208221
Iodine monochloride
reagent grade, ≥95%
Synonym(s):
Chloroiodide
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About This Item
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.
signalword
Danger
hcodes
Hazard Classifications
Eye Dam. 1 - Skin Corr. 1B - STOT SE 3
target_organs
Respiratory system
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Certificates of Analysis (COA)
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Iodine Monochloride (ICl) as a Highly Efficient, Green Oxidant for the Oxidation of Alcohols to Corresponding Carbonyl Compounds
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
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.
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.
The Journal of Organic Chemistry, 59(21), 6233-6244 (1994)
Ultrasonic-assisted synthesis of flavones by oxidative cyclization of 2'-hydroxychalcones using iodine monochloride.
Ultrasonics Sonochemistry, 31, 626-630 (2016)
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