208221
Iodine monochloride
reagent grade, ≥95%
Synonym(s):
Chloroiodide
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About This Item
Linear Formula:
ICl
CAS Number:
Molecular Weight:
162.36
EC Number:
MDL number:
UNSPSC Code:
12352300
PubChem Substance ID:
NACRES:
NA.21
Assay:
≥95%
grade:
reagent grade
form:
solid or liquid
Recommended Products
grade
reagent grade
Quality Level
Assay
≥95%
form
solid or liquid
bp
97.4 °C (lit.)
density
3.24 g/mL at 25 °C (lit.)
storage temp.
2-8°C
SMILES string
ClI
InChI
1S/ClI/c1-2
InChI key
QZRGKCOWNLSUDK-UHFFFAOYSA-N
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General description
Iodine monochloride is an interhalogen compound. It forms various complexes with ethyl, isopropyl and t-butylbenzenes. Electrically conducting solution of ICl is obtained on dissolution of ICl in polar solvents. ICl is a green oxidizing agent and participates in the following transformations:
- aldose hemiacetals to the corresponding aldose lactones
- diarylmethanols to the corresponding diarylmethanones
- arylalkylmethanols to the corresponding arylalkylmethanones
- dialkylmethanols to the corresponding dialkylmethanones
Application
Iodine monochloride (ICl) may be employed as a reagent in the following processes:
- Halogenation of methoxy and dimethoxybenzenes
- Synthesis of flavones.
- Preparation of 1-naphthaldehydes.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Dam. 1 - Skin Corr. 1B - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
8B - Non-combustible corrosive hazardous materials
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
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Iodine Monochloride (ICl) as a Highly Efficient, Green Oxidant for the Oxidation of Alcohols to Corresponding Carbonyl Compounds
Wei, Peng, et al.
Synthetic Communications, 45.12, 1457-1470 (2015)
Synthesis of 1-naphthaldehydes via the cascade reactions of 1-phenylpent-4-yn-2-ols promoted by iodine monochloride
Li B, et al.
Tetrahedron Letters, 57.17, 1843-1846 (2016)
A mild and convenient procedure for conversion of alkenes into alkyl iodides via reaction of iodine monochloride with organoboranes.
Kabalka GW and Gooch III EE.
The Journal of Organic Chemistry, 45(18), 3578-3580 (1980)
Cation radicals as intermediates in aromatic halogenation with iodine monochloride: solvent and salt effects on the competition between chlorination and iodination.
Hubig SM, et al.
The Journal of Organic Chemistry, 59(21), 6233-6244 (1994)
Polymethylbenzene complexes of iodine and iodine monochloride.
Andrews LJ and Keefer RM.
Journal of the American Chemical Society, 74(18), 4500-4503 (1952)
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