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Merck
CN

220051

N-Iodosuccinimide

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:
Molecular Weight:
224.98
UNSPSC Code:
12352101
NACRES:
NA.22
PubChem Substance ID:
EC Number:
208-221-6
Beilstein/REAXYS Number:
113917
MDL number:
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Product Name

N-Iodosuccinimide, 95%

InChI key

LQZMLBORDGWNPD-UHFFFAOYSA-N

InChI

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

SMILES string

IN1C(=O)CCC1=O

assay

95%

form

powder

mp

202-206 °C (lit.)

functional group

imide

storage temp.

2-8°C

Quality Level

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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

Hazard Classifications

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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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
Yoshihiko Yamamoto et al.
Journal of the American Chemical Society, 128(25), 8336-8340 (2006-06-22)
Highly substituted iodobenzenes were efficiently and regioselectively synthesized from readily available 1,6-diynes via two-step process consisting of silver-catalyzed Csp-H iodination and subsequent ruthenium-catalyzed [2 + 2 + 2] cycloaddition of resultant iododiynes. Some of the obtained iodobenzenes were subjected to
Abby J Isaacs et al.
The Journal of thoracic and cardiovascular surgery, 149(5), 1262-1269 (2015-03-21)
Substantial controversy surrounds the choice between a mechanical versus bioprosthetic prosthesis for aortic valve replacement (AVR), based on age. This study aims to investigate national trends and in-hospital outcomes of the 2 prosthesis choices. All patients aged >18 years in
Canadian Journal of Chemistry, 84, 66-66 (2006)
Jasper Dinkelaar et al.
Carbohydrate research, 341(10), 1723-1729 (2006-04-06)
A variety of thioglycosides are chemoselectively hydrolyzed to the corresponding 1-hydroxy glycosides using equimolar amounts of NIS/TFA as promoter systems.

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