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220051

N-Iodosuccinimide

Name: <I>N</I>-Iodosuccinimide
Brand: ALDRICH

95%

Synonym(s):

1-iodo-pyrrolidine-2,5-dione, 1-iodoazolidine-2,5-dione, NIS, succiniodimide

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About This Item

Empirical Formula (Hill Notation):

C₄H₄INO₂

CAS Number:

516-12-1

Molecular Weight:

224.98

UNSPSC Code:

12352101

NACRES:

NA.22

PubChem Substance ID:

24853162

EC Number:

208-221-6

Beilstein/REAXYS Number:

113917

MDL number:

MFCD00005512

Assay:

95%

Form:

powder

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Properties

Quality Level

200

assay

95%

form

powder

mp

202-206 °C (lit.)

functional group

imide

storage temp.

2-8°C

SMILES string

IN1C(=O)CCC1=O

InChI

1S/C4H4INO2/c5-6-3(7)1-2-4(6)8/h1-2H2

InChI key

LQZMLBORDGWNPD-UHFFFAOYSA-N

Description

Application

Highly substituted iodobenzenes prepared via an efficient 2-step process from 1,6-diynes. Used with TFA to chemoselectively hydrolyze thioglycosides to 1-hydroxyglycosides. Synthesis of vinyl sulfones from olefins and benzenesulfinic acid.

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Warning

Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Hazard Classifications

Aquatic Acute 1 - Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1B

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Hospital discharges, readmissions, and ED visits for COPD or bronchiectasis among US adults: findings from the nationwide inpatient sample 2001-2012 and Nationwide Emergency Department Sample 2006-2011.

Earl S Ford

Chest, 147(4), 989-998 (2014-11-07)

Numbers and rates of hospitalizations and ED visits by patients with COPD are important metrics for surveillance purposes. The objective of this study was to examine trends in these rates from 2001 to 2012 among adults aged ≥ 18 years

Mild arming and derivatization of natural products via an In(OTf)3-catalyzed arene iodination.

Cong-Ying Zhou et al.

Organic letters, 12(9), 2104-2107 (2010-04-15)

Iodination of arene-containing natural products employing N-iodosuccinimide catalyzed by In(OTf)(3) at ambient temperature is reported as a versatile and mild method for natural product derivatization amenable to small scale. This process facilitates natural product derivatization of arene moieties for SAR

Direct asymmetric iodination of aldehydes using an axially chiral bifunctional amino alcohol catalyst.

Taichi Kano et al.

Journal of the American Chemical Society, 130(12), 3728-3729 (2008-03-07)

A direct asymmetric iodination reaction of aldehydes with NIS was found to be catalyzed by the novel axially chiral bifunctional amino alcohol (S)-1d. This method represents the rare example of the catalytic and highly enantioselective synthesis of optically active alpha-iodoaldehydes.

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Global Trade Item Number

SKU	GTIN
220051-25G	04061838776211
220051-100G	04061838776204
220051-5G	04061838776228