1,2-Diiodoethane

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
Chemical formula	C2H4I2
Molar mass	281.86 g·mol−1
Density	2.13 g/cm3
Melting point	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]

{\ce {{Sm}+ICH2CH2I->[{} \atop {\ce {THF}}]{SmI2}+H2C=CH2}}

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 iodine atom (127 m/z).

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

By formula: C₂H₄ + I₂ ⇌ C₂H₄I₂ ^[3]

↑ 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).

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