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Merck

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:
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

Key Documents

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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

200

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Related Categories

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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Certificates of Analysis (COA)

Lot/Batch Number
BCCJ8150
BCCF4767
BCBZ9619
BCBT9406
BCBR1588V

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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
Canadian Journal of Chemistry, 84, 66-66 (2006)
Stephen W Waldo et al.
Journal of the American College of Cardiology, 65(11), 1119-1126 (2015-03-21)
Public reporting of procedural outcomes may create disincentives to provide percutaneous coronary intervention (PCI) for critically ill patients. This study evaluated the association between public reporting with procedural management and outcomes among patients with acute myocardial infarction (AMI). Using the
Mark C Dobish et al.
Journal of the American Chemical Society, 134(14), 6068-6071 (2012-04-03)
Highly enantioselective halolactonizations have been developed that employ a chiral proton catalyst-N-iodosuccinimide (NIS) reagent system in which the Brønsted acid is used at catalyst loadings as low as 1 mol %. An approach that modulates the achiral counterion (equimolar to
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