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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/REAXYS Number:
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

signalword

Danger

hcodes

Hazard Classifications

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

Storage Class

3 - Flammable liquids

wgk_germany

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)
Zan Qu et al.
Journal of hazardous materials, 183(1-3), 132-137 (2010-08-03)
The removal of Hg(0) by the homogenous gas-phase reaction and particle-induced reaction was investigated under various conditions. Iodine monochloride was found to be efficient for Hg(0) oxidation, with the apparent 2nd-order rate constant of about 10.5(±0.3)×10(-17) cm(3) molecules(-1) s(-1) and

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