Tetrabromoethylene is a brominated derivative of ethylene. Tetrabromoethylene is a potential fungicide and bactericide on fruits.[1] It was used in mineral separation.[2]
Names | |
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Preferred IUPAC name
Tetrabromoethene | |
Other names
Perbromoethene
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Identifiers | |
3D model (JSmol)
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ChemSpider | |
ECHA InfoCard | 100.001.084 |
EC Number |
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PubChem CID
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UNII | |
CompTox Dashboard (EPA)
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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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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
editReferences
edit- ^ a b c Miller, S. A. (1965). Acetylene: Its Properties, Manufacture, and Uses. UK Academic Press.
- ^ Chemical and Rubber Industry Report. (1959). U.S. Department. of Commerce, Business and Defense Services Administration, [Chemical and Rubber Division].
- ^ Acetylene, Kroschwitz, J. I. (2004). Kirk-Othmer Encyclopedia of Chemical Technology, Volume 1.
- ^ Matyáš, R., Pachman, J. (2013). Primary Explosives. page 319
- ^ US 4167528, Uriarte, Anthony K. & Vaughan, James H., "Process for the production of tetrabromoethylene", published 1979-09-11, assigned to Monsanto Co.
- ^ Perekalin, V. V. (1964). Unsaturated Nitro Compounds.