Tetrabromoethylene

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| Verifiedfields = changed

| Watchedfields = changed

| verifiedrevid = 416377855

| ImageFile = Tetrabromoethylene.png

| ImageSize = 100px

| PIN = Tetrabromoethene

| OtherNames = Perbromoethene

| Section1 = {{Chembox Identifiers

| CASNo_Ref = {{cascite|correct|CAS}}

| CASNo = 79-28-7

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = T686675W6X

| EINECS = 201-192-0

| PubChem = 66232

| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}

| ChemSpiderID = 59617

| SMILES = Br(Br)C=CBr(Br)

| InChI = 1/C2Br4/c3-1(4)2(5)6

| InChIKey = OVRRJBSHBOXFQE-UHFFFAOYAE

| StdInChI_Ref = {{stdinchicite|changed|chemspider}}

| StdInChI = 1S/C2Br4/c3-1(4)2(5)6

| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}

| StdInChIKey = OVRRJBSHBOXFQE-UHFFFAOYSA-N

}}

| Section2 = {{Chembox Properties

| C=2|Br=4

| Appearance = Colorless crystal

| MeltingPtC = 50

| BoilingPtC = 226

| MagSus = −114.8·10⁻⁶ cm³/mol

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| Section7 = {{Chembox Hazards}}

| Section9 = {{Chembox Related

| OtherCompounds = {{ubl|Ethylene|Bromoethylene|1,1-Dibromoethylene|1,2-Dibromoethylene|Tribromoethylene|Tetrafluoroethylene|Tetrachloroethylene|Tetraiodoethylene|Tetrabromomethane|Hexabromoethane}}

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Tetrabromoethylene is an organobromine compound with the chemical formula {{chem2|C2Br4}}. Its structure is {{chem2|Br2C\dCBr2}}. 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. It was used in mineral separation.Chemical and Rubber Industry Report. (1959). U.S. Department. of Commerce, Business and Defense Services Administration, [Chemical and Rubber Division]. It is an irritant.https://pubchem.ncbi.nlm.nih.gov/compound/Ethene_-1_1_2_2-tetrabromo

It is prepared from acetylene and bromine in multiple steps.Acetylene, Kroschwitz, J. I. (2004). Kirk-Othmer Encyclopedia of Chemical Technology, Volume 1. One method involves dehydrobromination of pentabromoethane, other method involves bromination of dibromoethylene in chloroform.Miller, S. A. (1965). Acetylene: Its Properties, Manufacture, and Uses. UK Academic Press. Reaction of mercuric acetylide and bromine also gives tetrabromoethylene.Matyáš, R., Pachman, J. (2013). Primary Explosives. page 319 It can be produced by oxybrominating butane with free oxygen and bromine.{{cite patent|country=US|number=4167528|pubdate=1979-09-11|title=Process for the production of tetrabromoethylene|assign1=Monsanto Co.|inventor1-last=Uriarte|inventor1-first=Anthony K.|inventor2-last=Vaughan|inventor2-first=James H.}}

Tetrabromoethylene gives tribromoacetyl bromide upon treatment with fuming nitric acid.Perekalin, V. V. (1964). Unsaturated Nitro Compounds.