Chlorodiiodomethane

Last updated
Chlorodiiodomethane
Chlorodiiodomethane.png
Names
Preferred IUPAC name
Chloro(diiodo)methane
Other names
Diiodochloromethane, CDIM [1]
Identifiers
3D model (JSmol)
ChemSpider
PubChem CID
UNII
  • InChI=1S/CHClI2/c2-1(3)4/h1H
    Key: RYPFDEIVUZVDCE-UHFFFAOYSA-N
  • C(Cl)(I)I
Properties
CHClI2
Molar mass 302.28 g·mol−1
Density 3.2±0.1 g/cm³
Boiling point 190.8 °C (375.4 °F; 463.9 K)
Hazards
GHS labelling: [2]
GHS-pictogram-exclam.svg
Warning
H302, H315, H319
Flash point 69.2±18.4 °C
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Chlorodiiodomethane is a trihalomethane with the chemical formula CHClI2. [3] [4]

Contents

Toxicity

It is an environmental pollutant and, like other iodine-containing trihalomethanes (except iodoform), is less cytotoxic than the corresponding iodocarboxylic acids. [5] [6]

Chemical properties

It reacts with sodium hydroxide in the presence of a phase transfer catalyst to produce chloroiodocarbene, which can be added to olefins to produce 1-chloro-1-iodocyclopropane derivatives. [7]

References

  1. Zandaryaa, Sarantuyaa; Fares, Ali; Eckstein, Gabriel (11 April 2025). Emerging Pollutants: Protecting Water Quality for the Health of People and the Environment. Springer Nature. p. 192. ISBN   978-3-031-71758-1 . Retrieved 29 August 2025.
  2. "Chlorodiiodomethane | 1X200MG | CHClI2 | 681546 | 638-73-3". hpc-standards.com. Retrieved 29 August 2025.
  3. "Methane, chlorodiiodo-". NIST . Retrieved 29 August 2025.
  4. Kotzekidou, Parthena (27 April 2016). Food Hygiene and Toxicology in Ready-to-Eat Foods. Academic Press. p. 430. ISBN   978-0-12-802008-1 . Retrieved 29 August 2025.
  5. Alastuey, Andrés; Barceló, Damiá (2012). Emerging organic contaminants and human health. Heidelberg New York: Springer. p. 101. ISBN   978-3-642-28132-7 . Retrieved 29 August 2025.
  6. Chen, Chao; Andrews, Susan; Xie, Yuefeng (28 December 2024). Disinfection By-Products in Water. Springer Nature. p. 117. ISBN   978-3-031-74260-6 . Retrieved 29 August 2025.
  7. de Meijere, A.; Baird, M.S.; Bertrand, G.; de Kimpe, N.; Fedorynski, M. (2014). Houben-Weyl Methods of Organic Chemistry Vol. E 17a, 4th Edition Supplement: Carbocyclic Three-Membered Ring Compounds, Cyclopropanes: Synthesis (4 ed.). Stuttgart: Thieme. p. 697. ISBN   978-3-13-181944-4 . Retrieved 29 August 2025.