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Iodine monochloride





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Iodine monochloride is an interhalogen compound with the formula ICl. It is a red-brown chemical compound that melts near room temperature. Because of the difference in the electronegativityofiodine and chlorine, this molecule is highly polar and behaves as a source of I+. Discovered in 1814 by Gay-Lussac, iodine monochloride is the first interhalogen compound discovered.[1]

Iodine monochloride
I-Cl bond length = 232.07 pm
I-Cl bond length = 232.07 pm
Space-filling model
Space-filling model
A sample of Iodine monochloride reagent
Names
Preferred IUPAC name

Iodine monochloride
Iodine(I) chloride

Systematic IUPAC name

Chloroiodane

Other names

Iodine chloride

Identifiers

CAS Number

3D model (JSmol)

ChemSpider
ECHA InfoCard 100.029.306 Edit this at Wikidata
EC Number
  • 232-236-7
MeSH Iodine-monochloride

PubChem CID

UNII
UN number 1792

CompTox Dashboard (EPA)

  • InChI=1S/ClI/c1-2 checkY

    Key: QZRGKCOWNLSUDK-UHFFFAOYSA-N checkY

  • InChI=1S/ClI/c1-2

    Key: QZRGKCOWNLSUDK-UHFFFAOYSA-N

  • InChI=1/ClI/c1-2

    Key: QZRGKCOWNLSUDK-UHFFFAOYAO

  • ClI

Properties

Chemical formula

ICl
Molar mass 162.35 g/mol
Appearance reddish-brown
Density 3.10 g/cm3
Melting point 27.2 °C (81.0 °F; 300.3 K) (α-form)
13.9 °C (β-form)
Boiling point 97.4 °C (207.3 °F; 370.5 K)

Solubility in water

Hydrolyzes
Solubility soluble in CS2
acetic acid
pyridine
alcohol, ether, HCl

Magnetic susceptibility (χ)

−54.6×10−6 cm3/mol
Hazards
Occupational safety and health (OHS/OSH):

Main hazards

Corrosive, reacts with water to release HCl
Safety data sheet (SDS) https://chemicalsafety.com/sds1/sdsviewer.php?id=30683304
Related compounds

Related interhalogen compounds

Chlorine monofluoride
Bromine monochloride
Iodine monobromide

Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

checkY verify (what is checkY☒N ?)

Infobox references

Preparation

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Iodine monochloride is produced simply by combining the halogens in a 1:1 molar ratio, according to the equation

I2 + Cl2 → 2 ICl

When chlorine gas is passed through iodine crystals, one observes the brown vapor of iodine monochloride. Dark brown iodine monochloride liquid is collected. Excess chlorine converts iodine monochloride into iodine trichloride in a reversible reaction:

ICl + Cl2 ⇌ ICl3

Polymorphs

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ICl has two polymorphs; α-ICl, which exists as black needles (red by transmitted light) with a melting point of 27.2 °C, and β-ICl, which exists as black platelets (red-brown by transmitted light) with a melting point 13.9 °C.[2]

In the crystal structures of both polymorphs the molecules are arranged in zigzag chains. β-ICl is monoclinic with the space group P21/c.[3]

Reactions and uses

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Iodine monochloride is soluble in acids such as HF and HCl but reacts with pure water to form HCl, iodine, and iodic acid:

ICl + H2O → HCl + HI + 12O2
2 ICl + H2O → 2 HCl + I2 + 12O2
5 ICl + 3 H2O → 5 HCl + HIO3 + 2 I2

ICl is a useful reagentinorganic synthesis.[2] It is used as a source of electrophilic iodine in the synthesis of certain aromatic iodides.[4] It also cleaves C–Si bonds.

ICl will also add to the double bondinalkenes to give chloro-iodo alkanes.

RCH=CHR′ + ICl → RCH(I)–CH(Cl)R′

When such reactions are conducted in the presence of sodium azide, the iodo-azide RCH(I)–CH(N3)R′ is obtained.[5]

The Wijs solution, iodine monochloride dissolved in acetic acid, is used to determine the iodine value of a substance.

It can also be used to prepare iodates, by reaction with a chlorate. Chlorine is released as a byproduct.

Iodine monochloride is a Lewis acid that forms 1:1 adducts with Lewis bases such as dimethylacetamide and benzene.

References

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  1. ^ Greenwood, Norman N.; Earnshaw, Alan (1997). Chemistry of the Elements (2nd ed.). Butterworth-Heinemann. p. 790. ISBN 978-0-08-037941-8.
  • ^ a b Brisbois, R. G.; Wanke, R. A.; Stubbs, K. A.; Stick, R. V. "Iodine Monochloride" Encyclopedia of Reagents for Organic Synthesis, 2004 John Wiley & Sons. doi:10.1002/047084289X.ri014
  • ^ Carpenter, G. B.; Richards, S. M. (1 April 1962). "The crystal structure of β-iodine monochloride". Acta Crystallographica. 15 (4): 360–364. doi:10.1107/S0365110X62000882.
  • ^ Wallingford, V. H.; Krüger, P. A. (1943). "5-Iodo-anthranilic Acid". Organic Syntheses; Collected Volumes, vol. 2, p. 349.
  • ^ Padwa, A.; Blacklock, T.; Tremper, A. "3-Phenyl-2H-Azirine-2-carboxaldehyde". Organic Syntheses; Collected Volumes, vol. 6, p. 893.

  • Retrieved from "https://en.wikipedia.org/w/index.php?title=Iodine_monochloride&oldid=1188256442"
     



    Last edited on 4 December 2023, at 07:22  





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    This page was last edited on 4 December 2023, at 07:22 (UTC).

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