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Topic summary

Tetraiodoethylene

Tetraiodoethylene
Names IUPAC name
Tetraiodoethene
Other names
  • Periodoethylene
  • Periodoethene
  • Diiodoform
  • Ethylene tetraiodide
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard100.007.434EC Number
  • 208-176-2
UNII
  • InChI=1S/C2I4/c3-1(4)2(5)6
    Key: ZGQURDGVBSSDNF-UHFFFAOYSA-N
  • C(=C(I)I)(I)I
Properties C2I4Molar mass531.640 g·mol Appearance yellow crystalline solid OdorOdourless Density2.98 g/cm Melting point187–192 °C (369–378 °F; 460–465 K) Boiling pointSublimates Insoluble SolubilitySoluble in chloroform, carbon disulphide, benzene and toluene, sparingly soluble in etherHazards GHS labelling: WarningH302, H312, H315, H319, H332, H335P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, P501Related compounds
Related compounds
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Tetraiodoethylene, TIE or diiodoform, is an organoiodine compound with the chemical formulaC2I4. Its structure is I2C=CI2. It is an odourless yellow crystalline solid that is soluble in benzene and chloroform, and insoluble in water. It has been used as an antiseptic and a component in pesticide and fungicide formulations. It is the periodinated analogue of ethylene. It is a decomposition product of carbon tetraiodide and diiodoacetylene.

Tetraiodoethylene reacts with ethylamine to give ethylamine di-tetraiodoethylene, CH3CH2NH2·(C2I4)2, and ethylamine tetraiodoethylene, CH3CH2NH2·C2I4. Tetraiodoethylene and iodine pentafluoride yield iodopentafluoroethane.

Tetraiodoethylene turns brown and emits a characteristic odour due to decomposition when exposed to light.

Wikipedia source