Tetrabromoethylene
Names
Preferred IUPAC name
Tetrabromoethene
Other names
Perbromoethene
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.001.084
EC Number
  • 201-192-0
UNII
  • InChI=1S/C2Br4/c3-1(4)2(5)6 ☒N
    Key: OVRRJBSHBOXFQE-UHFFFAOYSA-N ☒N
  • InChI=1/C2Br4/c3-1(4)2(5)6
    Key: OVRRJBSHBOXFQE-UHFFFAOYAE
  • Br(Br)C=CBr(Br)
Properties
C2Br4
Molar mass 343.638 g·mol−1
Appearance Colorless crystal
Melting point 50 °C (122 °F; 323 K)
Boiling point 226 °C (439 °F; 499 K)
-114.8·10−6 cm3/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Tetrabromoethylene is a brominated derivative of ethylene. Tetrabromoethylene is a potential fungicide and bactericide on fruits.[1] It was used in mineral separation.[2]

It is prepared from acetylene and bromine in multiple steps.[1][3] One method involves dehydrobromination of pentabromoethane, other method involves bromination of dibromoethylene in chloroform.[1] Reaction of mercuric acetylide and bromine also gives tetrabromoethylene.[4] It can be produced by oxybrominating butane with free oxygen and bromine.[5]

Tetrabromoethylene gives tribromoacetyl bromide upon treatment with fuming nitric acid.[6]

See also

References

  1. 1 2 3 Miller, S. A. (1965). Acetylene: Its Properties, Manufacture, and Uses. UK Academic Press.
  2. ↑ Chemical and Rubber Industry Report. (1959). U.S. Department. of Commerce, Business and Defense Services Administration, [Chemical and Rubber Division].
  3. ↑ Acetylene, Kroschwitz, J. I. (2004). Kirk-Othmer Encyclopedia of Chemical Technology, Volume 1.
  4. ↑ Matyáš, R., Pachman, J. (2013). Primary Explosives. page 319
  5. ↑ US 4167528, Uriarte, Anthony K. & Vaughan, James H., "Process for the production of tetrabromoethylene", published 1979-09-11, assigned to Monsanto Co.
  6. ↑ Perekalin, V. V. (1964). Unsaturated Nitro Compounds.
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