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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)
Iodine monochloride (IC1) iodination techniques.
M A Contreras et al.
Methods in enzymology, 92, 277-292 (1983-01-01)
L C Knight et al.
Thrombosis and haemostasis, 46(3), 593-596 (1981-10-01)
The properties of human fibrinogen labeled with 125-Iodine using Iodogen (1, 3, 4, 6-tetrachloro-3 alpha, 6 alpha-diphenylglycoluril) as an oxidizing agent were compared with those of an iodine monochloride labeled counterpart. It was found that thrombin clottability, binding to staphylococci

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