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Key Documents

714836

Sigma-Aldrich

Iodine monochloride solution

1 M in acetic acid

Synonym(s):

Chloroiodide solution, Wijs solution

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About This Item

Linear Formula:
ICl
CAS Number:
Molecular Weight:
162.36
Beilstein:
3587194
MDL number:
UNSPSC Code:
12352101
PubChem Substance ID:
NACRES:
NA.22

form

solution

concentration

1 M in acetic acid

density

1.143 g/mL at 25 °C

SMILES string

ClI

InChI

1S/ClI/c1-2

InChI key

QZRGKCOWNLSUDK-UHFFFAOYSA-N

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General description

Iodine monochloride is an inorganic reagent used in the iodination and chloroiodination of aromatic and unsaturated compounds, respectively. It is also used to cleave carbon-metal bonds.

Application

Iodine monochloride can be used:
  • As a reagent in the preparation of α-iodo β-ketosulfones from β-ketosulfones.
  • In the synthesis of 3-(4-bromo-2-methylphenyl)-4-iodosydnone, which is further used to prepare substituted pyrazoles.

Pictograms

FlameCorrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Eye Dam. 1 - Flam. Liq. 3 - Skin Corr. 1B

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

105.1 °F

Flash Point(C)

40.6 °C


Certificates of Analysis (COA)

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Synthesis of α-iodo β-ketosulfones and α-iodo methylsulfones using iodine monochloride
Suryakiran N, et al.
Tetrahedron Letters, 47(26), 4319-4323 (2006)
Iodine monochloride
e-EROS Encyclopedia of Reagents for Organic Synthesis. (2013)
Steric effects on the sydnones reactivity. New sydnones and pyrazoles
Dumitracscu F, et al.
ARKIVOC (Gainesville, FL, United States), 2(26), 80-86 (2002)
Ru-Jin Huang et al.
Analytical chemistry, 81(5), 1777-1783 (2009-02-10)
This study concerns the development of a coupled diffusion denuder system capable of separating and quantifying gaseous molecular iodine (I(2)) and two other highly reactive iodine species, ICl and HOI, which are collectively named activated iodine compounds (AIC). Both I(2)
K R Siebenlist et al.
Biochemistry, 39(46), 14171-14175 (2000-11-23)
There are conflicting ideas regarding the location of the carboxyl-terminal regions of cross-linked gamma-chain dimers in double-stranded fibrin fibrils. Some investigators believe that the chains are always oriented longitudinally along each fibril strand and traverse the contacting ends of abutting

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