Tribromoethylene is a bromoalkene and a trihaloethylene with the chemical formula C2HBr3. It can be made from 1,1,2,2-tetrabromoethane.[3]

Tribromoethylene
Names
IUPAC name
tribromoethene
Other names
ethylene tribromide
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.009.020 Edit this at Wikidata
EC Number
  • 209-920-9
UNII
  • InChI=1S/C2HBr3/c3-1-2(4)5/h1H
    Key: OZVJKTHTULCNHB-UHFFFAOYSA-N
  • C(=C(Br)Br)Br
Properties
C2HBr3
Molar mass 264.742 g·mol−1
Density 2.5415 g/cm³ [1]
Melting point −52 °C (−62 °F; 221 K)
Boiling point 164 °C (327 °F; 437 K)
Hazards
GHS labelling:[2]
GHS07: Exclamation mark
Warning
H302, H312, H315, H319, H332, H335
P261, 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, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Tribromoethylene reacts with potassium hydroxide to yield dibromoacetylene via dehydrobromination,[4] this reaction is analogous to the synthesis of dichloroacetylene from trichloroethylene. Tribromoethylene reacts with nitric acid to form dibromoacetic acid.[5]

References

edit
  1. ^ Mailhe, Alphonse; Bulletin de la Societe Chimique de France, (1921), 29, 535-9
  2. ^ "Tribromoethylene". pubchem.ncbi.nlm.nih.gov.
  3. ^ Z.E. Jolles, Bromine and its Compounds (1966)
  4. ^ Kloster-Jenson, Else (1971). "Preparation and physical characterization of pure hetero and homo dihaloacetylenes". Tetrahedron. 27 (1): 33–49. doi:10.1016/S0040-4020(01)92395-6.
  5. ^ Constitution of the Acetylidene Compounds. James W. Lawrie (Amer. Chem. J., 1906, 36, 487 — 510) [1]