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N-Iodosuccinimide, 97%, Thermo Scientific Chemicals
Catalog number: A14320.22
100 g, Each
Thermo Scientific Chemicals
N-Iodosuccinimide, 97%, Thermo Scientific Chemicals
Catalog number: A14320.22
100 g, Each
Quantity
Chemical Identifiers
CAS
516-12-1
IUPAC Name
1-iodopyrrolidine-2,5-dione
Molecular Formula
C4H4INO2
InChI Key
LQZMLBORDGWNPD-UHFFFAOYSA-N
SMILES
IN1C(=O)CCC1=O
Specifications
Specification SheetForm
Crystals or powder or crystalline powder.
Comment
Contains a small quantity of dark particulate matter from the manufacturing process.
Identification (FTIR)
Conforms
Appearance (Color)
White to yellow to brown
Assay (Iodometric Titration)
≥96.0 to ≤104.0%%
Description
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.
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.
RUO – Research Use Only
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Safety and Handling
Classification of the substance or mixture
CLP classification - Regulation(EC) No 1272/2008
Acute oral toxicity
Category 4
Skin Corrosion/Irritation
Category 2
Serious Eye Damage/Eye Irritation
Category 2
Specific target organ toxicity - (single exposure)
Category 3
Label Elements
Signal Word
Warning
Hazard Statements
H302 - Harmful if swallowed
H315 - Causes skin irritation
H319 - Causes serious eye irritation
H335 - May cause respiratory irritation
EU Specific Hazard Statements
May form combustible dust concentrations in air
Precautionary Statements
P261 - Avoid breathing dust/fume/gas/mist/vapors/spray
P280 - Wear protective gloves/protective clothing/eye protection/face protection
P301 + P312 - IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell
P302 + P352 - IF ON SKIN: Wash with plenty of soap and water
P305 + P351 + P338 - IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing