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220051

Sigma-Aldrich

N-Iodosuccinimide

95%

Synonym(s):

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

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$54.63
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$130.00
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$482.00

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5 G
$54.63
25 G
$130.00
100 G
$482.00

About This Item

Empirical Formula (Hill Notation):
C4H4INO2
CAS Number:
516-12-1
Molecular Weight:
224.98
Beilstein/REAXYS Number:
113917
EC Number:
208-221-6
MDL number:
MFCD00005512
UNSPSC Code:
12352101
PubChem Substance ID:
24853162
NACRES:
NA.22

$54.63

List Price$60.70Save 10%

In StockDetails

Request a Bulk Order

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

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Application

Highly substituted iodobenzenes prepared via an efficient 2-step process from 1,6-diynes.[1] Used with TFA to chemoselectively hydrolyze thioglycosides to 1-hydroxyglycosides.[2] Synthesis of vinyl sulfones from olefins and benzenesulfinic acid.[3]

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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_germany

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
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
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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Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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