic acid. It is involved in the preparation of iodobenzene from 1,6-diynes. Further, it acts as an iodinating agent in chemical synthesis.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
N-Iodosuccinimide is used in the preparation of vinyl sulfones from olefins and benzenesulfinic acid. It acts as a source for I+ and involved in Hunsdiecker reactions for the conversion of cinnamic acids, and propiolic acids to the corresponding alfa-halostyrenes and 1-halo-1-alkynes respectively. It is also used to hydrolyze thioglycosides to 1-hydroxyglycosides with triluoroacetic acid. It is involved in the preparation of iodobenzene from 1,6-diynes. Further, it acts as an iodinating agent in chemical synthesis.

Solubility
Soluble in dioxane, tetrahydrfuran and acetonitrile. Insoluble in ether and carbon tetrachloride.

Notes
Moisture and light sensitive. Store in a cool place. Keep the container tightly closed in a dry and well-ventilated place. Incompatible with strong oxidizing agents and strong bases.
TRUSTED_SUSTAINABILITY

Chemical Identifiers

CAS 516-12-1
Molecular Formula C4H4INO2
Molecular Weight (g/mol) 224.99
MDL Number MFCD00005512
InChI Key LQZMLBORDGWNPD-UHFFFAOYSA-N
Synonym n-iodosuccinimide, succiniodimide, n-iodo succinimide, 2,5-pyrrolidinedione, 1-iodo, unii-3cos3x3n4p, nis, succinimide, n-iodo, 3cos3x3n4p, 1-iodo-pyrrolidine-2,5-dione, 1-iodoazolidine-2,5-dione
PubChem CID 120273
ChEBI CHEBI:53204
IUPAC Name 1-iodopyrrolidine-2,5-dione
SMILES IN1C(=O)CCC1=O

Specifications

Melting Point ∽196°C (decomposition)
Density 2.245
Assay Percent Range 97%
Quantity 5 g
Beilstein 113917
Sensitivity Light and moisture sensitive
Solubility Information Soluble in dioxane,tetrahydrfuran and acetonitrile. Insoluble in ether and carbon tetrachloride.
Formula Weight 224.99
Chemical Name or Material N-Iodosuccinimide
Hazard Category H302-H315-H319-H335-H500
Precautionary Statement P261-P264b-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P362-P501c
EINECSNumber 208-221-6
RTECSNumber WN2817000
TSCA No
Recommended Storage Keep cold

RUO – Research Use Only

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