1,2-Diiodoethane

Names

IUPAC name

1,2-diiodoethane

Other names

ethylene iodide

Identifiers

CAS Number

624-73-7

3D model (JSmol)

Interactive image

ChemSpider

11723

ECHA InfoCard

100.009.872

PubChem CID

12224

InChI

InChI=1S/C2H4I2/c3-1-2-4/h1-2H2
Key: GBBZLMLLFVFKJM-UHFFFAOYSA-N
InChI=1/C2H4I2/c3-1-2-4/h1-2H2
Key: GBBZLMLLFVFKJM-UHFFFAOYAR

SMILES

C(CI)I

Properties

C₂H₄I₂

281.86 g·mol⁻¹

2.13 g/cm³

80 to 82 °C (176 to 180 °F; 353 to 355 K)

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

Infobox references

1,2-Diiodoethane is an organoiodine compound.^[1]

It is most commonly used in organic synthesis in the preparation of Samarium (II) Iodide or Ytterbium (II) Iodide in THF.^[2]

\mathrm {Sm\ +\ ICH_{2}CH_{2}I\ {\xrightarrow[{}]{THF}}\ SmI_{2}\ +\ H_{2}C{=}CH_{2}}

Spectral properties

In mass spectroscopy, 1,2-diiodoethane exhibits 5 major peaks, with the base peak showing at 155 m/z, which is the loss of one iodide molecule of 126 g/mol.

Synthesis

1,2-Diiodoethane can be synthesized by bubbling ethene into pure liquid iodine at room temperature.

By formula: C₂H₄ + I₂ = C₂H₄I₂ ^[3]

References

↑ Buckingham, John (1990). Dictionary of Organic Compounds. 7. CRC Press. p. 2495. ISBN 9780412540905. Retrieved 5 January 2014.
↑ P. Girard, Jean-Louis Namy, Henri Kagan, Divalent Lanthanide Derivatives in Organic Synthesis. 1. Mild Preparation of SmI₂ and YbI₂ and Their Use as Reducing or Coupling Agents, J. Am. Chem. Soc., 1980, vol. 102(8), pp.2693–2698. (doi:10.1021/ja00528a029).
↑ H.Y. Afeefy, J.F. Liebman, and S.E. Stein, "Neutral Thermochemical Data" in NIST Chemistry WebBook, NIST Standard Reference Database Number 69, Eds. P.J. Linstrom and W.G. Mallard, National Institute of Standards and Technology, Gaithersburg MD, 20899,doi:10.18434/T4D303, (retrieved June 9, 2017).

This article is issued from Wikipedia. The text is licensed under Creative Commons - Attribution - Sharealike. Additional terms may apply for the media files.