Dibromoethene
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IUPAC name
1,2-Dibromoethene
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| Properties | |||
| C2H2Br2 | |||
| Molar mass | 185.85 g·mol−1 | ||
| Density | 2.246 g/cm3 | ||
| Boiling point | 110 °C (230 °F; 383 K) | ||
| Hazards | |||
| Main hazards | Toxic | ||
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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-1,2-Dibromoethene.png)
-1,2-Dibromoethene.png)
1,2-Dibromoethylene, also known as 1,2-dibromoethene and acetylene dibromide, is a dihalogenated unsaturated compound with one bromine on each of the two carbon atoms. There are two isomers of this compound, cis and trans. At room temperature, the mixture of two isomers is a clear colorless to yellow liquid.
(E)-1,2-Dibromoethene can be synthesized by halogenation of acetylene with bromine Br2. In order to prevent the formation tetrahalogenated compounds, acetylene is used in excess, with Br2 as the limiting reagent.
Alternately, halogenation of this kind could also be achieved through the use of two equivalents of N-bromosuccinimide and lithium bromide (LiBr). N-Bromosuccinimide provides Br+ as an electrophile, which is followed by Br− from LiBr.
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