N-Iodosuccinimide

Synonym(s):N-Iodosuccinimide;NIS

CAS NO.：516-12-1
Empirical Formula: C4H4INO2
Molecular Weight: 224.98
MDL number: MFCD00005512
EINECS: 208-221-6
SAFETY DATA SHEET (SDS)
Update Date: 2024-05-29 08:52:25

What is N-Iodosuccinimide?

The Uses of N-Iodosuccinimide

N-Iodosuccinimide is a iodo substituted succinimide that is used as an iodinating agent in chemical synthesis.

The Uses of N-Iodosuccinimide

N-Iodosuccinimide
To the SM (1.77 Kg, 8.58 mol) in anhydrous DMF (8 L) under N2 at 10 C was added NIS (1.93 Kg, 8.58 mol) in portions over 10 min. The reaction mixture was stirred at RT for 2 h, after which time it was cooled using an ice bath and quenched with sat aq Na2CO3 (5 L) and extracted with EtOAc (2 x 15 L). The combined organics were washed with sat aq Na2CO3 (2 x 5 L), H2O (3 x 2 L), dried (Na2SO4), and concentrated in vacuo. The resulting crude material was purified by silica gel column chromatography (25-40% EtOAc/hexanes) to provide the product. [1.47 Kg, 57% over 2 steps]

What are the applications of Application

N-Iodosuccinimide is a reagent for the oxidimetric titration of sulfur functions, oxidations, and iodinations

Properties of N-Iodosuccinimide

Melting point:	202-206 °C(lit.)
Boiling point:	249.6±23.0 °C(Predicted)
Density	2,245 g/cm³
storage temp.	2-8°C
solubility	Soluble in dioxane, tetrahydrfuran and acetonitrile. Insoluble in ether and carbon tetrachloride.
form	Crystalline Powder
appearance	White to slightly yellow/brown solid
color	White-yellow to brown
Water Solubility	decomposes
Sensitive	Moisture Sensitive

Safety information for N-Iodosuccinimide

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07 Health Hazard GHS08 Environment GHS09
GHS Hazard Statements	H315:Skin corrosion/irritation H317:Sensitisation, Skin H319:Serious eye damage/eye irritation H341:Germ cell mutagenicity H410:Hazardous to the aquatic environment, long-term hazard
Precautionary Statement Codes	P201:Obtain special instructions before use. P273:Avoid release to the environment. P280:Wear protective gloves/protective clothing/eye protection/face protection. 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. Continuerinsing. P308+P313:IF exposed or concerned: Get medical advice/attention.