N-Iodosuccinimide, 97%

Description

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.

Specifications

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

• 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

Safety and Handling

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

SDS

RUO – Research Use Only