Tetrabromoethylene

Tetrabromoethylene is an organobromine compound with the chemical formula C₂Br₄. Its structure is Br₂C=CBr₂. Under standard conditions, it exists in a form of colorless crystals. It 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 an irritant.^[3]

Quick facts Names, Identifiers ...

Tetrabromoethylene

Names
Preferred IUPAC name Tetrabromoethene
Other names Perbromoethene
Identifiers
CAS Number	79-28-7 Y
3D model (JSmol)	Interactive image
ChemSpider	59617 N
ECHA InfoCard	100.001.084
EC Number	201-192-0
PubChem CID	66232
UNII	T686675W6X Y
CompTox Dashboard (EPA)	DTXSID8058821
InChI 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
SMILES Br(Br)C=CBr(Br)
Properties
Chemical formula	C2Br4
Molar mass	343.638 g·mol−1
Appearance	Colorless crystals
Melting point	50 °C (122 °F; 323 K)
Boiling point	226 °C (439 °F; 499 K)
Magnetic susceptibility (χ)	−114.8·10−6 cm3/mol
Related compounds
Related compounds	Ethylene Bromoethylene 1,1-Dibromoethylene 1,2-Dibromoethylene Tribromoethylene Tetrafluoroethylene Tetrachloroethylene Tetraiodoethylene Tetrabromomethane Hexabromoethane
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is YN ?) Infobox references

Close

It is prepared from acetylene and bromine in multiple steps.^[1][4] One method involves dehydrobromination of pentabromoethane, other method involves bromination of dibromoethylene in chloroform.^[1] Reaction of mercuric acetylide and bromine also gives tetrabromoethylene.^[5] It can be produced by oxybrominating butane with free oxygen and bromine.^[6]

Tetrabromoethylene gives tribromoacetyl bromide upon treatment with fuming nitric acid.^[7]