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Key Documents

208221

Sigma-Aldrich

Iodine monochloride

reagent grade, ≥95%

Sinonimo/i:

Chloroiodide

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About This Item

Formula condensata:
ICl
Numero CAS:
Peso molecolare:
162.36
Numero CE:
Numero MDL:
Codice UNSPSC:
12352300
ID PubChem:
NACRES:
NA.21

Grado

reagent grade

Livello qualitativo

Saggio

≥95%

Forma fisica

solid or liquid

P. eboll.

97.4 °C (lit.)

Densità

3.24 g/mL at 25 °C (lit.)

Temperatura di conservazione

2-8°C

Stringa SMILE

ClI

InChI

1S/ClI/c1-2
QZRGKCOWNLSUDK-UHFFFAOYSA-N

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Categorie correlate

Descrizione generale

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

Applicazioni

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.
It may be used as an iodinating agent in the conversion of alkylboranes to alkyl iodides.

Pittogrammi

CorrosionExclamation mark

Avvertenze

Danger

Indicazioni di pericolo

Classi di pericolo

Eye Dam. 1 - Skin Corr. 1B - STOT SE 3

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

8B - Non-combustible corrosive hazardous materials

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable


Certificati d'analisi (COA)

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Chlorine ≥99.5%

Sigma-Aldrich

295132

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Hanus solution for determination of iodine number c(IBr) = 0.1 mol/l, Titripur®

Supelco

1.09164

Hanus solution

Iodio ≥99.99% trace metals basis

Sigma-Aldrich

326143

Iodio

Arsenic(III) oxide reference material for titrimetry, certified by BAM, >99.5%

Supelco

17971

Arsenic(III) oxide

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)
Ultrasonic-assisted synthesis of flavones by oxidative cyclization of 2'-hydroxychalcones using iodine monochloride.
Lahyani A and Trabelsi M.
Ultrasonics Sonochemistry, 31, 626-630 (2016)

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