1,2-Diiodoethane Explained

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

Preparation and reactions

1,2-Diiodoethane can be prepared by the reaction of ethylene with iodine (I):^[2]

CH + I CHI

1,2-Diiodoethane is most commonly used in organic synthesis in the preparation of samarium(II) iodide or ytterbium(II) iodide in an inert solvent such as THF.^[3]

Sm + ICH₂CH₂I → 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).

Notes and References

1. Book: Buckingham, John . Dictionary of Organic Compounds. CRC Press. 1990. 7. 2495. 9780412540905. 5 January 2014.
2. Cutherbertson, G.R. . Kistiakowsky, G.B. . The thermal equilibrium between ethylene iodide, ethylene and iodine . J. Chem. Phys. . 1935 . 3 . 10 . 631–634. 10.1063/1.1749566 . 1935JChPh...3..631C .
3. 10.1021/ja00528a029. Divalent lanthanide derivatives in organic synthesis. 1. Mild preparation of samarium iodide and ytterbium iodide and their use as reducing or coupling agents. Journal of the American Chemical Society. 102. 8. 2693–2698. 1980. Girard. P.. Namy. J. L.. Kagan. H. B..