Structural Formula Vector Image
Title: N-Iodosuccinimide
CAS Registry Number: 516-12-1
Additional Names: Succiniodimide; NIS
Molecular Formula: C4H4INO2
Molecular Weight: 224.98
Percent Composition: C 21.35%, H 1.79%, I 56.41%, N 6.23%, O 14.22%
Literature References: Prepd by iodination of silver succinimide: Djerassi, Lenk, J. Am. Chem. Soc. 75, 3493 (1953). Structural studies: K. Padmanabhan et al., Acta Crystallogr. C46, 88 (1990). Use as synthetic reagent for cysteine peptides: H. Shih, J. Org. Chem. 58, 3003 (1993); in oxidation and halogenation reactions: A. Speicher, T. Eicher, J. Prakt. Chem. 340, 278 (1998).
Properties: Needles from dioxane + carbon tetrachloride. mp 200-201°. Sol in acetone, methanol; moderately sol in dioxane. Practically insol in CCl4, ether. Dec in water. Protect from light.
Melting point: mp 200-201°
CAUTION: Avoid contact with skin and mucous membranes.
Use: Iodination of ketones and aldehydes.

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